193686-76-9

Basic information

• Product Name: 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one
• Synonyms: 7-Chloro-1-(4-Mechirubenzensuruhoniru)-2,3,4,5-tetrahydro-1H-benzo [b] azepine 5-one;7-Chloro-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-benzo[b]azepin-5-one;7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one;7-chloro-1-tosyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one
• CAS NO: 193686-76-9
• Molecular Formula: C₁₇H₁₆ClNO₃S
• Molecular Weight: 349.83184
• Mol File: 193686-76-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 536.5 °C at 760 mmHg
• Flash Point: 278.3 °C
• Appearance: /
• Density: 1.36
• Refractive Index: 1.619
• PKA: -4.58±0.20(Predicted)
• CAS DataBase Reference: 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one(193686-76-9)
• EPA Substance Registry System: 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one(193686-76-9)

Safety Data

• Hazardous Substances Data: 193686-76-9(Hazardous Substances Data)

Usage

Uses

7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one is used as a reactant in the asymetric preparation of an intermediate in the synthesis of both enantiomers of Tolvaptan (T536650).

InChI:InChI=1/C17H16ClNO3S/c1-12-4-7-14(8-5-12)23(21,22)19-10-2-3-17(20)15-11-13(18)6-9-16(15)19/h4-9,11H,2-3,10H2,1H3

Upstream product

• 247237-43-0 methyl 5-chloro-2-[N-(3-ethoxycarbonyl)propyl-N-p-toluenesulfonyl]aminobenzoate 
• 313673-93-7 7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 1133419-00-7 ethyl 7-chloro-5-oxo-1-p-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carboxylate 
• 247237-38-3 N-p-toluenesulfonyl-5-chloro-anthranilic acid methyl ester 
• 51282-49-6 methyl 5-chloro-2-nitrobenzoate 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 5202-89-1 4-chlorobenzenesulfonyl chloride 

Downstream Products

• 154890-90-1 5-(N-allylamino)-7-chloro-1-[4-[(2-methylbenzoyl)amino]benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine 

Relevant articles and documents

Efficient and promising asymmetric preparation of enantiopure tolvaptan via transfer hydrogenation with robust catalysts

Enantiopure tolvaptan, the first and only oral vasopressin antagonist for hyponatremia has been prepared by using an asymmetric transfer hydrogenation as a key step with HCOOH-Et3N or HCOONa-H2O as the hydrogen donor in open air. Good chemical yields with up to 99% enantioselectivity were obtained with a 1000:1 of S/C in an HCOONa-H2O system. The air and water stable catalysts provide a very promising prospect for industrial application.

7-Chloro-5-hydroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5- tetrahydro-1H-1-benzazepine (OPC-41061): A potent, orally active nonpeptide arginine vasopressin V2 receptor antagonist

We previously reported a series of benzazepine derivatives as orally active nonpeptide arginine vasopressin (AVP) V2 receptor antagonists. After the lead structure OPC-31260 was structurally evaluated and optimized, the introduction of the 7-Cl moiety on the benzazepine and 2-CH3 on the aminobenzoyl moiety enhanced its oral activity. The new AVP-V2 selective antagonist OPC-41061 was determined to be a potent and orally active agent. Copyright (C) 1999 Elsevier Science Ltd.