Gemopatrilat

Base Information

• Chemical Name: Gemopatrilat
• CAS No.: 160135-92-2
• Molecular Formula: C19H26 N2 O4 S
• Molecular Weight: 378.492
• UNII: MU9089C77W
• DSSTox Substance ID: DTXSID901029484
• Nikkaji Number: J1.089.779C
• Wikipedia: Gemopatrilat
• Wikidata: Q5530743
• NCI Thesaurus Code: C99557
• ChEMBL ID: CHEMBL107747
• Mol file: 160135-92-2.mol

Synonyms:BMS-189921;gemopatrilat

Chemical Property of Gemopatrilat

Chemical Property:

• Vapor Pressure: 9.28E-18mmHg at 25°C
• Boiling Point: 649.6°C at 760 mmHg
• Flash Point: 346.6°C
• PSA: 129.00000
• Density: 1.25g/cm³
• LogP: 2.66620
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 378.16132849
• Heavy Atom Count: 26
• Complexity: 532

Purity/Quality:

98% ^*data from raw suppliers

GEMOPATRILAT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(C(=O)N1CC(=O)O)NC(=O)C(CC2=CC=CC=C2)S)C
• Isomeric SMILES: CC1(CCC[C@@H](C(=O)N1CC(=O)O)NC(=O)[C@H](CC2=CC=CC=C2)S)C
• Uses: Treatment of hypertension and congestive heart failure (vasopeptidase inhibitor).

Technology Process of Gemopatrilat

There total 25 articles about Gemopatrilat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

[S-(R*,R*)]-Hexahydro-6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid, ethyl ester (160135-15-9) → [14C]-Gemopatrilat (160135-92-2)

Guidance literature:

With sodium hydroxide; In methanol; for 5.5h;

DOI:10.1021/jm980542f

Reference yield: 93.0%

6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid (229976-40-3) → [14C]-Gemopatrilat (160135-92-2)

Guidance literature:

6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid; With sodium hydroxide; D,L-dithiothreitol; In methanol; water; at 1 - 20 ℃; for 1.83333h; pH=6 - 2;

With hydrogenchloride; In methanol; water; at 20 - 40 ℃; for 1.5h; pH=6 - 2; Heating / reflux;

Reference yield: 90.3%

[S-(R*,R*)]-Hexahydro-6-[(2-mercapto-1-oxo-3-phenylpropyl)amino]-2,2-dimetyl-7-oxo-1H-azepine-1-acetic acid, ethyl ester → [14C]-Gemopatrilat (160135-92-2)

Guidance literature:

[S-(R*,R*)]-Hexahydro-6-[(2-mercapto-1-oxo-3-phenylpropyl)amino]-2,2-dimetyl-7-oxo-1H-azepine-1-acetic acid, ethyl ester; With sodium hydroxide; D,L-dithiothreitol; In water; at 21 - 25 ℃; for 0.0833333h;

With acetic acid; In water; at 45 ℃; for 0.5h; pH=5.9;

upstream raw materials:

[S-(R*,R*)]-Hexahydro-6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid, ethyl ester

6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid

(S)-2-acetylthio-3-phenylpropanoic acid

6-aminohexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester