128573-92-2

Upstream product

• 111605-09-5 (3S,4S-trans)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one 
• 138337-24-3 (3S,4S)-1,3,4,5-tetrahydro-6-(trifluoromethyl)-3-hydroxy-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one 
• 72500-24-4 (2S)-2-(4-methylphenylsulfonyloxymethyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 111688-58-5 (3S,4S-trans)-3-carboxy-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one (S)-α-methylbenzylamine salt 
• 6216-63-3 N-Cbz-Prolinol 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 98253-71-5 (S)-N-<(tert-butyloxy)carbonyl>-2-pyrrolidinemethanol 
• 127061-43-2 (3R-cis)-3-(hydroxy)-1,3,4,5-tetrahydro-4-[4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one 
• 134932-93-7 <3R-<1(S^*),3α,4α>>-1-<<(benzyloxycarbonyl)-2-pyrrolidinyl>methyl>-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-6-(trifluoromethyl)-2H-1-benzazepin-2-one 

Relevant academic research and scientific papers

Benzazepinone calcium channel blockers. 2. Structure-activity and drug metabolism studies leading to potent antihypertensive agents. Comparison with benzothiazepinones

As part of a program to discover potent antihypertensive analogues of diltiazem (3a), we prepared 1-benzazepin-2-ones (4). Benzazepinones competitively displace radiolabeled diltiazem, and show the same absolute stereochemical preferences at the calcium channel receptor protein. Derivatives of 4 containing a trifluoromethyl substituent in the fused aromatic ring show potent and long-acting antihypertensive activity. Studies of the metabolism of 4 lead to the metabolically stable antihypertensive calcium channel blockers 5a and 5c. Benzazepinone 5a is a longer acting and more potent antihypertensive agent than the second generation diltiazem analogue TA-3090 (3e).

Benzazepinone Calcium Channel Blockers. 5. Effects on Antihypertensive Activity Associated with N1 and Aromatic Substituents

We have shown that the pyrrolidinylmethyl substituent on the lactam nitrogen (N1) of benzazepinone and benzothiazepinone calcim channel blocking agents is resistant to metabolic deamination and generally increase the duration and potency of antihypertensi