91702-98-6

Basic information

• Product Name: 2-[(Acetylthio)methyl]-phenylpropionic acid
• Synonyms: 2-[(Acetylthio)methyl]-phenylpropionic acid;2-[(ACETYLETHIO)METHYL]PHENYLPROPIONIC ACID;2-[(ACETYLTHIO)METHYL]-3-PHENYLPROPIONIC ACIDE;2-(Acetylthiomethyl)-3-phenylpropionic Acid;2-[(Acetylsulfanyl)methyl]-3-phenylpropionic Acid;a-[(Acetylthio)methyl]benzenepropanoic Acid;2-[(Acetylthio)methyl]-3-phenylpropanoic acid 96%;3-(Acetylsulphanyl)-2-benzylpropanoic acid
• CAS NO: 91702-98-6
• Molecular Formula: C₁₂H₁₄O₃S
• Molecular Weight: 238.3
• Product Categories: (intermediate of racecodotril);Sulfur & Selenium Compounds;Aromatics;Intermediates
• Mol File: 91702-98-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 381.9±35.0 °C(Predicted)
• Appearance: /
• Density: 1.226±0.06 g/cm3(Predicted)
• Refractive Index: 1.574
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.06±0.10(Predicted)
• CAS DataBase Reference: 2-[(Acetylthio)methyl]-phenylpropionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(Acetylthio)methyl]-phenylpropionic acid(91702-98-6)
• EPA Substance Registry System: 2-[(Acetylthio)methyl]-phenylpropionic acid(91702-98-6)

Safety Data

• Hazardous Substances Data: 91702-98-6(Hazardous Substances Data)

Usage

Description

2-[(Acetylthio)methyl]-phenylpropionic acid is a chemical compound characterized by the presence of an acetylthiomethyl group attached to a phenylpropionic acid backbone. This organic molecule features a unique structure that endows it with specific chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
2-[(Acetylthio)methyl]-phenylpropionic acid is utilized as a racecadotril intermediate, which is an essential component in the synthesis of racecadotril, a medication used for the treatment of traveler's diarrhea caused by enterotoxigenic Escherichia coli. Its role in the synthesis process highlights its importance in the development of therapeutic agents for gastrointestinal disorders.
Additionally, 2-[(Acetylthio)methyl]-phenylpropionic acid serves as a β-thiopropionyl-amino acid derivative, which is employed as a β-lactamase inhibitor. In this capacity, it plays a crucial role in combating bacterial resistance to β-lactam antibiotics, such as penicillins and cephalosporins. By inhibiting β-lactamase enzymes, this compound helps to preserve the effectiveness of these antibiotics and broadens the scope of treatment options for bacterial infections.

InChI:InChI=1/C12H14O3S/c1-8(12(14)15)11-6-4-3-5-10(11)7-16-9(2)13/h3-6,8H,7H2,1-2H3,(H,14,15)

Upstream product

• 5669-19-2 2-Benzyl-2-propenoic acid 
• 507-09-5 tiolacetic acid 
• 20593-63-9 2-Benzylacrylic acid ethyl ester 
• 10147-11-2 propargyl benzene 
• 507-09-5 thioacetic acid 
• 616-75-1 2-benzylmalonic acid 
• 607-81-8 diethyl 2-benzylmalonate 

Downstream Products

• 156792-17-5 (R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-ethylsulfanyl-propionic acid ethyl ester 
• 123985-37-5 4-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]benzoic acid 
• 1070803-92-7 C₁₉H₂₁NO₂S₂ 
• 81110-73-8 racecadotril 
• 97965-73-6 (+/-)-7-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]heptanoic acid, methyl ester 
• 81110-55-6 2-mercaptomethyl-3-phenylpropanoic acid 
• 123984-93-0 5-[(2-acetylthiomethyl-3-phenylpropionyl)amino]-2-chlorobenzoic acid 
• 877374-09-9 2-(2-acetylsulfanylmethyl-3-phenylpropionylamino)-3-(4-aminophenyl)-propionic acid methyl ester 
• 124735-31-5 2-(2-acetylsulfanylmethyl-3-phenylpropionylamino)-3-(4-hydroxyphenyl)-propionic acid methyl ester 
• 116111-86-5 Sodium; 2-((S)-2-mercaptomethyl-3-phenyl-propionylamino)-ethanesulfonate 

Relevant articles and documents

A by 3 - phenyl -1 - methylacetylene preparation quickly disintegrating process method (by machine translation)

A by 3 - phenyl - 1 - propyne preparation quickly disintegrating process method, which belongs to the technical field of pharmaceutical intermediates. In the preparation quickly disintegrating in the process, intermediate benzyl acrylic acid yield and purity of the most important, this method first using 3 - phenyl - 1 - propyne as the raw material, in the palladium catalyst Pd2 (Dba)3 And the ligand dppp with ethyl carbonate under the catalysis of the reaction to the one-step synthesis of benzyl acrylic acid, its advantage lies in atmospheric pressure to complete the addition reaction, functional group tolerance is good, high efficiency, high purity, the production process is greatly simplified, and to obtain the target product preparation process of yield and purity than the traditional process much higher. The method has the advantages of greatly improve the productivity, reduce the cost, improve the safety, energy saving and the like, in accordance with the green reaction of modern chemical production requirement. (by machine translation)

"A PROCESS FOR THE PREPARATION OF N-[2-[(ACETYLTHIO) METHYL]-1-OXO-3-PHENYLPROPYL] GLYCINE PHENYL METHYL ESTER AND INTERMEDIATES THEREOF"

The present invention provides a process for the preparation of N-[2-[(acetylthio) methyl]-1-oxo-3-phenylpropyl] glycine phenyl methyl ester and intermediates thereof.

Design and synthesis of non-cytotoxic tetrahydrothieno[3,2-c]pyridine derivatives exhibiting complement inhibition activity

A series of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine derivatives have been synthesized and evaluated for their activity on the activation of human complement (classical pathway) and their intrinsic haemolytic activity. The in vitro assay results of these analogues for inhibition of complement activity reveals improved inhibitory activity for some of the analogues over existing tetrahydrothienopyridine derivatives like Ticlopidine and Clopidogrel. Significantly, these analogues did not exhibit any haemolytic activity and are non-cytotoxic to human cell lines.