28547-13-9

Basic information

• Product Name: 3-(METHANESULFONYLAMINO)BENZOIC ACID
• Synonyms: M-(METHANESULFONAMIDO)BENZOIC ACID;3-(METHANESULFONYLAMINO)BENZOIC ACID;3-(METHANESULPHONYLAMINO)BENZOIC ACID;3-(Methylsulphonylamino)benzoic acid;3-(Methylsulfonamido)benzoic Acid;3-(Methanesulfonylamino)benzoic acid, min. 95 %;3-(Methanesulfonylamino)benzoic acid ,95%;m-(Methanesulfonamide)benzoic Acid
• CAS NO: 28547-13-9
• Molecular Formula: C₈H₉NO₄S
• Molecular Weight: 215.23
• Product Categories: Acids and Derivatives
• Mol File: 28547-13-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 414.2 °C at 760 mmHg
• Flash Point: 204.3 °C
• Appearance: /
• Density: 1.51 g/cm³
• Vapor Pressure: 1.33E-07mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.00±0.10(Predicted)
• CAS DataBase Reference: 3-(METHANESULFONYLAMINO)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(METHANESULFONYLAMINO)BENZOIC ACID(28547-13-9)
• EPA Substance Registry System: 3-(METHANESULFONYLAMINO)BENZOIC ACID(28547-13-9)

Safety Data

• Hazard Codes: C,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 28547-13-9(Hazardous Substances Data)

Usage

General Description

3-(Methanesulfonylamino)benzoic acid is a compound that is used in the field of organic chemistry. It is a derivative of benzoic acid, containing a sulfonamide group. This chemical is commonly utilized as a reagent in the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential anti-inflammatory and anti-cancer properties. Additionally, it has been investigated for its use in the development of new materials and as a building block in the creation of new chemical compounds. Overall, 3-(methanesulfonylamino)benzoic acid has a wide range of applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C8H9NO4S/c1-14(12,13)9-7-4-2-3-6(5-7)8(10)11/h2-5,9H,1H3,(H,10,11)/p-1

Upstream product

• 4518-10-9 Methyl 3-aminobenzoate 
• 124-63-0 methanesulfonyl chloride 
• 99-05-8 meta-aminobenzoic acid 
• 32087-05-1 3-methanesulfonylaminobenzoic acid methyl ester 
• 582-33-2 3-aminobenzoic acid ethyl ester 
• 93884-11-8 ethyl 3-(methylsulfonamido)benzoate 

Downstream Products

• 1429226-59-4 C₁₇H₁₇N₃O₅S₂ 
• 1357294-91-7 N-[3-(6,7-dimethoxy-3-n-butyl-4-oxo-3,4-dihydroquinazolin-2-yl)phenyl]methanesulfonamide 
• 1357294-66-6 4,5-dimethoxy-N-n-butyl-2-{[3-((methylsulfonyl)amino)phenyl]carboxamido}benzamide 
• 779345-03-8 N-{3-Cyano-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazin-6-yl}-3-methanesulfonylamino-benzamide 
• 119085-49-3 N-[2-Acetyl-4-(3,4-dimethoxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-methanesulfonamide 
• 119085-46-0 N-[2-(3,4-Dimethoxy-phenyl)-2-hydroxy-ethyl]-3-methanesulfonylamino-benzamide 
• 119085-48-2 N-[4-(3,4-Dimethoxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-methanesulfonamide 
• 119085-50-6 N-[2-Acetyl-4-(3,4-dihydroxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-methanesulfonamide 
• 119085-47-1 N-(3-{[2-(3,4-Dimethoxy-phenyl)-2-hydroxy-ethylamino]-methyl}-phenyl)-methanesulfonamide 
• 184896-92-2 3-methanesulfonylamino-benzoyl chloride 

Relevant articles and documents

Demonstrating Ligandability of the LC3A and LC3B Adapter Interface

Autophagy is the common name for a number of lysosome-based degradation pathways of cytosolic cargos. The key components of autophagy are members of Atg8 family proteins involved in almost all steps of the process, from autophagosome formation to their selective fusion with lysosomes. In this study, we show that the homologous members of the human Atg8 family proteins, LC3A and LC3B, are druggable by a small molecule inhibitor novobiocin. Structure-activity relationship (SAR) studies of the 4-hydroxy coumarin core scaffold were performed, supported by a crystal structure of the LC3A dihydronovobiocin complex. The study reports the first nonpeptide inhibitors for these protein interaction targets and will lay the foundation for the development of more potent chemical probes for the Atg8 protein family which may also find applications for the development of autophagy-mediated degraders (AUTACs).

Design, synthesis, and pharmacological evaluation of highly potent and selective dipeptidyl peptidase-4 inhibitors

The optimization of a series of fused β-homophenylalanine inhibitors of dipeptidyl peptidase-4 (DPP-4) is described. Modification on the P2-binding moiety of 6 (IC50 = 10 nM) led to the discovery of β-homophenylalanine derivatives containing pyrrolidin-2-ylmethyl amides. The introduction of a sulfamine in the meta position of the phenyl ring improved the potency against DPP-4 (6-12-fold increase). Compound 14k showed DPP-4 inhibitory activity with an IC50 value of 0.87 nM. Meanwhile, in vivo experiments exhibited that 14h had an efficiency comparable to sitagliptin at the dose of 10 mg/kg.

4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline derivatives. II. Their renal vasodilation activity and structure-activity relationship

A series of 4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline derivatives showed potent DA1 agonistic activities. We investigated the structure-activity relationship of the racemic compounds of this series. 4- (3,4-Dihydroxyphenyl)-7-metha