Highly selective aldose reductase inhibitors. II. Optimization of the aryl part of 3-(arylmethyl)-2,4,5-trioxoimidazolidine-1-acetic acids

DOI: 10.1248/cpb.45.297

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 297 - 304 (1997)

Update date:2022-07-30

Topics:

Authors:

Kotani, Takayuki

Ishii, Akira

Nagaki, Yasuhiro

Toyomaki, Yoshio

Yago, Hisashi

Suehiro, Seishi

Okukado, Nobuhisa

Okamoto, Kaoru

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1248/cpb.45.297

Accumulation of intracellular sorbitol, the product of glucose reduction catalyzed by aldose reductase (AR) [EC 1.1.1.21], is thought to be the main culprit in the development of diabetic complications. A series of 3- arylalkyl-2,4,5-trioxoimidazolidine-1-acetic acids was prepared and tested for inhibitory activities towards AR and aldehyde reductase (ALR) [EC 1.1.1.2]. These derivatives showed strong inhibitory activity against AR without markedly inhibiting ALR. In particular, the compounds with 3- nitrophenyl, 4-chloro-3-nitrophenyl, and chloro-substituted benzothiazolyl groups as the aryl part showed powerful AR-inhibitory activity. The chloro- substituted benzothiazolyl compound showed an AR selectivity of more than 5000 fold.

Full text of DOI:10.1248/cpb.45.297

NII-Electronic Library Service

Products guided by the article

Product name:2-(BROMOMETHYL)-4-CHLOROBENZOTHIAZOLE

Cas No:179414-49-4

R&D Labs maybe for 179414-49-4

Wuxi D-Stone International Co., Ltd.

Contact:+86-510-82740567

Address:21F Hengtong Int'l Centre, 215Zhongshan Road, Wuxi, Jiangsu,China
Yancheng Creator Chemical Co., Ltd

Contact:0086-515-88710008 88710068 88710858 88710868

Address:No.21 Renming Road, Longgang Town, Yandu County,Yancheng City
Nanjing distinctions Medical Technology Co., Ltd.(expird)

Contact:+86-15996203785 13914714059

Address:nanjing,jiangsu , China
Nanjing Chemlin Chemical Co., Ltd.

website:http://www.echemlin.cn

Contact:+86-25-83697070

Address:Rm.902 Longyin Plaza, No. 217 Zhongshan Rd.(N) Nanjing 210009,China
Hybio Pharmaceutica Co.,Ltd

Contact:+86 755 26588093

Address:No.9 Linkong West Street, Hengdian Street, Huangpi District, Wuhan City, China.

Relevant to this article

The 4-azidobenzyloxycarbonyl function; application as a novel protecting group and potential prodrug modification for amines

Doi:10.1039/p19960001205
(1996)
A-nor-i-thia-3-aza-steroids

Doi:10.1002/cber.19681010306
(1968)
Preparation, resolution, and biological evaluation of 5-aryl-1,2- dihydro-5H-chromeno[3,4-f]quinolines: Potent, orally active, nonsteroidal progesterone receptor agonists

Doi:10.1021/jm980190c
(1998)
An efficient synthesis of silyl ethers of primary alcohols, secondary alcohols, phenols and oximes with a hydrosilane using InBr₃ as a catalyst

Doi:10.1016/j.tetlet.2011.08.151
(2011)
Synthesis and evaluation of iodinated benzamide derivatives as selective and reversible monoamine oxidase B inhibitors

Doi:10.1248/cpb.40.1789
(1992)
Palladium catalysed cascade hydrostannylation-bis-cyclisation- intramolecular anion capture. Routes to bridged- and spiro-cyclic small and macrocyclic heterocycles

Doi:10.1016/0040-4039(96)00842-8
(1996)

Article Doi