625470-36-2

Basic information

• Product Name: N-BENZYL 3-BROMOBENZENESULFONAMIDE
• Synonyms: N-BENZYL 3-BROMOBENZENESULFONAMIDE;N-BENZYL-3-BROMOBENZENESULPHONAMIDE;N-Benzyl-3-bromobenzenesulphonamide 96%;N-Benzyl-3-bromobenzenesulphonamide96%
• CAS NO: 625470-36-2
• Molecular Formula: C₁₃H₁₂BrNO₂S
• Molecular Weight: 326.21
• Product Categories: blocks;Bromides;Sulfonamides
• Mol File: 625470-36-2.mol

Chemical Properties

• Melting Point: 78-82
• Boiling Point: 457.9 °C at 760 mmHg
• Flash Point: 230.7 °C
• Appearance: /
• Density: 1.503 g/cm³
• Vapor Pressure: 1.44E-08mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: Keep Cold
• PKA: 10.45±0.30(Predicted)
• CAS DataBase Reference: N-BENZYL 3-BROMOBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL 3-BROMOBENZENESULFONAMIDE(625470-36-2)
• EPA Substance Registry System: N-BENZYL 3-BROMOBENZENESULFONAMIDE(625470-36-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 625470-36-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
N-BENZYL 3-BROMOBENZENESULFONAMIDE is used as a building block in organic synthesis for its unique chemical properties that facilitate various chemical reactions.
Used in Pharmaceutical Production:
N-BENZYL 3-BROMOBENZENESULFONAMIDE is utilized as an intermediate in the production of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
N-BENZYL 3-BROMOBENZENESULFONAMIDE is also used as an intermediate in the production of agrochemicals, playing a role in the creation of pesticides and other agricultural chemicals.
Used in Medicinal Chemistry Research:
Due to its potential biological activity, N-BENZYL 3-BROMOBENZENESULFONAMIDE is used in medicinal chemistry research to explore its possible applications in the development of new medicines and treatments.

InChI:InChI=1/C13H12BrNO2S/c14-12-7-4-8-13(9-12)18(16,17)15-10-11-5-2-1-3-6-11/h1-9,15H,10H2

Upstream product

• 22033-09-6 3-bromobenzene-1-sulfonic acid 
• 100-46-9 benzylamine 
• 2905-24-0 3-Bromobenzenesulfonyl chloride 

Downstream Products

• 1166183-04-5 tert-butylbenzyl[(3-bromophenyl)sulfonyl]carbamate 

Relevant articles and documents

3-cyclopropyl benzenesulfonyl benzylamine and synthesis method thereof

The invention relates to a 3-cyclopropyl benzenesulfonyl benzylamine and a synthesis method therepf, the preparation method comprises the following steps: dissolving 3-bromobenzenesulfonic acid and benzylamine in pyridine, then adding a condensing agent EDC-HCl, and carrying out a reaction for 2 to 3 h at a temperature of 50 to 80 DEG C so as to obtain 3-bromo-N-benzylbenzenesulfonamide; dissolving 3-bromo-N-benzylbenzenesulfonamide into a dioxane solution; adding cyclopropylboronic acid, sodium carbonate, water and Pd(dppf) Cl2, reacting a mixed system in a nitrogen atmosphere at 110 DEG C for 8-10 hours, and carrying out post-treatment to obtain the 3-cyclopropylbenzenesulfonyl benzylamine. The preparation method has the advantages of relatively mild conditions, easy treatment and purification of the product, and suitability for batch preparation.

Methylprenyl and prenyl protection for sulfonamides

2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

Methylprenyl and prenyl protection for sulfonamides

2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.

CARBOXYLIC DERIVATIVES FOR USE IN THE TREATMENT OF CANCER

The invention provides novel compounds of formula (I), wherein: R1 is a radical derived from one of the known ring systems; R2 is a phenyl radical optionally substituted; Xn represents a birradical selected from the group consisting of: -(CH2)1-4-, (C2-C4)-alkenyl, (C2-C4)alkynyl, -S-(CH2)1-3-#, and -(CH2)1-3-O-#; wherein the symbol # indicates the position at which Xn is attached to R1; Yn is a birradical selected from the group consisting of: -(CH2)2-4-, -S-(CH2)1-3#, and -O-(CH2)1-3-#,; where in the symbol # indicates the position at which Yn is attached to R2; and R3 is a radical selected from the group consisting of: -OR4. The compounds of formula (I) are useful in the treatment of cancer