83237-49-4

Basic information

• Product Name: 5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid
• Synonyms: 5-(alpha-Carboxyethyl)-2-Phenylthio-Phenylacetic Acid;5-(-carboxyethyl)-2-phenylthio-phenylacetic acid (intermediate of zaltoprofen);5-(A-CARBOXY ETHYL)-2-PHENYL THIOPHENYL ACETICACID;5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid;5-(α-carboxyethyl)-2-phenylthio phenylacetic acid;5-(1-carboxylethyl)-2-phenylthiobenzeneacetic acid
• CAS NO: 83237-49-4
• Molecular Formula: C₁₇H₁₆O₄S
• Molecular Weight: 316.37
• EINECS: 1312995-182-4
• Product Categories: Organic acids;(intermediate of zaltoprofen)
• Mol File: 83237-49-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 145-146 °C(Solv: 1,2-dichloroethane (107-06-2))
• Boiling Point: 517.374 °C at 760 mmHg
• Flash Point: 266.699 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: 2-8°C
• PKA: 4.09±0.10(Predicted)
• CAS DataBase Reference: 5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid(83237-49-4)
• EPA Substance Registry System: 5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid(83237-49-4)

Safety Data

• Hazardous Substances Data: 83237-49-4(Hazardous Substances Data)

Usage

Description

5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid, also known as 2-(3-(Carboxymethyl)-4-(phenylthio)-phenyl)propanoic Acid, is an organic compound that serves as an intermediate in the synthesis of pharmaceuticals. It is characterized by its carboxyethyl and phenylthio functional groups, which contribute to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid is used as an intermediate in the synthesis of Zaltoprofen (Z146000), an anti-inflammatory drug. Its role in the production process is crucial for creating the final drug product, which is designed to alleviate inflammation and associated symptoms.
As an intermediate, 5-(1-Carboxyethyl)-2-(phenylthio)phenylacetic acid plays a significant role in the development of medications that can improve the quality of life for patients suffering from inflammatory conditions. Its specific chemical structure allows it to participate in reactions that lead to the formation of the desired active pharmaceutical ingredient, Zaltoprofen.

InChI:InChI=1/C17H16O4S/c1-11(17(20)21)12-7-8-15(13(9-12)10-16(18)19)22-14-5-3-2-4-6-14/h2-9,11H,10H2,1H3,(H,18,19)(H,20,21)

Upstream product

• 203519-04-4 2-(3-carboxymethyl-4-nitrophenyl)propionic acid 
• 108-98-5 thiophenol 
• 203519-12-4 2-(3-carboxymethyl-4-iodophenyl)propionic acid 

Downstream Products

• 74711-43-6 zaltoprofen 
• 1598425-63-8 [Cd(5-(1-carboxyethyl)-2-(phenylthio)phenylacetic acid(-1H))2(H₂O)3](H₂O) 
• 1598425-65-0 [Zn(5-(1-carboxyethyl)-2-(phenylthio)phenylacetic acid(-1H))(H₂O)]n 

Relevant articles and documents

Preparation of 2-(10,11-dihydro-10-oxodibenzo-[b,f]thiepin-2-yl) propionic acid

PCT No. PCT/JP97/02922 Sec. 371 Date Feb. 17, 1999 Sec. 102(e) Date Feb. 17, 1999 PCT Filed Aug. 22, 1997 PCT Pub. No. WO98/07717 PCT Pub. Date Feb. 26, 1998A process for preparation of 2-(10,11-dihydro-10-oxodibenzo[b,f]thiepin-2-yl)propionic acid (i.e., Zaltoprofen) is performed by subjecting 2-(4-amino-3-carboxy-methylphenyl)propionic acid or its salt to diazotization and subsequent reaction with thiophenol to produce 2-(3-carboxymethyl-4-phenylthiophenyl)propionic acid or its salt, and subjecting the product to cyclization reaction. Other related processes and related compounds are also disclosed.