Literature DB >> 2995669

Synthesis and biological properties of (carboxyalkyl)amino-substituted bicyclic lactam inhibitors of angiotensin converting enzyme.

J W Watthey, J L Stanton, M Desai, J E Babiarz, B M Finn.   

Abstract

Syntheses of the potent angiotensin converting enzyme inhibitor (3S)-1-(carboxymethyl)-3-[[(1S)-1-carboxy-3-phenylpropyl]amino]- 2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one (4b; CGS 14831) and the related monoester prodrug (17a; CGS 14824A) are described together with preparative details for six- and eight-membered ring analogues. Inhibitory potencies and in vivo biological activity of the compounds are discussed. The data indicate that 17a has a biological profile comparable to that of enalapril.

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Year:  1985        PMID： 2995669     DOI： 10.1021/jm00148a023

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


  9 in total

1.  QXP: powerful, rapid computer algorithms for structure-based drug design.

Authors:  C McMartin; R S Bohacek
Journal:  J Comput Aided Mol Des       Date:  1997-07       Impact factor: 3.686

2.  Steady-state pharmacokinetics and pharmacodynamics of benazeprilat in spontaneously hypertensive rats (SHR) and Wistar-Kyoto (WKY) rats.

Authors:  S LeRoy; B Berner
Journal:  Pharm Res       Date:  1991-07       Impact factor: 4.200

3.  Formal synthesis of the ACE inhibitor benazepril x HCl via an asymmetric aza-Michael reaction.

Authors:  Luo-Ting Yu; Ji-Ling Huang; Ching-Yao Chang; Teng-Kuei Yang
Journal:  Molecules       Date:  2006-08-23       Impact factor: 4.411

Review 4.  A review of the preclinical cardiovascular pharmacology of cilazapril, a new angiotensin converting enzyme inhibitor.

Authors:  J F Waterfall
Journal:  Br J Clin Pharmacol       Date:  1989       Impact factor: 4.335

5.  A Facile Strategy for the High Yielding, Quantitative Conversion of Polyglycol End-Groups to Amines.

Authors:  Jie Yan; Paula Facal Marina; Anton Blencowe
Journal:  Polymers (Basel)       Date:  2021-04-26       Impact factor: 4.329

6.  Microwave-assisted Synthesis of an Important Intermediate of Benazepril.

Authors:  B Mistry; Dipti Medhane; Krishnapriya Mohanraj; Sanjeevani A Ghone
Journal:  Indian J Pharm Sci       Date:  2010-05       Impact factor: 0.975

7.  Mechanistic and chiroptical studies on the desulfurization of epidithiodioxopiperazines reveal universal retention of configuration at the bridgehead carbon atoms.

Authors:  Fanny L Cherblanc; Ya-Pei Lo; Wouter A Herrebout; Patrick Bultinck; Henry S Rzepa; Matthew J Fuchter
Journal:  J Org Chem       Date:  2013-11-08       Impact factor: 4.354

8.  Modular Access to Azepines by Directed Carbonylative C-C Bond Activation of Aminocyclopropanes.

Authors:  Gang-Wei Wang; John F Bower
Journal:  J Am Chem Soc       Date:  2018-02-20       Impact factor: 15.419

9.  Synthesis of Benzo[b]azocin-2-ones by Aryl Amination and Ring-Expansion of α-(Iodophenyl)-β-oxoesters.

Authors:  Anna Dierks; Jan Tönjes; Marc Schmidtmann; Jens Christoffers
Journal:  Chemistry       Date:  2019-10-28       Impact factor: 5.236
  9 in total

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