42580-38-1

Basic information

• Product Name: 2-(4-Hydroxyphenyl)sulfanylacetic acid
• Synonyms: 2-[(4-hydroxyphenyl)thio]Acetic acid;2-(4-Hydroxyphenyl)sulfanylacetic acid
• CAS NO: 42580-38-1
• Molecular Formula: C₈H₈O₃S
• Molecular Weight: 184.214
• Mol File: 42580-38-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 144.7-145 °C
• Boiling Point: 395.8°Cat760mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 5.66E-07mmHg at 25°C
• Refractive Index: 1.653
• PKA: 3.53±0.10(Predicted)
• CAS DataBase Reference: 2-(4-Hydroxyphenyl)sulfanylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Hydroxyphenyl)sulfanylacetic acid(42580-38-1)
• EPA Substance Registry System: 2-(4-Hydroxyphenyl)sulfanylacetic acid(42580-38-1)

Safety Data

• Hazardous Substances Data: 42580-38-1(Hazardous Substances Data)

Usage

General Description

2-(4-Hydroxyphenyl)sulfanylacetic acid, also known as 4-Hydroxythiobenzeneacetic acid, is a chemical compound belonging to the class of phenols and phenolic acids. It is composed of a hydroxyphenyl group attached to a sulfanylacetic acid moiety. 2-(4-Hydroxyphenyl)sulfanylacetic acid is widely used in the pharmaceutical industry as a starting material for the synthesis of various drugs and active pharmaceutical ingredients. It has been reported to possess antioxidant and anti-inflammatory properties, making it a potential candidate for the development of new therapeutic agents. The compound is also known for its role in the metabolism of several drugs, particularly in the detoxification and excretion of xenobiotics from the body. Due to its diverse pharmacological properties and applications, 2-(4-Hydroxyphenyl)sulfanylacetic acid has garnered significant interest in the fields of medicinal chemistry and drug discovery.

InChI:InChI=1/C8H8O3S/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4,9H,5H2,(H,10,11)

Upstream product

• 19089-85-1 p-diazophenol 
• 637-89-8 4-sulfanylphenol 
• 79-08-3 bromoacetic acid 
• 30519-00-7 (4-Hydroxy-phenylsulfanyl)-acetic acid ethyl ester 
• 79-11-8 chloroacetic acid 
• 696-63-9 4-Methoxybenzenethiol 
• 28743-98-8 (4-methoxy-phenylsulfanyl)-acetic acid ethyl ester 

Downstream Products

• 652974-47-5 2-[[4-[[4-[(4-fluorophenyl)amino]-6-[(4-methoxyphenyl)amino]-1,3,5-triazin-2-yl]oxy]phenyl]thio]-N-(phenylmethyl)-acetamide 
• 1379202-92-2 C₈H₆O₄S 
• 90345-69-0 4-Hydroxy-benzolsulfonyl-essigsaeure 
• 117732-37-3 2-[(4-hydroxyphenyl)thio]-N-(phenylmethyl)-acetamide 
• 1857-50-7 4-(5-chloro-benzothiazol-2-ylmethylsulfanyl)-phenol 

Relevant articles and documents

Design, synthesis and biological evaluation of oxime lacking Psammaplin inspired chemical libraries as anti-cancer agents

In this study, we attempted the chemical simplification of Psammaplin (PsA), while retaining its activity in vitro. Inspired by the previous Structure Activity Relationship (SAR) studies on various PsA analogues and relying on the fact that oxime is metabolically unstable, we initially designed and synthesized a diverse library of PsA analogues and evaluated for cytotoxic activity. Among 32 compounds of Psammaplin analogues synthesized, the compound 10b was almost equally active as parent Psammaplin in vitro.

Synthesis and preliminary in vitro biological evaluation of 4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one, a 4-mercaptophenol derivative designed as a novel bifunctional antimelanoma agent

We report the synthesis and preliminary in vitro biological evaluations of 4-[(4-hydroxyphenyl) sulfanyl]but-3-en-2-one, a compound designed as a potential bifunctional antimelanoma agent, bearing both a tyrosinase-activatable phenolic moiety and a GSH-re

Synthesis and structure-activity relationship study of the new set of trypsin-like proteinase inhibitors

A new set of 25 trypsin-like proteinase inhibitors was prepared and the inhibiting activity on trypsin, thrombin, plasmin and urokinase was measured. The structure-activity relationship is discussed. High inhibiting activities were observed in 4-guanidinobenzoic acid esters only. The replacement of this moiety for N-formamidinyl-isonipecotic acid or an arginine moiety caused almost total loss of the activity. In the series of 4-guanidinobenzoic acid esters, any important influence of the ester-groups reactivity was observed. The trypsin-thrombin selectivity in the compounds with the guanidine-remote carboxylic function was also observed.