Pyrimidine Derivatives. VII. Structure-Activity Relationship of Hypoglycemic 4-Amino-2-(1-piperazinyl) pyrimidines investigated by the Adaptive Least-Squares Method

Structure-activity studies of 36 hypoglycemic 4-amino-2-(1-piperazinyl)-5, 6-polymethylenepyrimidine derivatives were performed by the adaptive least-squares method. In the analysis, the activity was classified into four groups. The best recognition was obtained with the following equation : L=-0.00...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1983/07/25, Vol.31(7), pp.2432-2437
Hauptverfasser: SEKIYA, TETSUO, HATA, SHUNSUKE, YAMADA, SHUNICHI
Format: Artikel
Sprache:eng
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Zusammenfassung:Structure-activity studies of 36 hypoglycemic 4-amino-2-(1-piperazinyl)-5, 6-polymethylenepyrimidine derivatives were performed by the adaptive least-squares method. In the analysis, the activity was classified into four groups. The best recognition was obtained with the following equation : L=-0.00286MW+0.241pKa+0.741 (I-4)+2.099 (I-5)+0.358 (I-6)-0.602. The number of misclassified compounds was 5, and the Spearman rank correlation coefficient was 0.921. In the equation, MW is molecular weight, and pKa stands for the basicity of the piperazinyl group. The indicator variables I-4, I-5, and I-6 are assigned a value of 1 when the 4-acylated 1-piperazinyl group (not including 4-acryloyl-1-piperazinyl group), 4-acryloyl-1-piperazinyl group and any group having an >NCH2CH2O- structure are present, respectively. From the equation, it was concluded that the 2-(1-piperazinyl) pyrimidine moiety is an essential structure for the activity, and the basicity of the 1-piperazinyl group is also important. The structure-activity relationships are analyzed and discussed in detail.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.31.2432