34097-60-4

Basic information

• Product Name: Methyl phenylsulfonylacetate
• Synonyms: PHENYLSULFONYLACETIC ACID METHYL ESTER;(METHOXYCARBONYL)METHYL PHENYL SULFONE;METHYL PHENYLSULFONYLACETATE;METHYL PHENYLSULPHONYLACETATE;METHYL ALPHA-(PHENYLSULFONYL)ACETATE;METHYL A-(PHENYLSULFONYL)ACETATE;METHYL BENZENESULFONYLACETATE;Methylphenylsulfonylacetate,98%
• CAS NO: 34097-60-4
• Molecular Formula: C₉H₁₀O₄S
• Molecular Weight: 214.24
• Product Categories: Benzene series;Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;M;Organic Building Blocks;Sulfones;Sulfur Compounds
• Mol File: 34097-60-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 30°C
• Boiling Point: 165 °C0.05 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.305 g/mL at 20 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.535(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 2051463
• CAS DataBase Reference: Methyl phenylsulfonylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl phenylsulfonylacetate(34097-60-4)
• EPA Substance Registry System: Methyl phenylsulfonylacetate(34097-60-4)

Safety Data

• Statements: 10
• Safety Statements: 23-24/25-43-36/37/39-15/16
• WGK Germany: 3
• Hazardous Substances Data: 34097-60-4(Hazardous Substances Data)

Usage

Description

Methyl phenylsulfonylacetate is an organic compound that serves as an essential intermediate in various chemical syntheses. It is characterized by its clear colorless to yellow liquid appearance after melting.

Uses

Used in Pharmaceutical Industry:
Methyl phenylsulfonylacetate is used as a key intermediate in the synthesis of (-)-hybridalactone, a marine eicosanoid isolated from the red alga Laurencia hybrida. Methyl phenylsulfonylacetate has potential applications in the development of new pharmaceuticals due to its unique chemical properties.
Used in Organic Chemistry:
Methyl phenylsulfonylacetate is utilized in dehydrative alkylation of alcohols under modified Mitsunobu conditions. This application highlights its importance in organic chemistry, where it aids in the formation of new carbon-carbon bonds and the synthesis of complex molecules.
Used in Synthesis of 2-(Hydroxymethyl)indene:
Methyl phenylsulfonylacetate is also employed in a three-step synthesis of 2-(hydroxymethyl)indene, further demonstrating its versatility as a synthetic intermediate in the creation of various organic compounds.

InChI:InChI=1/C9H10O4S/c1-13-9(10)7-14(11,12)8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 67-56-1 methanol 
• 3959-23-7 benzenesulfonylacetic acid 
• 14090-83-6 methyl 2-phenylsulfinylacetate 
• 17277-58-6 methyl (phenylsulfanyl)acetate 
• 3559-73-7 phenyl 2,2-dichlorovinyl sulfone 
• 124-41-4 sodium methylate 
• 86143-88-6 β,β-dibromovinyl phenyl sulfone 
• 95111-18-5 β,β-diiodovinyl phenyl sulfone 
• 109918-86-7 diiodovinyl phenyl sulfone 
• 873-55-2 sodium benzenesulfonate 
• 96-34-4 methyl chloroacetate 
• 96-32-2 bromoacetic acid methyl ester 
• 7605-28-9 2-(phenylsulfonyl)acetonitrile 
• 108-98-5 thiophenol 

Downstream Products

• 117972-14-2 methyl 2-allyl-2-(phenylsulfonyl)acetate 
• 67140-62-9 (E)-2-Benzenesulfonyl-deca-4,9-dienoic acid methyl ester 
• 57683-65-5 (2E,6E)-9-Benzenesulfonyl-3,7-dimethyl-9-(2-methyl-propenyl)-deca-2,6-dienedioic acid dimethyl ester 
• 57683-69-9 (2E,6E,10E)-13-Benzenesulfonyl-3,7,11-trimethyl-13-(2-methyl-propenyl)-tetradeca-2,6,10-trienedioic acid dimethyl ester 
• 70255-36-6 (E)-1'-acetoxy-2'-penten-5'-yl-3-benzenesulfonyl-3-carbomethoxy-propanoate 
• 86471-81-0 (E)-2-Benzenesulfonyl-6-hydroxy-6-phenyl-hex-4-enoic acid methyl ester 
• 86471-79-6 (E)-5,5-Bis-benzenesulfonyl-1-phenyl-pent-2-en-1-ol 
• 131001-83-7 Benzenesulfonyl-quinolin-2-yl-acetic acid methyl ester 
• 78081-27-3 ethyl 6-O-acetyl-2,3,4-trideoxy-2--α-D-hex-3-enopyranoside 
• 78081-22-8 ethyl 6-O-acetyl-2,3,4-trideoxy-4--α-D-hex-2-enopyranoside 
• 172877-13-3 methyl 5-hexenylsulfonylacetate 
• 110915-21-4 methyl 1-phenylsulfonyl-3-cyclopentene-1-carboxylate 
• 110210-33-8 phenyl sulfonyl-2 hexene-4 oate de methyle 
• 74866-34-5 2-Benzenesulfonyl-3-methyl-pent-4-enoic acid methyl ester 

Relevant articles and documents

NOVEL PHENYLSULFONYL OXAZOLE DERIVATIVE AND USE THEREOF

The present invention relates to a novel phenylsulfonyl oxazole derivative and a use thereof and specifically, to a compound represented by Chemical Formula 1 in the present specification or a pharmaceutically acceptable salt thereof, and to a use thereof for prevention, treatment, or improvement of neurodegenerative disease.

Synthesis, characterization and antioxidant activity of bis (arylsulfonylmethyl/arylaminosulfonylmethylazolyl) pyridines

A new class of bis(arylsulfonylmethylazolyl)pyridines and bis(arylaminosulfonylmethyl-azolyl)pyridines were synthesized from the synthetic intermediates methyl arylsulfonylacetic acid hydrazide and methyl arylaminosulfonylacetic acid hydrazide adopting a green methodology-ultrasonication. All the synthesized compounds were resulted in higher yield and in shorter reaction times. The spectral parameters such as IR, 1H NMR, 13C NMR, mass and microanalyzes were used to determine the structures of all the synthesized compounds and were assayed for antioxidant activity. The bis(arylaminosulfonylmethylazolyl)pyridines showed higher radical scavenging activity than the bis(arylsulfonylmethylazolyl)pyridines. Besides, unsubstituted, and methyl substituted compounds exhibited greater activity. Among all the tested compounds 8b and 11b were identified as potential antioxidants.

Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators

Negative allosteric modulators of metabotropic glutamate receptor 5 (mGlu5) showed efficacy in a number of animal models of different CNS diseases including anxiety and depression. Virtually all of the compounds which reached the clinic belong to the same chemotype having an acetylenic linker that connects (hetero)cyclic moieties. Searching for new chemotypes we identified a morpholino-sulfoquinoline derivative (1) by screening our corporate compound deck. The HTS hit showed reasonable affinity and selectivity towards mGlu5 receptors, however, its inferior metabolic stability prevented its testing in?vivo. In a chemical program we aimed to improve the affinity, physicochemical properties and metabolic stability exploring three regions of the hit. Systematic variation of different amines at position 4 (region I) led to the identification of 4-methyl-piperidinyl analogues. Substituents of the quinoline core (region II) and the phenylsulfonyl moiety (region III) were mapped by parallel synthesis. Evaluation of both morpholino- and 4-methyl-piperidinyl-sulfoquinoline libraries of about 270 derivatives revealed beneficial substituent combinations in regions II and III. Blood levels of optimized 4-methyl-piperidinyl-sulfoquinolines, however, were still insufficient for robust in?vivo efficacy. Finally, introducing 4-hydoxymethyl-piperidinyl substituent to region I resulted in new sulfoquinolines with greatly improved solubility and reasonable affinity coupled with affordable metabolic stability. The most promising analogues (24 and 25) showed high blood levels and demonstrated significant efficacy in the experimental model of anxiety.