5332-70-7

Basic information

• Product Name: N-[4-(AMINOSULFONYL)PHENYL]-2-BROMOACETAMIDE
• Synonyms: N-[4-(AMINOSULFONYL)PHENYL]-2-BROMOACETAMIDE
• CAS NO: 5332-70-7
• Molecular Formula: C₈H₉BrN₂O₃S
• Molecular Weight: 293.14
• Mol File: 5332-70-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.78g/cm³
• Refractive Index: 1.648
• CAS DataBase Reference: N-[4-(AMINOSULFONYL)PHENYL]-2-BROMOACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-[4-(AMINOSULFONYL)PHENYL]-2-BROMOACETAMIDE(5332-70-7)
• EPA Substance Registry System: N-[4-(AMINOSULFONYL)PHENYL]-2-BROMOACETAMIDE(5332-70-7)

Safety Data

• Hazardous Substances Data: 5332-70-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H9BrN2O3S/c9-5-8(12)11-6-1-3-7(4-2-6)15(10,13)14/h1-4H,5H2,(H,11,12)(H2,10,13,14)

Upstream product

• 22118-09-8 2-bromoacetyl chloride 
• 63-74-1 sulfanilamide 
• 598-21-0 2-Bromoacetyl bromide 

Relevant articles and documents

Use of azidonaphthalimide carboxylic acids as fluorescent templates with a built-in photoreactive group and a flexible linker simplifies protein labeling studies: Applications in selective tagging of HCAII and penicillin binding proteins

This work describes the synthesis of azidonaphthalimide carboxylic acids which act as fluorescent templates with a built-in photoreactive group and a linker thus simplifying the design of protein labeling agents. These were separately connected to selecti

Identification of N-phenyl-2-(phenylsulfonyl)acetamides/propanamides as new SLC-0111 analogues: Synthesis and evaluation of the carbonic anhydrase inhibitory activities

As a front-runner selective CA IX inhibitor currently in Phase Ib/II clinical trials, SLC-0111 has been herein exploited as a lead molecule for development of new different sets of N-phenyl-2-(phenylsulfonyl)acetamides/propanamides incorporating different functionalities; primary sulfonamide (5a-f), free carboxylic (8a, 8d), ethyl ester (8b, 8e), acetyl (8c, 8f) and nitro (10a, 10b), as potential carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. All the prepared analogues have been examined for their CA inhibitory activities towards four human (h) isoenzymes, hCA I, II, IX and XII. Interestingly, replacement of SLC-0111 ureido linker with the flexible sulfonyl acetamide linker, as well as linker branching and elongation strategies successfully enhanced the inhibitory action toward hCA IX isoform, such as in sulfones 5a-d and 5f which displayed better activity than SLC-0111. Furthermore, sulfonamide-based sulfone (5f) and carboxylic acid-based sulfones (8a and 8d) demonstrated interesting selectivity toward the tumor-related hCA IX isoform over both hCA I and hCA II, which suggests them as promising candidates for further development as potential anticancer candidates. Thereafter, the anti-proliferative action for sulfones 5f, 8a and 8d was examined against breast (MCF-7) and colon (HCT-116) cancer cell lines. Also, sulfone 5f was further assessed for its impact on the cell cycle progression and apoptosis in HCT-116 cells.

ARYL SULFONAMIDE COMPOUNDS AS CARBONIC ANHYDRASE INHIBITORS AND THEIR THERAPEUTIC USE

Disclosed herein are compounds having the following structure useful as inhibitors of carbonic anhydrase IX (CAIX) and XII, and particularly useful for reducing or eliminating metastases see Formula (I).