Antifertility agents. 12. Structure-activity relationship of 3,4-diphenylchromenes and -chromans.
Synthesis and antiimplantation activity of variously substituted 2,2-dialkyl-3,4-diphenylchromenes and 3,4-cis- and trans-chromans derived from them are described. Pregnancy-inhibiting activity in rats was exhibited by a number of these compounds, which was particularly marked in the case of 3,4-trans-3-phenyl-4-p-(beta-pyrrolidinoethoxy)-phenyl-7-methoxychroman (32), the corresponding 2,2-dimethyl analog 34, and 3-phenyl-4-p-(beta-pyrrolidinoethoxy)phenyl-7-methoxychromene (26). The structure-activity relationship of these compounds is discussed.
D000818:Animals; D001578:Benzopyrans / Q000138:chemical synthesis*; D002839:Chromans / Q000138:chemical synthesis* / Q000494:pharmacology; D003276:Contraceptives, Oral / Q000138:chemical synthesis*; D003280:Contraceptives, Oral, Synthetic / Q000138:chemical synthesis*; D003864:Depression, Chemical; D010064:Embryo Implantation / Q000187:drug effects; D004967:Estrogens; D005260:Female; D005298:Fertility / Q000187:drug effects*; D005327:Fetal Resorption / Q000139:chemically induced; D009929:Organ Size / Q000187:drug effects; D011247:Pregnancy; D051381:Rats; D013329:Structure-Activity Relationship; D014599:Uterus / Q000187:drug effects
D001578:Benzopyrans; D002839:Chromans; D003276:Contraceptives, Oral; D003280:Contraceptives, Oral, Synthetic; D004967:Estrogens