18527-12-3

Basic information

• Product Name: 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID
• Synonyms: 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID;ZERENEX E/6020007
• CAS NO: 18527-12-3
• Molecular Formula: C₉H₉ClO₂S
• Molecular Weight: 216.68
• Mol File: 18527-12-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 350.5 °C at 760 mmHg
• Flash Point: 165.8 °C
• Appearance: /
• Density: 1.35 g/cm³
• Vapor Pressure: 1.63E-05mmHg at 25°C
• CAS DataBase Reference: 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID(18527-12-3)
• EPA Substance Registry System: 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID(18527-12-3)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• Hazardous Substances Data: 18527-12-3(Hazardous Substances Data)

Usage

General Description

2-(4-chlorophenylthio)propanoic acid is a chemical compound with the molecular formula C9H9ClO2S. It is a thioether derivative of propanoic acid, with a 4-chlorophenyl group attached to the sulfur atom. 2-(4-CHLOROPHENYLTHIO)PROPANOIC ACID is commonly used as a nonsteroidal anti-inflammatory drug (NSAID) due to its ability to inhibit the production of prostaglandins, which are responsible for causing pain and inflammation in the body. It works by blocking the action of the enzyme cyclooxygenase, which is involved in the production of prostaglandins. This makes it a useful medication for relieving pain, reducing inflammation, and lowering fever. However, like other NSAIDs, it can cause side effects such as stomach ulcers, cardiovascular complications, and kidney problems, so it should be used with caution and under the guidance of a healthcare professional.

InChI:InChI=1/C9H9ClO2S/c1-6(9(11)12)13-8-4-2-7(10)3-5-8/h2-6H,1H3,(H,11,12)/p-1/t6-/m1/s1

Upstream product

• 18518-85-9 ethyl 2-((4-chlorophenyl)thio)propanoate 
• 106-54-7 p-Chlorothiophenol 
• 535-11-5 Ethyl 2-bromopropionate 
• 598-72-1 2-Bromopropionic acid 

Downstream Products

• 76161-45-0 α-((4-Chlorophenyl)thio)propanoyl chloride 
• 103247-65-0 2-<(4-Chlorphenyl)thio>-propansaeuremethylester 
• 176021-32-2 (+)-(R)-2-(4-Chlorothiophenoxy)propanoic acid 
• 176021-33-3 (S)-2-(4-chlorophenylthio)propanoic acid 
• 186458-34-4 {4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}acetaldehyde 
• 186458-36-6 3-(2-{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}-1-hydroxyethyl)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one 
• 186505-71-5 (E)-3-(2-{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}ethylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one 
• 186505-63-5 (Z)-3-(2-{4-[(4-chlorophenyl)sulfanyl]-4-methyl-5-oxotetrahydrofuran-2-yl}ethylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one 
• 1312997-40-2 C₃₀H₂₃ClO₂S 
• 98070-15-6 1,3-dihydroxy-3-methyl-2-butanone 
• 18739-78-1 α-(p-Chlor-phenylmercapto)-propionsaeure-n-propylester 
• 18739-80-5 α-(p-Chlor-phenylsulfonyl)-propionsaeure-propylester 
• 36304-06-0 t-Butyl-α-(4-chlorphenylmercapto)-propionat 
• 186458-40-2 3-(4-Chloro-phenylsulfanyl)-5-(2,2-diethoxy-ethyl)-3-methyl-dihydro-furan-2-one 

Relevant articles and documents

Enantioselective Synthesis of α-Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α-Thionitriles

The enantioselective synthesis of α-thiocarboxylic acids by biocatalytic dynamic kinetic resolution (DKR) of nitrile precursors exploiting nitrilase enzymes is described. A panel of 35 nitrilase biocatalysts were screened and enzymes Nit27 and Nit34 were found to catalyse the DKR of racemic α-thionitriles under mild conditions, affording the corresponding carboxylic acids with high conversions and good-to-excellent ee. The ammonia produced in situ during the biocatalytic transformation favours the racemization of the nitrile enantiomers and, in turn, the DKR without the need of any external additive base.

Kinetic resolution of α-substituted alkanoic acids promoted by homobenzotetramisole

A new method for catalytic nonenzymatic kinetic resolution of α-substituted alkanoic acids has been developed, which relies on their activation with DCC followed by enantioselective alcoholysis of the intermediate symm-anhydrides in the presence of the amidine-based catalyst homobenzotetramisole (HBTM). Moderate to excellent selectivity factors (s=5-96) have been obtained in the case of several classes of substrates, namely, α-aryl-, α-aryloxy/alkoxy-, α-halo-, α-azido-, and α-phthalimido-alkanoic acids. Under similar conditions, α-(arylthio/alkylthio)-alkanoic acids undergo dynamic kinetic resolution providing corresponding esters in up to 92 % ee and up to 93 % yield. Copyright

Differential eudismic ratios in the antagonism of human platelet function by phenoxy- and thiophenoxyacetic acids

The antilipidemic drug clofibric acid (CPIB) exhibits antiplatelet effects. In order to examine the role of enantioselectivity and hydrophobicity, the mono(desmethyl) enantiomers of 2-(4-chlorophenoxy)propanoic acid (CPPA), related butanoate homologs, 2-(