220798-42-5

Basic information

• Product Name: Benzenesulfonamide, 3-(hydroxymethyl)- (9CI)
• Synonyms: Benzenesulfonamide, 3-(hydroxymethyl)- (9CI);3-(hydroxymethyl)benzenesulfonamide
• CAS NO: 220798-42-5
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.21626
• Product Categories: SULFONAMIDE
• Mol File: 220798-42-5.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenesulfonamide, 3-(hydroxymethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 3-(hydroxymethyl)- (9CI)(220798-42-5)
• EPA Substance Registry System: Benzenesulfonamide, 3-(hydroxymethyl)- (9CI)(220798-42-5)

Safety Data

• Hazardous Substances Data: 220798-42-5(Hazardous Substances Data)

Upstream product

• 65-85-0 benzoic acid 
• 4025-64-3 3-Carboxybenzenesulfonyl chloride 
• 56593-99-8 3-sulfonamidobenzoyl chloride 
• 59777-67-2 methyl 3-(aminosulfonyl)benzoate 
• 636-76-0 3-sulfamoylbenzoic acid 

Downstream Products

• 1421506-58-2 (E)-3-(6-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-N-methyl-benzene-sulphonamide 
• 1421506-38-8 (E/Z )-3-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)benzenesulfonamide 
• 1421506-02-6 (E)-3-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-benzene-sulfonamide 
• 620600-39-7 3-(hydroxymethyl)-N-isopropylbenzenesulfonamide 
• 503068-53-9 3-(hydroxymethyl)-N,N-bis({[2-(trimethylsilyl)ethyl]oxy}methyl)benzenesulfonamide 
• 220798-52-7 3-(bromomethyl)benzenesulfonamide 
• 1778-37-6 3-formylbenzenesulfonamide 

Relevant articles and documents

INHIBITORS OF α-AMINO-β-CARBOXYMUCONIC ACID SEMIALDEHYDE DECARBOXYLASE

The present disclosure discloses compounds capable of modulating the activity of α-amino-β-carboxymuconic acid semialdehyde decarboxylase (ACMSD), which are useful for the prevention and/or the treatment of diseases and disorders associated with defects in NAD+ biosynthesis, e.g., metabolic disorders, neurodegenerative diseases, chronic inflammatory diseases, kidney diseases, and diseases associated with ageing. The present application also discloses pharmaceutical compositions comprising said compounds and the use of such compounds as a medicament.

N'-Alkylaminosulfonyl Analogues of 6-Fluorobenzylideneindolinones with Desirable Physicochemical Profiles and Potent Growth Inhibitory Activities on Hepatocellular Carcinoma

The benzylideneindolinone 6-chloro-3-(3′-trifluoromethylbenzylidene)-1,3-dihydroindol-2-one (4) was reported to exhibit potent and selective growth inhibitory effects on hepatocellular carcinoma (HCC). Corroborative evidence supported multi-receptor tyrosine kinase (RTK) inhibition as a possible mode of action. However, the poor physicochemical properties of 4 limited its furtherance as a lead compound. In this study, the modification of 4 was investigated with the aim of improving its potency and physicochemical profile. The 6-fluorobenzylideneindolinone 3-12 bearing a 3′-N-propylaminosulfonyl substituent was found to be a promising substitute. Compound 3-12 [6-fluoro-3-(3′-N-propylaminosulfonylbenzylidene)-1,3-dihydroindol-2-one] was found to be tenfold more soluble than 4 and to have sub-micromolar growth inhibitory activities on HCC cells. It is apoptogenic and inhibits the phosphorylation of several RTKs in HuH7, of which the inhibition of FGFR4 and HER3 are prominent. Compound 3-12 decreased the tumor load in a physiologically relevant orthotopic HCC xenograft murine model. Structure-activity relationships support pivotal roles for the fluoro and N′-propylaminosulfonyl moieties in enhancing cell-based activity and moderating the physicochemical profile (solubility, permeability) of 3-12.

BENZYLIDENE-INDOLINONE COMPOUNDS AND THEIR MEDICAL USE

Compounds of general formula I: wherein R1a, R1b, R2, R3a, R3b and X are as defined herein are tyrosine kinase inhibitors and are useful for the treatment of various diseases and conditions, for examp