char = S;code = 83
char = t;code = 116
char = r;code = 114
char = u;code = 117
char = c;code = 99
char = t;code = 116
char = u;code = 117
char = r;code = 114
char = e;code = 101
char = -;code = 45
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = y;code = 121
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = s;code = 115
char = h;code = 104
char = i;code = 105
char = p;code = 112
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = o;code = 111
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = 2;code = 50
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = ,;code = 44
char = ;code = 32
char = 4;code = 52
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 4;code = 52
char = ,;code = 44
char = 5;code = 53
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = -;code = 45
char = [;code = 91
char = (;code = 40
char = 2;code = 50
char = -;code = 45
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ];code = 93
char = -;code = 45
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = -;code = 45
char = 1;code = 49
char = -;code = 45
char = [;code = 91
char = (;code = 40
char = 1;code = 49
char = ,;code = 44
char = 3;code = 51
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = 2;code = 50
char = -;code = 45
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = p;code = 112
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ];code = 93
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = s;code = 115
char = .;code = 46
result sql = Structure-activity relationships among 2-substituted 5,6-dichloro-, 4,6-dichloro-, and 4,5-dichloro-1-[(2-hydroxyethoxy) methyl]- and -1-[(1,3-dihydroxy-2-propoxy) methyl]benzimidazoles.

Structure-activity relationships among 2-substituted 5,6-dichloro-, 4,6-dichloro-, and 4,5-dichloro-1-[(2-hydroxyethoxy) methyl]- and -1-[(1,3-dihydroxy-2-propoxy) methyl]benzimidazoles.

char = T;code = 84
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = s;code = 115
char = o;code = 111
char = d;code = 100
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = s;code = 115
char = a;code = 97
char = l;code = 108
char = t;code = 116
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 8;code = 56
char = a;code = 97
char = );code = 41
char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = n;code = 110
char = d;code = 100
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = [;code = 91
char = 2;code = 50
char = -;code = 45
char = (;code = 40
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = ];code = 93
char = -;code = 45
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 9;code = 57
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = [;code = 91
char = 1;code = 49
char = ,;code = 44
char = 3;code = 51
char = -;code = 45
char = b;code = 98
char = i;code = 105
char = s;code = 115
char = (;code = 40
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = -;code = 45
char = 2;code = 50
char = -;code = 45
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = p;code = 112
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = ];code = 93
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = );code = 41
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = v;code = 118
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = r;code = 114
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = d;code = 100
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = t;code = 116
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = y;code = 121
char = c;code = 99
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = n;code = 110
char = u;code = 117
char = c;code = 99
char = l;code = 108
char = e;code = 101
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 0;code = 48
char = a;code = 97
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = a;code = 97
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = h;code = 104
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = ;code = 32
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = d;code = 100
char = e;code = 101
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = f;code = 102
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = d;code = 100
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = -;code = 45
char = [;code = 91
char = (;code = 40
char = 2;code = 50
char = -;code = 45
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ];code = 93
char = b;code = 98
char = e;code = 101
char = n;code = 110
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char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 1;code = 49
char = a;code = 97
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = -;code = 45
char = [;code = 91
char = (;code = 40
char = 1;code = 49
char = ,;code = 44
char = 3;code = 51
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = -;code = 45
char = 2;code = 50
char = -;code = 45
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = p;code = 112
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = );code = 41
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
char = ];code = 93
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 2;code = 50
char = 0;code = 48
char = a;code = 97
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = y;code = 121
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = ;code = 32
char = s;code = 115
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = r;code = 114
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = n;code = 110
char = d;code = 100
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 4;code = 52
char = ,;code = 44
char = 6;code = 54
char = -;code = 45
char = t;code = 116
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 2;code = 50
char = a;code = 97
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = ,;code = 44
char = 4;code = 52
char = ,;code = 44
char = 5;code = 53
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char = t;code = 116
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
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char = e;code = 101
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char = i;code = 105
char = m;code = 109
char = i;code = 105
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char = o;code = 111
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char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 7;code = 55
char = a;code = 97
char = );code = 41
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = l;code = 108
char = l;code = 108
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = d;code = 100
char = e;code = 101
char = b;code = 98
char = e;code = 101
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char = z;code = 122
char = y;code = 121
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char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
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char = y;code = 121
char = i;code = 105
char = e;code = 101
char = l;code = 108
char = d;code = 100
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 1;code = 49
char = b;code = 98
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char = ;code = 32
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char = b;code = 98
char = ,;code = 44
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char = 1;code = 49
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char = c;code = 99
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char = ;code = 32
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char = d;code = 100
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char = e;code = 101
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char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = y;code = 121
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char = ;code = 32
char = A;code = 65
char = ;code = 32
char = n;code = 110
char = u;code = 117
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char = l;code = 108
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char = p;code = 112
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char = a;code = 97
char = c;code = 99
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char = m;code = 109
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char = f;code = 102
char = ;code = 32
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char = h;code = 104
char = e;code = 101
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char = o;code = 111
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char = r;code = 114
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char = u;code = 117
char = p;code = 112
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
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char = a;code = 97
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char = c;code = 99
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char = a;code = 97
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char = ;code = 32
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char = c;code = 99
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char = w;code = 119
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char = t;code = 116
char = h;code = 104
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = m;code = 109
char = o;code = 111
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char = i;code = 105
char = a;code = 97
char = ,;code = 44
char = ;code = 32
char = m;code = 109
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char = h;code = 104
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char = n;code = 110
char = e;code = 101
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = i;code = 105
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char = a;code = 97
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char = f;code = 102
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char = r;code = 114
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char = s;code = 115
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char = e;code = 101
char = d;code = 100
char = ;code = 32
char = s;code = 115
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char = v;code = 118
char = e;code = 101
char = r;code = 114
char = a;code = 97
char = l;code = 108
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = t;code = 116
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = 2;code = 50
char = -;code = 45
char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = c;code = 99
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char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
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char = i;code = 105
char = n;code = 110
char = ;code = 32
char = g;code = 103
char = o;code = 111
char = o;code = 111
char = d;code = 100
char = ;code = 32
char = y;code = 121
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char = e;code = 101
char = l;code = 108
char = d;code = 100
char = s;code = 115
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char = ;code = 32
char = e;code = 101
char = .;code = 46
char = g;code = 103
char = .;code = 46
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 2;code = 50
char = -;code = 45
char = 1;code = 49
char = 4;code = 52
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char = a;code = 97
char = -;code = 45
char = e;code = 101
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = 2;code = 50
char = 1;code = 49
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char = 2;code = 50
char = 3;code = 51
char = (;code = 40
char = a;code = 97
char = -;code = 45
char = e;code = 101
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 5;code = 53
char = -;code = 45
char = 1;code = 49
char = 7;code = 55
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = 2;code = 50
char = 6;code = 54
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = l;code = 108
char = k;code = 107
char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
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char = 2;code = 50
char = -;code = 45
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = o;code = 111
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char = a;code = 97
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = g;code = 103
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 5;code = 53
char = -;code = 45
char = 1;code = 49
char = 7;code = 55
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = 2;code = 50
char = 6;code = 54
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = n;code = 110
char = z;code = 122
char = y;code = 121
char = l;code = 108
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = n;code = 110
char = i;code = 105
char = s;code = 115
char = h;code = 104
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = 2;code = 50
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = k;code = 107
char = y;code = 121
char = l;code = 108
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = y;code = 121
char = c;code = 99
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = n;code = 110
char = u;code = 117
char = c;code = 99
char = l;code = 108
char = e;code = 101
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 2;code = 50
char = d;code = 100
char = -;code = 45
char = 1;code = 49
char = 4;code = 52
char = d;code = 100
char = ;code = 32
char = a;code = 97
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char = ;code = 32
char = 2;code = 50
char = 1;code = 49
char = d;code = 100
char = -;code = 45
char = 2;code = 50
char = 3;code = 51
char = d;code = 100
char = .;code = 46
char = ;code = 32
char = D;code = 68
char = e;code = 101
char = s;code = 115
char = u;code = 117
char = l;code = 108
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = i;code = 105
char = z;code = 122
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 1;code = 49
char = 5;code = 53
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 4;code = 52
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = R;code = 82
char = a;code = 97
char = n;code = 110
char = e;code = 101
char = y;code = 121
char = ;code = 32
char = N;code = 78
char = i;code = 105
char = ;code = 32
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = n;code = 110
char = i;code = 105
char = s;code = 115
char = h;code = 104
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = 5;code = 53
char = ,;code = 44
char = 6;code = 54
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char = d;code = 100
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
char = -;code = 45
char = 1;code = 49
char = [;code = 91
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char = 2;code = 50
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char = h;code = 104
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char = d;code = 100
char = r;code = 114
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char = e;code = 101
char = t;code = 116
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char = o;code = 111
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char = e;code = 101
char = t;code = 116
char = h;code = 104
char = y;code = 121
char = l;code = 108
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char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
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char = 1;code = 49
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char = ;code = 32
char = a;code = 97
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char = 5;code = 53
char = ,;code = 44
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char = c;code = 99
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char = o;code = 111
char = r;code = 114
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char = -;code = 45
char = [;code = 91
char = 1;code = 49
char = ,;code = 44
char = 3;code = 51
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char = h;code = 104
char = y;code = 121
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char = p;code = 112
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char = a;code = 97
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char = ,;code = 44
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char = e;code = 101
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char = a;code = 97
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char = a;code = 97
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char = o;code = 111
char = g;code = 103
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char = o;code = 111
char = f;code = 102
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char = ,;code = 44
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char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
char = o;code = 111
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char = 1;code = 49
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
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char = D;code = 68
char = -;code = 45
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char = b;code = 98
char = o;code = 111
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char = u;code = 117
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char = a;code = 97
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char = o;code = 111
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char = e;code = 101
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char = .;code = 46
char = ;code = 32
char = S;code = 83
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char = m;code = 109
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = r;code = 114
char = l;code = 108
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char = e;code = 101
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char = d;code = 100
char = i;code = 105
char = h;code = 104
char = a;code = 97
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char = o;code = 111
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char = c;code = 99
char = o;code = 111
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char = p;code = 112
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char = u;code = 117
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char = 1;code = 49
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char = 1;code = 49
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char = e;code = 101
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char = w;code = 119
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char = a;code = 97
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char = a;code = 97
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char = e;code = 101
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char = s;code = 115
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char = f;code = 102
char = r;code = 114
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char = m;code = 109
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char = e;code = 101
char = ;code = 32
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char = l;code = 108
char = o;code = 111
char = g;code = 103
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char = ,;code = 44
char = 1;code = 49
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char = ,;code = 44
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char = a;code = 97
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char = d;code = 100
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char = 2;code = 50
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char = ;code = 32
char = T;code = 84
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char = e;code = 101
char = a;code = 97
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char = b;code = 98
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char = m;code = 109
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char = c;code = 99
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char = (;code = 40
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char = r;code = 114
char = o;code = 111
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char = p;code = 112
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char = a;code = 97
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char = a;code = 97
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char = e;code = 101
char = l;code = 108
char = d;code = 100
char = s;code = 115
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char = ;code = 32
char = T;code = 84
char = h;code = 104
char = e;code = 101
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char = 2;code = 50
char = -;code = 45
char = b;code = 98
char = r;code = 114
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char = ,;code = 44
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char = c;code = 99
char = h;code = 104
char = l;code = 108
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char = d;code = 100
char = a;code = 97
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char = o;code = 111
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char = o;code = 111
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char = o;code = 111
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char = ,;code = 44
char = 5;code = 53
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char = d;code = 100
char = i;code = 105
char = c;code = 99
char = h;code = 104
char = l;code = 108
char = o;code = 111
char = r;code = 114
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char = e;code = 101
char = n;code = 110
char = z;code = 122
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = z;code = 122
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = o;code = 111
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char = s;code = 115
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char = 2;code = 50
char = 9;code = 57
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char = ,;code = 44
char = c;code = 99
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char = a;code = 97
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char = d;code = 100
char = ;code = 32
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char = ,;code = 44
char = c;code = 99
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char = w;code = 119
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char = r;code = 114
char = e;code = 101
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char = p;code = 112
char = r;code = 114
char = e;code = 101
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = e;code = 101
char = d;code = 100
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char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = s;code = 115
char = i;code = 105
char = m;code = 109
char = i;code = 105
char = l;code = 108
char = a;code = 97
char = r;code = 114
char = ;code = 32
char = m;code = 109
char = a;code = 97
char = n;code = 110
char = n;code = 110
char = e;code = 101
char = r;code = 114
char = .;code = 46
char = ;code = 32
char = C;code = 67
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
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char = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
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char = t;code = 116
char = e;code = 101
char = s;code = 115
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = r;code = 114
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char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = y;code = 121
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char = a;code = 97
char = g;code = 103
char = a;code = 97
char = i;code = 105
char = n;code = 110
char = s;code = 115
char = t;code = 116
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char = h;code = 104
char = u;code = 117
char = m;code = 109
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = c;code = 99
char = y;code = 121
char = t;code = 116
char = o;code = 111
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char = e;code = 101
char = g;code = 103
char = a;code = 97
char = l;code = 108
char = o;code = 111
char = v;code = 118
char = i;code = 105
char = r;code = 114
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = H;code = 72
char = C;code = 67
char = M;code = 77
char = V;code = 86
char = );code = 41
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = p;code = 112
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = s;code = 115
char = i;code = 105
char = m;code = 109
char = p;code = 112
char = l;code = 108
char = e;code = 101
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char = v;code = 118
char = i;code = 105
char = r;code = 114
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = t;code = 116
char = y;code = 121
char = p;code = 112
char = e;code = 101
char = ;code = 32
char = 1;code = 49
char = ;code = 32
char = (;code = 40
char = H;code = 72
char = S;code = 83
char = V;code = 86
char = -;code = 45
char = 1;code = 49
char = );code = 41
char = ;code = 32
char = a;code = 97
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char = d;code = 100
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char = f;code = 102
char = o;code = 111
char = r;code = 114
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char = c;code = 99
char = y;code = 121
char = t;code = 116
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char = t;code = 116
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = c;code = 99
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char = t;code = 116
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char = ;code = 32
char = I;code = 73
char = n;code = 110
char = ;code = 32
char = m;code = 109
char = a;code = 97
char = r;code = 114
char = k;code = 107
char = e;code = 101
char = d;code = 100
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char = c;code = 99
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char = a;code = 97
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char = t;code = 116
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char = t;code = 116
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char = e;code = 101
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char = r;code = 114
char = i;code = 105
char = b;code = 98
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char = b;code = 98
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char = n;code = 110
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char = c;code = 99
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char = s;code = 115
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char = f;code = 102
char = i;code = 105
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char = i;code = 105
char = b;code = 98
char = i;code = 105
char = t;code = 116
char = o;code = 111
char = r;code = 114
char = s;code = 115
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char = o;code = 111
char = f;code = 102
char = ;code = 32
char = H;code = 72
char = C;code = 67
char = M;code = 77
char = V;code = 86
char = .;code = 46
char = ;code = 32
char = O;code = 79
char = n;code = 110
char = l;code = 108
char = y;code = 121
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
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char = 2;code = 50
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char = i;code = 105
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char = 1;code = 49
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char = d;code = 100
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char = 1;code = 49
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char = d;code = 100
char = ,;code = 44
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char = a;code = 97
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char = d;code = 100
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char = t;code = 116
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char = e;code = 101
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char = -;code = 45
char = B;code = 66
char = r;code = 114
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = o;code = 111
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char = 2;code = 50
char = a;code = 97
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char = b;code = 98
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char = w;code = 119
char = e;code = 101
char = r;code = 114
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char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
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char = ;code = 32
char = b;code = 98
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char = t;code = 116
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char = a;code = 97
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char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
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char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
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char = o;code = 111
char = t;code = 116
char = ;code = 32
char = w;code = 119
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = ;code = 32
char = s;code = 115
char = e;code = 101
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = a;code = 97
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char = e;code = 101
char = d;code = 100
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = o;code = 111
char = m;code = 109
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char = c;code = 99
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char = t;code = 116
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char = o;code = 111
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char = i;code = 105
char = c;code = 99
char = i;code = 105
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char = ;code = 32
char = T;code = 84
char = h;code = 104
char = e;code = 101
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char = l;code = 108
char = a;code = 97
char = c;code = 99
char = k;code = 107
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char = f;code = 102
char = ;code = 32
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char = e;code = 101
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char = i;code = 105
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char = a;code = 97
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char = g;code = 103
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char = a;code = 97
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char = a;code = 97
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char = n;code = 110
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char = a;code = 97
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char = e;code = 101
char = d;code = 100
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char = b;code = 98
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char = H;code = 72
char = C;code = 67
char = M;code = 77
char = V;code = 86
char = ;code = 32
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = H;code = 72
char = S;code = 83
char = V;code = 86
char = -;code = 45
char = 1;code = 49
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char = g;code = 103
char = e;code = 101
char = n;code = 110
char = e;code = 101
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char = p;code = 112
char = r;code = 114
char = o;code = 111
char = d;code = 100
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char = a;code = 97
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char = a;code = 97
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char = e;code = 101
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char = r;code = 114
char = i;code = 105
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char = o;code = 111
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char = e;code = 101
char = s;code = 115
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char = d;code = 100
char = o;code = 111
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char = o;code = 111
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char = r;code = 114
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char = q;code = 113
char = u;code = 117
char = i;code = 105
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = p;code = 112
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char = o;code = 111
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char = p;code = 112
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char = y;code = 121
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
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char = f;code = 102
char = o;code = 111
char = r;code = 114
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char = a;code = 97
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char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = r;code = 114
char = a;code = 97
char = l;code = 108
char = ;code = 32
char = a;code = 97
char = c;code = 99
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char = i;code = 105
char = v;code = 118
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char = t;code = 116
char = y;code = 121
char = .;code = 46
char = <;code = 60
char = b;code = 98
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char = /;code = 47
char = >;code = 62
result sql = The sodium salt of 2,5,6-trichlorobenzimidazole (8a) was condensed with [2-(benzyloxy)ethoxy]-methyl chloride (9) and [1,3-bis(benzyloxy)-2-propoxy]methyl chloride (18) to provide the corresponding protected acyclic nucleosides 10a and 19a, which on debenzylation afforded 2,5,6-trichloro-1-[(2-hydroxyethoxy)methyl]benzimidazole (11a) and 2,5,6-trichloro-1-[(1,3-dihydroxy-2-propoxy)methyl] benzimidazole (20a), respectively. A similar condensation of 2,4,6-trichlorobenzimidazole (2a) and 2,4,5-trichlorobenzimidazole (7a) followed by debenzylation yielded 11b, 20b, 11c, and 20c, respectively. A nucleophilic displacement of the 2-chloro group of 11a-c and 20a-c with liquid ammonia, methylamine, dimethylamine, and thiourea furnished several interesting 2-substituted compounds in good yields, e.g., 12-14(a-e), 21-23(a-e), 15-17, and 24-26. Alkylation of the 2-thio analogs 15-17 and 24-26 with benzyl chloride furnished the 2-alkylthio acyclic nucleosides 12d-14d and 21d-23d. Desulfurization of 15 and 24 with Raney Ni furnished 5,6-dichloro-1[(2-hydroxyethoxy)methyl]benzimidazole (12e) and 5,6-dichloro-1-[1,3-dihydroxy-2-propoxy)methyl]benzimidazole (21e), respectively (acyclic analog of 5,6-dichloro-1-beta-D-ribofuranosylbenzimidazole). Similarly the dihalo compounds 13e, 14e, and 23e were prepared in moderate yields from the 2-thio analogs 16,17, and 26. Treatment of 2-bromo-5,6-dichlorobenzimidazole (8b) with 27 and 30 gave the protected acyclic compounds 28a and 31a, which on deacetylation with sodium carbonate and potassium cyanide yielded 2-bromo-5,6-dichloro-1-[(2-hydroxyethoxy)methyl]benzimidazole (29a) and 2-bromo-5,6-dichloro-1-[(1,3-dihydroxy-2-propoxy)methyl]benzimidazole (32a), respectively, in moderate yields. The 2-bromo-4,6-dichlorobenzimidazole and 2-bromo-,5-dichlorbenzimidazole analogs 29b,c and 32b,c were prepared in a similar manner. Compounds were tested for activity against human cytomegalovirus (HCMV) and herpes simplex virus type 1 (HSV-1) and for cytotoxicity. In marked contrast to the ribosylbenzimidazoles, none of the acyclic analogs were specific and potent inhibitors of HCMV. Only the 2-thiobenzyl analogs 12d, 13d, 14d, and 23d and the 2-Br analogs 32a,b were active, but activity was not well separated from cytotoxicity. The lack of specific and potent antiviral activity strongly suggests that these acyclic nucleoside analogs are not phosphorylated by HCMV or HSV-1 gene products and that the ribosylbenzimidazoles do not require phosphorylation for antiviral activity.

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