197965-89-2

Basic information

• Product Name: 2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID
• Synonyms: TIMTEC-BB SBB012264;2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID;2-([(4-METHOXYPHENYL)SULFONYL]AMINO)-3-METHYLBUTANOIC ACID;AKOS BC-3176
• CAS NO: 197965-89-2
• Molecular Formula: C₁₂H₁₇NO₅S
• Molecular Weight: 287.33
• Mol File: 197965-89-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID(197965-89-2)
• EPA Substance Registry System: 2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID(197965-89-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 197965-89-2(Hazardous Substances Data)

Usage

General Description

The chemical 2-(4-Methoxy-BenzeneSulfonylAmino)-3-Methyl-Butyric Acid is an organic compound that has a molecular formula of C13H17NO5S. It is a derivative of butyric acid and contains a sulfonamide group. 2-(4-METHOXY-BENZENESULFONYLAMINO)-3-METHYL-BUTYRIC ACID is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It may also have potential applications in the field of medicinal chemistry due to its pharmacological properties. Additionally, it has been studied for its antimicrobial and anti-inflammatory effects. This chemical is a white to off-white solid and is soluble in organic solvents such as ethanol and DMSO.

Upstream product

• 516-06-3 D,L-valine 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 

Downstream Products

• 108545-54-6 1-methoxy-4-((4-methylbenzyl)sulfonyl)benzene 
• 197965-91-6 2-[Benzyl-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid tert-butyl ester 
• 197965-92-7 2-[Benzyl-(4-methoxy-benzenesulfonyl)-amino]-3-methyl-butyric acid 
• 197965-90-5 2(R)-(4-methoxybenzenesulfonylamino)-3-methylbutyric acid tert-butyl ester 

Relevant articles and documents

Silver-Catalyzed C(sp3)-H Sulfonylation for the Synthesis of Benzyl Sulfones Using Toluene Derivatives and α-Amino Acid Sulfonamides

We describe a simple and practical protocol for the synthesis of benzyl sulfones using readily available toluene derivatives and α-amino acid sulfonamides. The reaction proceeds to afford a broad range of benzyl sulfones in moderate to high yields under silver catalysis. The mechanism possibly involves a Minisci-type formation of α-aminoalkyl radical, homolytic cleavage of a N-S bond to generate a sulfonyl radical, and coupling of sulfonyl radical with a benzyl radical formed via hydrogen abstraction by sulfate anion radical. The practicality of the present reaction is demonstrated by a gram-scale synthesis and one-step synthesis of anticancer-active compound. The mechanism studies are conducted using radical scavengers and deuterated toluene.

PROCESS FOR MAKING N-SULFONATED-AMINO ACID DERIVATIVES

This invention relates to a process for preparing optically active α -amino acid substrates which are used to make potent lethal factor (LF) inhibitors for the treatment of anthrax. This invention further relates to a process for synthesis of potent LF-inhibitors for the treatment of anthrax. Specifically, the invention concerns a novel, high-yielding and highly enantioselective asymmetric hydrogenation reaction of a tetrasubstituted ene-sulfonamide acid or ester.

Discovery of CGS 27023A, a non, peptidic, potent, and orally active stromelysin inhibitor that blocks cartilage degradation in rabbits

Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.