Literature DB >> 950645

1-Halobenzyl-1H-indazole-3-carboxylic acids. A new class of antispermatogenic agents.

G Corsi, G Palazzo.   

Abstract

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.

Entities:  

Keywords:  Animals, Laboratory; Biology; Clinical Research; Contraception; Contraceptive Agents; Contraceptive Agents, Male; Examinations And Diagnoses; Family Planning; Genitalia; Genitalia, Male; Laboratory Examinations And Diagnoses; Laboratory Procedures; Physiology; Research Methodology; Spermatogenesis Blocking Agents; Testis; Urogenital System

Mesh:

Substances:

Year:  1976        PMID: 950645     DOI: 10.1021/jm00228a008

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  13 in total

1.  The biology of spermatogenesis: the past, present and future.

Authors:  C Yan Cheng; Dolores D Mruk
Journal:  Philos Trans R Soc Lond B Biol Sci       Date:  2010-05-27       Impact factor: 6.237

Review 2.  Adjudin--A Male Contraceptive with Other Biological Activities.

Authors:  Yan-Ho Cheng; Weiliang Xia; Elissa W P Wong; Qian R Xie; Jiaxiang Shao; Tengyuan Liu; Yizhou Quan; Tingting Zhang; Xiao Yang; Keyi Geng; Bruno Silvestrini; Chuen-Yan Cheng
Journal:  Recent Pat Endocr Metab Immune Drug Discov       Date:  2015

3.  3-substituted indazoles as configurationally locked 4EGI-1 mimetics and inhibitors of the eIF4E/eIF4G interaction.

Authors:  Revital Yefidoff-Freedman; Ting Chen; Rupam Sahoo; Limo Chen; Gerhard Wagner; Jose A Halperin; Bertal H Aktas; Michael Chorev
Journal:  Chembiochem       Date:  2014-01-23       Impact factor: 3.164

Review 4.  Interaction of oligomeric breast cancer resistant protein (BCRP) with adjudin: a male contraceptive with anti-cancer activity.

Authors:  Yan Ho Cheng; Pranitha Jenardhanan; Premendu P Mathur; Xiaojing Qian; Weiliang Xia; Bruno Silvestrini; Chuen Yan Cheng
Journal:  Curr Mol Pharmacol       Date:  2014       Impact factor: 3.339

Review 5.  Adjudin, a potential male contraceptive, exerts its effects locally in the seminiferous epithelium of mammalian testes.

Authors:  Ka-Wai Mok; Dolores D Mruk; Pearl P Y Lie; Wing-Yee Lui; C Yan Cheng
Journal:  Reproduction       Date:  2011-02-09       Impact factor: 3.906

6.  Effect of p-nitrophenylglycerol on motility of rat epididymal spermatozoa.

Authors:  W W Tso; W M Lee
Journal:  Experientia       Date:  1980-01-15

7.  Adjudin disrupts spermatogenesis via the action of some unlikely partners: Eps8, Arp2/3 complex, drebrin E, PAR6 and 14-3-3.

Authors:  C Yan Cheng; Pearl Py Lie; Elissa Wp Wong; Dolores D Mruk; Bruno Silvestrini
Journal:  Spermatogenesis       Date:  2011-10-01

8.  The energy blockers 3-bromopyruvate and lonidamine: effects on bioenergetics of brain mitochondria.

Authors:  Lara Macchioni; Magdalena Davidescu; Rita Roberti; Lanfranco Corazzi
Journal:  J Bioenerg Biomembr       Date:  2014-09-07       Impact factor: 2.945

9.  2-(4-Methyl-phen-yl)-2H-indazole.

Authors:  Xingqin Zhou; Xiaofen Qin; Jiankang Zhang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-10-09

10.  Antioxidant and Antimicrobial Activity of 5-methyl-2-(5-methyl-1,3-diphenyl-1H-pyrazole-4-carbonyl)-2,4-dihydro-pyrazol-3-one.

Authors:  K B Umesha; K M L Rai; M A Harish Nayaka
Journal:  Int J Biomed Sci       Date:  2009-12
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