char = S;code = 83
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char = b;code = 98
char = l;code = 108
char = e;code = 101
char = t;code = 116
char = s;code = 115
char = .;code = 46
result sql = Stabilization by meglumine of an amine compound degraded by formaldehyde in tablets.
Stabilization by meglumine of an amine compound degraded by formaldehyde in tablets.
char = [;code = 91
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char = -;code = 45
char = [;code = 91
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char = [;code = 91
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char = C;code = 67
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char = -;code = 45
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char = a;code = 97
char = s;code = 115
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char = s;code = 115
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char = n;code = 110
char = ;code = 32
char = a;code = 97
char = n;code = 110
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char = d;code = 100
char = i;code = 105
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char = b;code = 98
char = e;code = 101
char = t;code = 116
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char = c;code = 99
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char = ;code = 32
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char = a;code = 97
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = b;code = 98
char = s;code = 115
char = e;code = 101
char = r;code = 114
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char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
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char = n;code = 110
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char = a;code = 97
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char = a;code = 97
char = t;code = 116
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char = o;code = 111
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char = s;code = 115
char = .;code = 46
char = ;code = 32
char = T;code = 84
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char = e;code = 101
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char = m;code = 109
char = a;code = 97
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char = r;code = 114
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char = a;code = 97
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char = i;code = 105
char = o;code = 111
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char = d;code = 100
char = u;code = 117
char = c;code = 99
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char = b;code = 98
char = l;code = 108
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char = s;code = 115
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char = A;code = 65
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char = -;code = 45
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char = 8;code = 56
char = 8;code = 56
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char = s;code = 115
char = ;code = 32
char = a;code = 97
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char = c;code = 99
char = a;code = 97
char = r;code = 114
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char = o;code = 111
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char = d;code = 100
char = u;code = 117
char = c;code = 99
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char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = d;code = 100
char = r;code = 114
char = u;code = 117
char = g;code = 103
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char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = a;code = 97
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = .;code = 46
char = ;code = 32
char = W;code = 87
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
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char = d;code = 100
char = r;code = 114
char = u;code = 117
char = g;code = 103
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char = s;code = 115
char = u;code = 117
char = b;code = 98
char = s;code = 115
char = t;code = 116
char = a;code = 97
char = n;code = 110
char = c;code = 99
char = e;code = 101
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char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = e;code = 101
char = x;code = 120
char = p;code = 112
char = o;code = 111
char = s;code = 115
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = m;code = 109
char = a;code = 97
char = l;code = 108
char = d;code = 100
char = e;code = 101
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = o;code = 111
char = u;code = 117
char = s;code = 115
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char = s;code = 115
char = o;code = 111
char = l;code = 108
char = u;code = 117
char = t;code = 116
char = i;code = 105
char = o;code = 111
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char = s;code = 115
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char = ;code = 32
char = c;code = 99
char = o;code = 111
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char = r;code = 114
char = e;code = 101
char = l;code = 108
char = a;code = 97
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char = i;code = 105
char = o;code = 111
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char = ;code = 32
char = w;code = 119
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = f;code = 102
char = o;code = 111
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char = n;code = 110
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = w;code = 119
char = e;code = 101
char = e;code = 101
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char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = l;code = 108
char = e;code = 101
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = m;code = 109
char = a;code = 97
char = l;code = 108
char = d;code = 100
char = e;code = 101
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = e;code = 101
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char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = t;code = 116
char = y;code = 121
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = A;code = 65
char = D;code = 68
char = -;code = 45
char = 9;code = 57
char = 8;code = 56
char = 8;code = 56
char = 9;code = 57
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char = f;code = 102
char = o;code = 111
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char = e;code = 101
char = d;code = 100
char = ;code = 32
char = d;code = 100
char = u;code = 117
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = s;code = 115
char = t;code = 116
char = o;code = 111
char = r;code = 114
char = a;code = 97
char = g;code = 103
char = e;code = 101
char = .;code = 46
char = ;code = 32
char = C;code = 67
char = o;code = 111
char = m;code = 109
char = p;code = 112
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char = h;code = 104
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char = s;code = 115
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char = e;code = 101
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char = i;code = 105
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char = e;code = 101
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char = a;code = 97
char = l;code = 108
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char = N;code = 78
char = M;code = 77
char = R;code = 82
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char = a;code = 97
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char = a;code = 97
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char = s;code = 115
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char = o;code = 111
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char = ;code = 32
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char = h;code = 104
char = e;code = 101
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char = e;code = 101
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char = o;code = 111
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char = i;code = 105
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char = l;code = 108
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char = o;code = 111
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char = o;code = 111
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char = a;code = 97
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char = o;code = 111
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char = h;code = 104
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char = e;code = 101
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char = o;code = 111
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char = m;code = 109
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char = u;code = 117
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char = a;code = 97
char = t;code = 116
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char = D;code = 68
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char = 8;code = 56
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char = s;code = 115
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char = d;code = 100
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char = a;code = 97
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char = r;code = 114
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char = a;code = 97
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char = t;code = 116
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char = o;code = 111
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char = w;code = 119
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char = t;code = 116
char = h;code = 104
char = ;code = 32
char = f;code = 102
char = o;code = 111
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char = m;code = 109
char = a;code = 97
char = l;code = 108
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char = y;code = 121
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char = e;code = 101
char = .;code = 46
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char = S;code = 83
char = i;code = 105
char = n;code = 110
char = c;code = 99
char = e;code = 101
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char = i;code = 105
char = t;code = 116
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char = a;code = 97
char = s;code = 115
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char = d;code = 100
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char = o;code = 111
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char = s;code = 115
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char = e;code = 101
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char = i;code = 105
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char = o;code = 111
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char = r;code = 114
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char = a;code = 97
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char = i;code = 105
char = o;code = 111
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char = o;code = 111
char = f;code = 102
char = ;code = 32
char = A;code = 65
char = J;code = 74
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char = 7;code = 55
char = ;code = 32
char = w;code = 119
char = a;code = 97
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char = ;code = 32
char = a;code = 97
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char = s;code = 115
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char = e;code = 101
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char = f;code = 102
char = e;code = 101
char = c;code = 99
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char = e;code = 101
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char = i;code = 105
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char = s;code = 115
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char = n;code = 110
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char = s;code = 115
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char = s;code = 115
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char = a;code = 97
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char = l;code = 108
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char = e;code = 101
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char = r;code = 114
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char = g;code = 103
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char = u;code = 117
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char = s;code = 115
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char = a;code = 97
char = n;code = 110
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char = e;code = 101
char = .;code = 46
char = ;code = 32
char = T;code = 84
char = h;code = 104
char = i;code = 105
char = s;code = 115
char = ;code = 32
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char = f;code = 102
char = f;code = 102
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char = l;code = 108
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char = t;code = 116
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char = t;code = 116
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char = l;code = 108
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char = m;code = 109
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char = e;code = 101
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char = d;code = 100
char = ;code = 32
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char = h;code = 104
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char = e;code = 101
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char = u;code = 117
char = g;code = 103
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char = u;code = 117
char = b;code = 98
char = s;code = 115
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char = n;code = 110
char = c;code = 99
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char = s;code = 115
char = ;code = 32
char = d;code = 100
char = e;code = 101
char = g;code = 103
char = r;code = 114
char = a;code = 97
char = d;code = 100
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = m;code = 109
char = a;code = 97
char = l;code = 108
char = d;code = 100
char = e;code = 101
char = h;code = 104
char = y;code = 121
char = d;code = 100
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result sql = [3-[(2R)-[[(2R)-(3-Chlorophenyl)-2-hydroxyethyl]amino]proryl]-1H-indol-7-yloxy]acetic acid (AJ-9677), which was being developed as an antidiabetic, was observed to degrade in tablet preparations. The main degradation product in tablets, AD-9889, was a carbon adduct of the drug substance. When the drug substance was exposed to formaldehyde in aqueous solutions, a correlation was found between the level of formaldehyde and the quantity of AD-9889 formed during storage. Comprehensive one- and two-dimensional NMR analysis of the reaction product identified the location of the carbon atom which originated from formaldehyde, thus proving that AD-9889 was produced by a reaction with formaldehyde. Since it was demonstrated in our previous report that meglumine is an amine that can react with, and reduce amounts of formaldehyde, its stabilizing effect on AJ-9677 was examined. The results showed that in a solution system containing AJ-9677, formaldehyde and meglumine, meglumine reduced formaldehyde levels and suppressed degradation. Addition of meglumine into the tablet formulation of AJ-9677 was also effective in suppressing degradation and successfully stabilized the drug substance. This effect was almost certainly due to meglumine absorbing formaldehyde from around the drug substance and we believe that meglumine can be used with many other drug substances degraded by formaldehyde.

Publication: Int J Pharm 2010 Feb 15 ;386(1-2)::195-200.
Publication Date: 2010 Feb 15
Study Author(s): Fujita, Megumi;Ueda, Tomohiko;Iwata, Motokazu;
Institution: Formulation Research and Development Laboratories, Dainippon Sumitomo Pharma Co, Ltd, 1-5-51 Ebie 1-chome, Fukushima-ku, Osaka 553-0001, Japan. [email protected]
Shortcut link to this study:
[3-[(2R)-[[(2R)-(3-Chlorophenyl)-2-hydroxyethyl]amino]proryl]-1H-indol-7-yloxy]acetic acid (AJ-9677), which was being developed as an antidiabetic, was observed to degrade in tablet preparations. The main degradation product in tablets, AD-9889, was a carbon adduct of the drug substance. When the drug substance was exposed to formaldehyde in aqueous solutions, a correlation was found between the level of formaldehyde and the quantity of AD-9889 formed during storage. Comprehensive one- and two-dimensional NMR analysis of the reaction product identified the location of the carbon atom which originated from formaldehyde, thus proving that AD-9889 was produced by a reaction with formaldehyde. Since it was demonstrated in our previous report that meglumine is an amine that can react with, and reduce amounts of formaldehyde, its stabilizing effect on AJ-9677 was examined. The results showed that in a solution system containing AJ-9677, formaldehyde and meglumine, meglumine reduced formaldehyde levels and suppressed degradation. Addition of meglumine into the tablet formulation of AJ-9677 was also effective in suppressing degradation and successfully stabilized the drug substance. This effect was almost certainly due to meglumine absorbing formaldehyde from around the drug substance and we believe that meglumine can be used with many other drug substances degraded by formaldehyde.
PMID: 19931605

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