179251-57-1

Basic information

• Product Name: 2-broMo-4-(Methyloxy)benzenesulfonyl chloride
• Synonyms: 2-broMo-4-(Methyloxy)benzenesulfonyl chloride;2-bromo-5-methoxybenzenesulfonyl chloride
• CAS NO: 179251-57-1
• Molecular Formula: C₇H₆BrClO₃S
• Molecular Weight: 285.54274
• Mol File: 179251-57-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-broMo-4-(Methyloxy)benzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-broMo-4-(Methyloxy)benzenesulfonyl chloride(179251-57-1)
• EPA Substance Registry System: 2-broMo-4-(Methyloxy)benzenesulfonyl chloride(179251-57-1)

Safety Data

• Hazardous Substances Data: 179251-57-1(Hazardous Substances Data)

Usage

General Description

2-bromo-4-(Methyloxy)benzenesulfonyl chloride, also known as 4-(Methoxy)benzenesulfonyl chloride with a bromine substituent on the 2-position, is a chemical compound used in organic synthesis. It is a sulfonyl chloride compound, meaning it contains a sulfonyl group (RSO2Cl) that is highly reactive and can be used as a versatile building block for the synthesis of various organic compounds. This chemical is used in pharmaceutical research for the synthesis of potential drug candidates, as well as in agrochemical and material science research. It is important to handle this compound with caution, as sulfonyl chlorides are known to be corrosive and can cause irritation to the skin, eyes, and respiratory tract upon contact. Additionally, it should be stored and handled in a well-ventilated area and with appropriate personal protective equipment.

Upstream product

• 59557-92-5 2-bromo-5-methoxyaniline 
• 5344-78-5 4-bromo-3-nitroanizole 
• 334708-27-9 2-benzylsulfanyl-1-bromo-4-methoxy-benzene 
• 34256-01-4 3-methoxy-benzenesulfonic acid 

Downstream Products

• 179251-32-2 2-bromo-N-(3,4-dimethyl-isoxazol-5-yl)-5-methoxy-N-(2-methoxy-ethoxymethyl)-benzenesulfonamide 
• 1255707-89-1 2-bromo-N-tert-butyl-5-methoxy-benzenesulfonamide 
• 179251-31-1 2-Bromo-N-(3,4-dimethyl-5-isoxazolyl)-5-methoxybenzenesulfonamide 

Relevant articles and documents

Ammonium formate-based one-pot reductive Heck reactions for the construction of cyclic sulfonamides

A modified method is reported for the conversion of unsaturated sulfonamides into their cyclic saturated counterparts. This method utilises a single palladium catalyst for an intramolecular Heck reaction and subsequent transfer hydrogenation, which is ach

Biphenylsulfonamide endothelin antagonists: Structure-activity relationships of a series of mono- and disubstituted analogues and pharmacology of the orally active endothelin antagonist 2'-amino-N-(3,4- dimethyl-5-isoxazolyl)-4'-(2-methylpropyl)[1,1'-biphenyl]-2-sulfonamide (BMS- 187308)

Substitution at the ortho position of N-(3,4-dimethyl-5-isoxazolyl) benzenesulfonamide led to the identification of the biphenylsulfonamides as a novel series of endothelin-A (ETA) selective antagonists. Appropriate substitutions on the pendant phenyl ring led to improved binding as well as functional activity. A hydrophobic group such as isobutyl or isopropoxyl was found to be optimal at the 4'-position. Introduction of an amino group at the 2'-position also led to improved analogues. Combination of the optimal 4'- isobutyl substituent with the 2'-amino function afforded an analogue (20, BMS-187308) with improved ET(A) binding affinity and functional activity. Compound 20 also has good oral activity in inhibiting the pressor effect caused by an ET-1 infusion in rats. Doses of 10 and 30 μmol/kg iv 20 attenuated the pressor responses due to the administration of exogenous ET-1 to conscious monkeys, indicating that the compound inhibits the in vivo activity of endothelin-1 in nonhuman primates.