Determination of the absolute configuration of the active amlodipine enantiomer as (-)-S: A correction

DOI: 10.1021/jm00096a005

Source and publish data:

Journal of Medicinal Chemistry p. 3341 - 3344 (1992)

Update date:2022-08-04

Topics:

Authors:

Goldmann

Stoltefuss

Born Born

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

Article abstract of DOI:10.1021/jm00096a005

The active (-) enantiomer of amlodipine was originally reported to have R configuration. This does not concur with other 1,4-dihydropyridines with known absolute configuration. This configuration has now been determined by X-ray structural analysis using (1S)-camphanic acid and (S)-2-methoxy-2- phenylethanol as chiral probes. Both determinations gave the S configuration for the amlodipine (-) enantiomer with the greater Ca-antagonistic activity.

Full text of DOI:10.1021/jm00096a005

Products guided by the article

Product name:(+)-2-<<2-(camphanoylamino)ethoxy>methyl>-4-(2-chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

Cas No:143289-00-3

R&D Labs maybe for 143289-00-3

AURORA CHEMICAL CO., LTD

Contact:86-532-68629711 13780605697

Address:NO 220 YANAN 3 ROAD,(POST ADMINISTRATION BUILDING),QINGDAO,CHINA
Yueyang Hudex Pharmaceuticals Ltd.

Contact:0730-8748800

Address:Wujiang Bridge，Yueyang Economy & Technology Development Zone
Shanghai Kefu Chemical Co.,Ltd.

Contact:+86-21-34616196

Address:Room601-602, Xuhui Business Building, No.168, Yude Road, Shanghai
Nanjing lanbai chemical Co.,Ltd.

Contact:+86-25-85499326

Address:Room 908, 9F Taiyue Building,No.285 Heyan Road
BrightGene Bio-Medical Technology Co., Ltd.

website:https://en.bright-gene.com/

Contact:+86-512-62551801

Address:Building C25 - C31, No. 218 Xinghu Road, Suzhou Industrial Park, Suzhou, Jiangsu, China.

Relevant to this article

Relative configuration, absolute configuration and absolute structure of three isomeric 8-benzyl-2-[(4-bromophenyl)(hydroxy)methyl]-8-azabicyclo[3.2.1] octan-3-ones

Doi:10.1107/S0108270113002503
()
Aluminoxy acetals from α-amino esters: Chirality transfer via sequential addition of hydride and C-nucleophiles. 2-amino alcohols and sphingosines

Doi:10.1021/jo00046a032
(1992)
Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents

Doi:10.1021/acs.jmedchem.5b00910
(2015)
Doi:10.1039/jr9350001840
(1935)
Synthesis of differentially substituted 2-aminoimidazolidines via a microwave-assisted tandem staudinger/Aza-wittig cyclization

Doi:10.1021/jo400481b
(2013)
Synthesis of dication species stabilized by azulene rings

Doi:10.1016/0040-4039(92)80021-B
(1992)

Article Doi