76740-20-0

Basic information

• Product Name: ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate
• Synonyms: (1)-S-(3-Chloro-2-methyl-3-oxopropyl) benzenecarbothioate
• CAS NO: 76740-20-0
• Molecular Formula: C₁₁H₁₁ClO₂S
• Molecular Weight: 242.7249
• EINECS: 278-538-2
• Mol File: 76740-20-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate(CAS DataBase Reference)
• NIST Chemistry Reference: ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate(76740-20-0)
• EPA Substance Registry System: ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate(76740-20-0)

Safety Data

• Hazardous Substances Data: 76740-20-0(Hazardous Substances Data)

Usage

Description

()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate is a thioester of benzenecarbothioic acid, characterized by the presence of a 3-chloro-2-methyl-3-oxopropyl substituent group attached to the sulfur atom. ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate exhibits unique structural properties and reactivity, making it a valuable component in various scientific and industrial applications.

Uses

Used in Organic Synthesis:
()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate serves as a building block in organic synthesis, particularly for the formation of other thioesters and related compounds. Its versatile structure allows for the creation of a wide range of organic molecules, contributing to the development of new chemical entities.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate is utilized for research and development purposes. Its unique properties and reactivity make it a promising candidate for the synthesis of novel drug molecules, potentially leading to the discovery of new therapeutic agents.
Used in Industrial Chemical Production:
()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate also finds application in the production of various industrial chemicals. Its role as a building block and its reactivity contribute to the synthesis of a range of chemical products used across different industries.
Used in Organic Chemistry Research:
The structural properties and reactivity of ()-S-(3-chloro-2-methyl-3-oxopropyl) benzenecarbothioate make it a valuable tool for studying the behaviors of thioesters and related functional groups in organic chemistry. Researchers can use this compound to gain insights into the mechanisms and reactions involving thioesters, furthering the understanding of organic chemistry principles.

Upstream product

• 74431-50-8 (D)-3-(Benzoylthio)-2-methylpropanoic acid 

Downstream Products

• 67714-46-9 (4R)-3-<(2S)-3-Mercapto-2-methyl-propanoyl>-4-thiazolidinecarboxylic acid 
• 67714-45-8 (4R)-3-<(2R)-3-mercapto-2-methylpropanoyl>-4-thiazolidinecarboxylic acid 
• 72678-54-7 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-furan-2-yl-thiazolidine-4-carboxylic acid 
• 72678-39-8 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-(4-methoxy-phenyl)-thiazolidine-4-carboxylic acid 
• 110949-47-8 (R)-2-(3-Benzoylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-propionic acid 
• 72679-50-6 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-(2-hydroxy-phenyl)-thiazolidine-4-carboxylic acid 
• 72679-37-9 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-(4-dimethylamino-phenyl)-thiazolidine-4-carboxylic acid 
• 110949-48-9 (R)-2-[(3-Benzoylsulfanyl-2-methyl-propionyl)-methyl-amino]-3-benzylsulfanyl-propionic acid 
• 72678-52-5 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-naphthalen-1-yl-thiazolidine-4-carboxylic acid 
• 72678-69-4 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-(4-nitro-phenyl)-thiazolidine-4-carboxylic acid 
• 72678-67-2 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-(2-nitro-phenyl)-thiazolidine-4-carboxylic acid 
• 72634-62-9 N-(S-benzoyl-3-mercapto-2-methylpropanoyl)-O-benzyloxycarbonyl-L-tyrosine 
• 72678-50-3 (R)-2-Benzo[1,3]dioxol-5-yl-3-((S)-3-benzoylsulfanyl-2-methyl-propionyl)-thiazolidine-4-carboxylic acid 
• 72678-63-8 (R)-3-((S)-3-Benzoylsulfanyl-2-methyl-propionyl)-2-pyridin-4-yl-thiazolidine-4-carboxylic acid 

Relevant articles and documents

Sulfur-containing acylamino acids. I. Syntheses and angiotensin I converting enzyme-inhibitory activities of sulfur-containing N-mercaptoalkanoyl amino acids

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Studies on angiotensin-converting enzyme inhibitors. I. Syntheses and angiotensin-converting enzyme inhibitory activity of 2-(3-merecaptopropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives

(3S)-2-[(2S)-mercapto-2-methylpropionyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid [(3S), (2S)-6a] was prepared by the reaction of (3S)-1,2,3,4-tetrahydreoisoquinoline-3-carboxylic acid test-butyl ester [(3S)-2a) or benzyl ester [(3S)-2b] with 3-benzoylthio-2-methylpropionyl chloride (3a), followed by fractional crystallization and removal of the protective group. The absolute configuration of (3S), (2S)-6a was confirmed by X-ray diffraction analysis of the thiazepinol[4,3-b]isoquinoline compound (7) derived from 6a. Resolution of 3-benzoylthio-2-methylpropionic acid (8) was completed by using optically active phenylalanine amide as a resolving agent. The other optical isomers of (3S),(2S)-6a were prepared by the reaction of (3S)- or (3R)-2b with optically active 3a. The in vitro ACE inhibitory activity of each isomer of 6a was evaluated. Among them, (3S),(2S)-6a was found to be the most potent inhibitor with an IC50 value of 8.6X10-9M. Compound (3S),(2S)-6a induced a dose-dependent inhibition of the pressor response to angiotensin 1 after oral administration to normotensive anesthetized rats. Moreover, (3S),(2S)-6a markedly reduced the systolic blood pressure in renal hypertensive rats (RHR) and spontaneously hypertensive rats (SHR). The in vivo ACE inhibitory activity and the hypotensive effects of (3S),(2S)-6a were comparable to those of captopril.