845616-82-2

Basic information

• Product Name: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid
• Synonyms: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid;(S)-5-(methylsulfonyl)-2-((1,1,1-trifluoropropan-2-yl)oxy)benzoic acid
• CAS NO: 845616-82-2
• Molecular Formula: C₁₁H₁₁F₃O₅S
• Molecular Weight: 312.2622496
• Mol File: 845616-82-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid(845616-82-2)
• EPA Substance Registry System: (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid(845616-82-2)

Safety Data

• Hazardous Substances Data: 845616-82-2(Hazardous Substances Data)

Usage

General Description

The chemical (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid is a compound with a complex structure containing a benzene ring, a sulfonyl group, and a trifluoroethoxy group. It is a chiral molecule, meaning it has a non-superimposable mirror image. (S)-2-(1-Methyl-2,2,2-trifluoroethoxy)-5-Methylsulfonylbenzoic acid is used in the pharmaceutical industry as a potential drug candidate due to its structural features that make it suitable for binding to specific biological targets. Its potential applications include the treatment of various medical conditions, and it is under research and development for its therapeutic properties. Additionally, it is also used as a reagent in laboratory experiments and chemical synthesis.

Upstream product

• 845617-20-1 5-Methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid methyl ester 
• 247569-56-8 2-fluoro-5-(methylsulfonyl)benzoic acid 
• 374-01-6 (S)-1,1,1-trifluoro-2-propanol 
• 865663-98-5 2-fluoro-5-methanesulfonylbenzoic acid methyl ester 
• 445-29-4 o-fluoro-benzoic acid 
• 37098-75-2 2-fluoro-5-chlorosulfonylbenzoic acid 

Downstream Products

• 1258507-84-4 C₁₉H₁₇ClF₃NO₄S 
• 1258507-85-5 C₁₉H₁₈F₃NO₄S 
• 905269-98-9 C₂₀H₂₀F₃NO₅S 
• 845614-11-1 Bitopertin 

Relevant articles and documents

Design and Synthesis of Novel and Selective Glycine Transporter-1 (GlyT1) Inhibitors with Memory Enhancing Properties

We report here the identification and optimization of a novel series of potent GlyT1 inhibitors. A ligand design campaign that utilized known GlyT1 inhibitors as starting points led to the identification of a novel series of pyrrolo[3,4-c]pyrazoles amides

Selective GlyT1 inhibitors: Discovery of [4-(3-fluoro-5- trifluoromethylpyridin-2-yl)piperazin-1-yl][5-methanesulfonyl-2-((S)-2,2, 2-trifluoro-1-methylethoxy)phenyl]methanone (RG1678), a promising novel medicine to treat schizophrenia

The GlyT1 transporter has emerged as a key novel target for the treatment of schizophrenia. Herein, we report on the optimization of the 2-alkoxy-5-methylsulfonebenzoylpiperazine class of GlyT1 inhibitors to improve hERG channel selectivity and brain penetration. This effort culminated in the discovery of compound 10a (RG1678), the first potent and selective GlyT1 inhibitor to have a beneficial effect in schizophrenic patients in a phase II clinical trial.

SYNTHESIS OF GLYT-1 INHIBITORS

The present invention relates to a process for preparation of a compound of formula I wherein Het, R1, R2, R3, and n are as defined herein and pharmaceutically acceptable acid addition salts thereof, which comprises reacting a compound of formula 21 with a compound of formula 8 to obtain a compound of formula 11 and coupling the compound of formula 11 in the presence of a coupling reagent or the corresponding acid halogenide with a compound of formula 15 to obtain a compound of formula I.