1127-74-8Relevant articles and documents
Practical Synthesis of N-{4-[(2-Methyl-4,5-dihydroimidazo[4,5-d][1] benzazepin-6(1H)-yl)carbonyl]phenyl}biphenyl-2-carboxamide Monohydrochloride: An Arginine Vasopressin Antagonist
Tsunoda, Takashi,Yamazaki, Atsuki,Iwamoto, Hidenori,Sakamoto, Shuichi
, p. 883 - 887 (2003)
A novel, reliable, and cost-effective synthetic route to N-{4-[(2-methyl-4,5-dihydroimidazo[4,5-d][1]benzazepin-6(1H)-yl)carbonyl] -phenyl}biphenyl-2-carboxamide monohydrochloride (1, YM087), a potent Arginine vasopressin antagonist, has been developed. Using moisture-controlled potassium carbonate, imidazole formation from α-bromoketone furnished imidazobenzazepine, avoiding potential oxazole-ring formation. Catalytic reduction of nitro imidazobenzazepine afforded the corresponding amine in high yields. Treatment of the imidazole-containing amine directly, with a carbonyl chloride, afforded the target amide circumventing protection of the imidazole.
Benzo [b] aza-chalcone heterocomplex as well as preparation method and application thereof
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, (2021/05/12)
The invention discloses a benzo [b] aza-chalcone heterocomplex as well as a preparation method and application thereof, and relates to the technical field of medicinal chemistry, the benzo [b] aza-chalcone heterocomplex is prepared by retaining a natural chalcone parent structure (1, 3-diphenyl propenone) with certain anti-tumor activity by adopting a medicine combination principle and meanwhile introducing a benzo [b] aza structure with a special structure type and electron cloud distribution to obtain the novel benzo [b] aza-chalcone heterocomplex; and pharmacological studies show that the compound can significantly inhibit the activity of human gastric cancer cells HGC-27, the activity of the compound is obviously higher than that of positive control cis-platinum, and meanwhile, the compound has low toxicity to human normal gastric mucosa cells GES-1 and is obviously lower than that of the positive control cis-platinum.
Stereochemistry of N-Benzoyl-5-substituted-1-benzazepines Revisited: Synthesis of the Conformationally Biased Derivatives and Revision of the Reported Structure
Tabata, Hidetsugu,Yoneda, Tetsuya,Tasaka, Tomohiko,Ito, Shigekazu,Oshitari, Tetsuta,Takahashi, Hideyo,Natsugari, Hideaki
, p. 3136 - 3148 (2016/05/19)
The syn (aR?,5R?) and anti (aS?,5R?) diastereomers of N-benzoyl-C5-substituted-1-benzazepines originating in the chiralities at C5 and the Ar-N(C=O) axis were first stereoselectively synthesized by biasing the conformation with a substituent at C6 and C9, respectively. Detailed examination of the stereochemistry (i.e., conformation and configuration) of these N-benzoyl-1-benzazepines by X-ray crystallographic analysis, VT NMR, and DFT calculations revealed new physicochemical aspects of these heterocycles including revision of the stereochemistry previously reported.
COMPOUNDS AND METHODS FOR TREATING DYSLIPIDEMIA
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Page/Page column 39, (2008/06/13)
Compounds of formula I wherein n, m, p, q, Y, R1 R2, R3, R4, R5, and R6 are as defined herein and their pharmaceutical compositions and methods of use are disclosed as useful for treating artherosclerosis and its sequelae.