Enhanced antifertility activity of non-steroidal molecules with 3-n-butylamino-2-hydroxypropyloxy side chain.
A comparative study of relative binding affinity (RBA) for estradiol-17 beta-receptors, estrogenicity and antifertility activity of compounds 2,2-dimethyl-3-phenyl-4-p-(3-n-butylamino-2-hydroxypropyloxy-pheny l)- 7-methoxycoumarin 4, 2,2-dimethyl-3-phenyl-4-p-(3-n-butylamino-2-hydroxy-propyloxyphenyl++ +)-7-methoxy chromene 5 and trans-2,2-dimethyl-3-phenyl-4-p-(3-n-butylamino-2-hydroxypropyloxyphe nyl)- 7-methoxychroman 6 with the corresponding 4-p-(beta-pyrrolidinoethoxyphenyl) compounds 1-3, is reported. It has been found that the introduction of the novel 3-n-butylamino-2-hydroxypropyloxy moiety in place of the classical tert-beta-aminoethoxy group leads to enhancement of antifertility activity.
D000818:Animals; D002082:Butylamines / Q000494:pharmacology*; D002839:Chromans / Q000494:pharmacology; D003281:Contraceptives, Postcoital / Q000494:pharmacology*; D003374:Coumarins / Q000494:pharmacology; D010064:Embryo Implantation / Q000187:drug effects; D005260:Female; D011412:Propanolamines / Q000494:pharmacology*; D051381:Rats; D011959:Receptors, Estradiol / Q000378:metabolism; D013329:Structure-Activity Relationship; D014599:Uterus / Q000187:drug effects
D002082:Butylamines; D002839:Chromans; D003281:Contraceptives, Postcoital; D003374:Coumarins; D011412:Propanolamines; D011959:Receptors, Estradiol