1-Halobenzyl-1H-indazole-3-carboxylic acids. A new class of antispermatogenic agents.
The synthesis of a series of halogenated 1-benzylindazole-3-carboxylic acids and related derivatives is described. These compounds were studied for their effect on testicular weight and on the inhibition of spermatogenesis. Many of the derivatives, but in particular 1-(2,4-dichlorobenzyl)-1H-indazole-3-carboxylic acid (11), 1-(2,4-dibromobenzyl)-1H-indazole-3-carboxylic acid (13), 1-(4-chloro-2-methylbenzyl)-1H-indazole-3-carboxylic acid (27), and their glycerol esters, showed potent antispermatogenic activity.
D000818:Animals; D000988:Antispermatogenic Agents / Q000138:chemical synthesis*; D003864:Depression, Chemical; D007191:Indazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008297:Male; D009929:Organ Size / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis*; D051381:Rats; D013091:Spermatogenesis / Q000187:drug effects; D013737:Testis / Q000187:drug effects
D000988:Antispermatogenic Agents; D007191:Indazoles; D011720:Pyrazoles