3996-50-7

Basic information

• Product Name: (3-chloro-benzenesulfinyl)-acetic acid
• Synonyms: (3-chloro-benzenesulfinyl)-acetic acid
• CAS NO: 3996-50-7
• Molecular Weight: 218.661
• Mol File: 3996-50-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (3-chloro-benzenesulfinyl)-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (3-chloro-benzenesulfinyl)-acetic acid(3996-50-7)
• EPA Substance Registry System: (3-chloro-benzenesulfinyl)-acetic acid(3996-50-7)

Safety Data

• Hazardous Substances Data: 3996-50-7(Hazardous Substances Data)

Usage

Description

(3-chloro-benzenesulfinyl)-acetic acid is a chemical compound that features a benzene ring with a sulfinyl group and a carboxylic acid group. The sulfinyl group contains a sulfur atom double-bonded to an oxygen atom, and the chlorine atom is attached to the benzene ring. (3-chloro-benzenesulfinyl)-acetic acid is recognized for its potential as an anti-inflammatory agent and is utilized as a precursor in the synthesis of pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
(3-chloro-benzenesulfinyl)-acetic acid is used as a precursor for the synthesis of various pharmaceuticals, leveraging its unique chemical structure to create complex molecules with therapeutic potential.
Used in Agrochemical Industry:
(3-chloro-benzenesulfinyl)-acetic acid also serves as a precursor in the development of agrochemicals, contributing to the creation of products that can enhance crop protection and yield.
Used in Anti-inflammatory Applications:
(3-chloro-benzenesulfinyl)-acetic acid is used as an anti-inflammatory agent, being studied for its potential to treat conditions such as arthritis and other inflammatory diseases, due to its ability to modulate inflammatory responses.
Used in Organic Chemistry:
As a building block in organic chemistry, (3-chloro-benzenesulfinyl)-acetic acid is utilized for the creation of other complex molecules, showcasing its versatility in chemical synthesis and compound development.

Upstream product

• 1247682-75-2 (3-chloro-benzenesulfinyl)-acetic acid methyl ester 
• 3996-38-1 [(3-chlorophenyl)sulfanyl]acetic acid 
• 2037-31-2 3-chlorophenylthiol 

Downstream Products

• 1426435-44-0 2-(3-chloro-benzenesulfinyl)-N-(3-fluoro-phenyl)-acetamide 
• 21383-00-6 3-chlorophenyl methyl sulfone 

Relevant articles and documents

Electrophilic and nucleophilic pathways in ligand oxide mediated reactions of phenylsulfinylacetic acids with oxo(salen)chromium(V) complexes

The mechanism of oxidative decarboxylation of phenylsulfinylacetic acids (PSAA) by oxo(salen)Cr(V)+ ion in the presence of ligand oxides has been studied spectrophotometrically in acetonitrile medium. Addition of ligand oxides (LO) causes a red shift in the λmax values of oxo(salen) complexes and an increase in absorbance with the concentration of LO along with a clear isobestic point. The reaction shows first-order dependence on oxo(salen)-chromium(V)+ ion and fractional-order dependence on PSAA and ligand oxide. Michaelis-Menten kinetics without kinetic saturation was observed for the reaction. The order of reactivity among the ligand oxides is picoline N-oxide > pyridine N-oxide > triphenylphosphine oxide. The low catalytic activity of TPPO was rationalized. Both electron-withdrawing and electron-donating substituents in the phenyl ring of PSAA facilitate the reaction rate. The Hammett plots are non-linear upward type with negative ρ value for electron-donating substituents, (ρ- = -0.740 to -4.10) and positive ρ value for electron-withdrawing substituents (ρ+ = +0.057 to +0.886). Non-linear Hammett plot is explained by two possible mechanistic scenarios, electrophilic and nucleophilic attack of oxo(salen)chromium(V)+-LO adduct on PSAA as the substituent in PSAA is changed from electron-donating to electron-withdrawing. The linearity in the log k vs. Eox plot confirms single-electron transfer (SET) mechanism for PSAAs with electron-donating substituents.

A paradigm shift in rate determining step from single electron transfer between phenylsulfinylacetic acids and iron(III) polypyridyl complexes to nucleophilic attack of water to the produced sulfoxide radical cation: a non-linear Hammett

Mechanism of oxidative decarboxylation of phenylsulfinylacetic acids (PSAAs) by iron(III) polypyridyl complexes in aqueous acetonitrile medium has been investigated spectrophotometrically. An initial intermediate formation between PSAA and [Fe(NN)3]3+ is confirmed from the observed Michaelis–Menten kinetics and fractional order dependence on PSAA. Significant rate retardation with concentration of [Fe(NN)3]3+ is rationalized on the basis of coordination of a water molecule at the carbon atom adjacent to the ring nitrogen of the metal polypyridyl complexes by nucleophilic attack at higher concentrations. Electron-withdrawing and electron-releasing substituents in PSAA facilitate the reaction and Hammett correlation gives an upward ‘V’ shaped curve. The apparent upward curvature is rationalized based on the change in the rate determining step from electron transfer to nucleophilic attack, by changing the substituents from electron-releasing to electron-withdrawing groups. Electron-releasing substituents in PSAA accelerate the electron transfer from PSAA to the complex and also stabilize the intermediate through resonance interaction leading to negative reaction constants (ρ). Conversely, electron-withdrawing groups, while retarding the electron transfer exert an accelerating effect on the nucleophilic attack of H2O which leading to low magnitude of ρ+ compared to high ρ? values of electron-releasing groups. Marcus theory is applied, and a fair agreement is seen with the experimental values. Copyright

PARP INHIBITORS

The present application disclosed compounds of Formula I wherein variables R1 and R2 are defined as described herein, which are inhibitors of PARP and provides compounds and compositions containing the compounds of Formula I. The pre