Organic Magnetic Resonance p. 394 - 398 (1981)
Update date:2022-07-29
Topics:
Aversa, M.C.
Giannetto, P.
Romeo, G.
Ficarra, P.
Vigorita, M.G.
The conformational analysis of biologically active lofendazam (7-chloro-5-phenyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one) is carried out by means of lanthanide shift reagent assisted 1H NMR spectroscopy: the lanthanide induced shift computer simulation suggests that in deuteriochloroform the heterocyclic ring of lofendazam assumes a cycloheptene-like chair conformation, where 1-N moves away from trigonal stereochemistry to a very flattened pyramidal structure.At room temperature the conformational equilibrium is markedly shifted (85percent) towards the conformer showing pseudoaxial H-1 and 5-Ph.The remarkable influence of steric requirements is controlling conformation, and the importance of 3- and/or 4-methyl groups in hindering the ring inversion at room temperature, have been verified by conformational analysis of suitable analogous 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones.
View MoreAnhui Eapearl Chemical Co., Ltd.
Contact:86-562-5858458
Address:358 South Huaihe Road
NanJing Rate Biochemicals CO., LTD
Contact:+86-25-84931986
Address:NO. 1 Hongjing Road,Jiangning Science Park,Nanjing,China
Wuhan Konberd Biotech Co., Ltd.
Contact:+86-27-87205925
Address:NO.666, Gaoxin Road, Eastlake High-tech zone
Chengdu Sino-Strong Pharmaceutical Co.,Ltd.
website:http://www.sino-strong.com.cn
Contact:+86-28-82666753
Address:459 West haike road,Cross-straits technological industry park, Wenjiang district,Chengdu, P.R.China
Kaymossy BioChem Tech Co., Ltd
website:http://www.kaimosi.com
Contact:0571-87191913/0571-87199097
Address:Room 215, Building 3rd, No.288 Ningxia Road, Qingdao city, China
Doi:10.1021/jo200020z
(2011)Doi:10.1021/jo00337a046
(1981)Doi:10.1246/bcsj.54.1456
(1981)Doi:10.1002/ejic.200300605
(2004)Doi:10.1021/ja00531a054
(1980)Doi:10.1016/S0040-4020(01)92350-6
(1981)