88981-65-1

Basic information

• Product Name: (R)-[(4-Methylphenyl)sulfinyl]acetic acid
• Synonyms: (R)-[(4-Methylphenyl)sulfinyl]acetic acid;(R)-(+)-p-Tolylsulfinylacetic Acid
• CAS NO: 88981-65-1
• Molecular Formula: C₉H₁₀O₃S
• Molecular Weight: 198.2389
• Mol File: 88981-65-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 323.495°C at 760 mmHg
• Flash Point: 149.445°C
• Appearance: /
• Density: 1.37
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: (R)-[(4-Methylphenyl)sulfinyl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-[(4-Methylphenyl)sulfinyl]acetic acid(88981-65-1)
• EPA Substance Registry System: (R)-[(4-Methylphenyl)sulfinyl]acetic acid(88981-65-1)

Safety Data

• Hazardous Substances Data: 88981-65-1(Hazardous Substances Data)

Usage

Description

(R)-[(4-Methylphenyl)sulfinyl]acetic acid, commonly known as esomeprazole, is a proton pump inhibitor (PPI) medication used to treat various conditions related to excessive stomach acid production. It functions by inhibiting the action of proton pumps in the stomach, thereby reducing the amount of acid produced. This helps alleviate symptoms such as heartburn, acid reflux, and stomach pain. Esomeprazole is available in both prescription and over-the-counter forms and is generally well-tolerated, with potential side effects including headache, diarrhea, and nausea.

Uses

Used in Pharmaceutical Industry:
Esomeprazole is used as a medication for treating gastroesophageal reflux disease (GERD), gastric ulcers, and other conditions involving excessive stomach acid production. It works by blocking the action of proton pumps in the stomach, reducing the amount of acid and alleviating symptoms like heartburn, acid reflux, and stomach pain.
Used in Over-the-Counter Medicine:
Esomeprazole is also available in over-the-counter form, providing a convenient option for individuals seeking relief from heartburn and acid-related discomfort without a prescription.
Used in Prescription Medicine:
For more severe or chronic cases of GERD, gastric ulcers, and other acid-related conditions, esomeprazole is available as a prescription medication, allowing for a more controlled and tailored treatment regimen under the guidance of a healthcare professional.

InChI:InChI=1/C9H10O3S/c1-7-3-5-9(6-4-7)13(11)12-8(2)10/h3-6H,1-2H3/t13-/m1/s1

Upstream product

• 124-38-9 carbon dioxide 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 72298-24-9 (R)-(+)-ethyl-α-(para-tolylsulfinyl) acetate 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 
• 66344-14-7 α-cyanomethyl p-tolyl sulphoxide 

Downstream Products

• 88981-66-2 (+)-1-<(p-tolyl-(R)-sulfinyl)acetyl>-cis-2,3,4,4a(S),5(S),6,7,11c(R)-octahydro-5α(R)-chloro-7-<(p-methoxyphenyl)sulfonyl>-1H-pyrido<3,2-c>carbazole 
• 88981-66-2 (+)-1-<(p-tolyl-(R)-sulfinyl)acetyl>-cis-2,3,4,4a(R),5(R),6,7,11c(S)-octahydro-5α(R)-chloro-7-<(p-methoxyphenyl)sulfonyl>-1H-pyrido<3,2-c>carbazole 
• 908858-07-1 (R_S)-N-benzyl-p-tolylsulfinylacetamide 
• 95777-15-4 N,N-Diisopropyl-2-((R)-toluene-4-sulfinyl)-acetamide 
• 152884-72-5 7β,8-bis(methoxycarbonyl)-4-oxo-5β-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole 
• 152884-73-6 7β,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole 
• 152884-70-3 7α,8-bis(methoxycarbonyl)-4-oxo-5β-<(4-methylphenyl)sulfinyl>-1,4,5,6α,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole 
• 152884-71-4 7α,8-bis(methoxycarbonyl)-4-oxo-5α-<(4-methylphenyl)sulfinyl>-1,4,5,6β,7,8-hexahydro-2H-3,6-ethanoazonino<5,4-b>indole 
• 88981-69-5 (+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-(prop-2-en-1-yl)-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one 
• 88981-67-3 (10bS,11S,12bS)-6-(4-Methoxy-benzenesulfonyl)-11-p-tolylsulfanyl-2,3,6,12b-tetrahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-12-one 
• 88995-76-0 (+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-methyl-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one 
• 88981-67-3 (-)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11β-(p-tolylthio)-20,21-dinoraspidospermidin-10-one 
• 88981-67-3 (+)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-(p-tolylthio)-20,21-dinoraspidospermidin-10-one 
• 89016-48-8 (-)-2,3,4,5-tetradehydro-1-<(p-methoxyphenyl)sulfonyl>-11α-(p-tolylthio)-20,21-dinoraspidospermidin-10-one 

Relevant articles and documents

Palladium-catalyzed intramolecular allylic alkylation of α-sulfinyl carbanions: a new asymmetric route to enantiopure γ-lactams

Asymmetric intramolecular palladium-catalyzed allylic alkylation allowing access to disubstituted sulfinyl γ-lactams is described. The use of unsaturated amides bearing a sulfinyl group of defined absolute configuration together with enantiopure BINAP as

Highly stereoselective asymmetric pummerer reactions that incorporate intermolecular and intramolecular nonbonded S...O interactions

New chiral sulfoxides (RS,S)-3, (SS,S)-3, (R S,S)-4, and (SS,S)-4 and known chiral sulfoxides (R S)-5, (RS)-6, and (RS)-7 were synthesized, and the stereochemistry of the new sulfoxides (RS,S)-3 and (R S,S)-4 was determined by X-ray crystallographic analysis. In their crystallographic structures, the intramolecular nonbonded S...O close contacts were recognized. Analyses of several sulfoxide complexes including rac-11 with N,N-dimethylacetamide (DMAC) or N-methyl-2-pyrrolidone (NMP) in a MeOH solution utilizing cold-spray ionization mass spectrometry provided, for the first time, direct information for intermolecular nonbonded S...O interactions between sulfoxides and amide (or lactam) in a solution. Highly diastereoselective and enantioselective Pummerer reactions based on the concept of intermolecular and intramolecular nonbonded S...O interactions were performed by treatment of several chiral sulfoxides (RS, S)-3, (SS, S)-3, (RS, S)-4, (SS, S)-4, (R S)-5, (RS)-6, and (RS)-7 with acetic anhydride and trimethylsilyl triflate (TMSOTf) in DMAC, NMP, N,N-dimethylformamide, and N-formylpiperidine. Mechanistic studies on these facile stereoselective Pummerer reactions revealed the necessity for the amide/TMSOTf complex, such as 26 or 27, to be an efficient activation reagent for Ac2O and a trapping reagent for the released acetate ion, and that DMAC and NMP had a positive effect on this highly stereoselective chiral transfer reaction.