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Assay
96%
refractive index
n20/D 1.593 (lit.)
bp
90-91 °C/0.5 mmHg (lit.)
mp
30-33 °C
density
1.773 g/mL at 25 °C (lit.)
SMILES string
ClS(=O)(=O)c1cccc(Br)c1
InChI
1S/C6H4BrClO2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H
InChI key
PJGOLCXVWIYXRQ-UHFFFAOYSA-N
Related Categories
General description
3-Bromobenzenesulfonyl chloride is an aryl sulfonyl chloride derivative. It participates in the synthesis of N-sulfonylanthranilic acid derivatives and potent P1′ benzenesulfonyl azacyclic urea human immunodeficiency virus (HIV) protease inhibitors.
Application
3-Bromobenzenesulfonyl chloride may be used in the preparation of:
- 2-(3-bromophenyl)-5-n-butylfuran
- 2-(3-bromophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran
- 3-bromo-4-(3-bromophenyl)thiophene
- 2,5-bis(3-bromophenyl)-1-methylpyrrole
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Pd?Catalysed Direct Arylation of Heteroaromatics Using (Poly) halobenzenesulfonyl Chlorides as Coupling Partners: One Step Access to (Poly) halo?Substituted Bi (hetero) aryls.
European Journal of Organic Chemistry, 2015(20), 4428-4436 (2015)
Bioorganic & medicinal chemistry letters, 14(15), 4075-4078 (2004-07-01)
A series of novel azacyclic urea HIV protease inhibitors bearing a benzenesulfonamide group at P1' were synthesized utilizing a parallel synthesis method. Structural studies of early analogs bound in the enzyme active site were used to design more potent inhibitors.
Journal of medicinal chemistry, 52(24), 7934-7937 (2009-12-18)
A novel class of compounds containing N-sulfonylanthranilic acid was found to specifically inhibit dengue viral polymerase. The structural requirements for inhibition and a preliminary structure-activity relationship are described. A UV cross-linking experiment was used to map the allosteric binding site
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