Journal of Medicinal Chemistry p. 388 - 394 (1987)
Update date:2022-08-04
Topics:
Jirkovsky, Ivo
Santroch, George
Baudy, Reinhardt
Oshiro, George
Simplifications and modifications of the vincamine molecule led to the discovery of antihypertensive 1,2,3,4,4a,5,6,12b-octahydro-12-methylpyrazino<2',3':3,4>pyrido<1,2-a>indoles.Stereoselective syntheses of both 4a,12b-cis and 4a,12b-trans isomers represent new annulation strategies for the construction of fused piperazines.Compounds of the trans series were at least 10 times more potent than the corresponding cis isomers.Antihypertensive activity and α1-adrenoceptor blocking properties peaked with a simulataneous introduction of 4-methylethyl and 1-alkyl substituents.Compound 15j (AY-28,228: atiprosin), (4a,12b-trans)-1-ethyl- 1,2,3,4,4a,5,6,12b-octahydro-12-methyl-4-(1-methylethyl)pyrazino<2',3':3,4>pyrido<1,2-a>indole, was chosen for a detailed preclinical evaluation.
View MoreChengdu Boon Stream Chemical Industry Co.,Ltd.
Contact:+86-28-83156758
Address:No.859,Dongzikou Road,Jinniu District,Chengdu,Sichuan,P.R.China
Zhejiang Chemline International Co., Ltd.
Contact:+86-571-88062298
Address:Hengdian Industry Area, Dongyang, Zhejiang, China
SHANGHAI ARCADIA BIOTECHNOLOGY LTD.
Contact:+86-21-61353236
Address:SUITE 901, BUILDING WENSLI, 1378 LU JIA BANG RD, SHANGAHI 200011, P.R.CHINA
Qingzhou Baibang import and export co.,Ltd
Contact:+86-536-3265899
Address:No.338, Tuoshan Road
website:http://www.debyesci.com
Contact:+85221376140
Address:Rm. 19C, Lockhart Ctr., 301-307 Lockhart Rd., Wan Chai
Doi:10.1016/j.bmcl.2015.07.030
(2015)Doi:10.1021/jo01036a049
(1963)Doi:10.1016/j.jorganchem.2007.01.049
(2007)Doi:10.1021/jm061068d
(2006)Doi:10.1002/jhet.392
(2010)Doi:10.1021/jo01025a513
(1964)