310480-85-4

Basic information

• Product Name: N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE
• Synonyms: T-BUTYL 2-(4-BROMOPHENYLSULFONAMIDO)ETHYLCARBAMATE;N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE;tert-Butyl (2-(4-broMophenylsulfonaMido)ethyl)carbaMate
• CAS NO: 310480-85-4
• Molecular Formula: C₁₃H₁₉BrN₂O₄S
• Molecular Weight: 379.27
• Product Categories: blocks;Bromides;Sulfonamides
• Mol File: 310480-85-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.417 g/cm³
• Refractive Index: 1.547
• Storage Temp.: 2-8°C
• PKA: 10.59±0.50(Predicted)
• CAS DataBase Reference: N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE(310480-85-4)
• EPA Substance Registry System: N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE(310480-85-4)

Safety Data

• Hazardous Substances Data: 310480-85-4(Hazardous Substances Data)

Usage

General Description

N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE is a chemical compound that consists of a benzene ring attached to a sulfonamide group and a 4-bromo substituent. It also contains an aminoethyl group that is protected by a BOC (tert-butoxycarbonyl) group. N-(2-BOC-AMINOETHYL)-4-BROMOBENZENESULFONAMIDE has potential applications in medicinal chemistry and drug discovery due to its ability to act as a building block for the synthesis of various biologically active molecules. It can also be used as a reagent in organic synthesis to introduce specific functional groups into target molecules. The presence of the BOC protecting group allows for selective deprotection under mild conditions, making it a versatile precursor for the synthesis of diverse chemical entities.

InChI:InChI=1/C13H19BrN2O4S/c1-13(2,3)20-12(17)15-8-9-16-21(18,19)11-6-4-10(14)5-7-11/h4-7,16H,8-9H2,1-3H3,(H,15,17)

Upstream product

• 98-58-8 4-bromobenzenesulfonyl chloride 
• 57260-73-8 N-BOC-1,2-diaminoethane 

Downstream Products

• 1187448-98-1 1,1-dimethylethyl {2-[({4-[2-(1,1-dimethylethyl)-5-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl]phenyl}sulfonyl)amino]ethyl}carbamate 
• 1187449-25-7 1,1-dimethylethyl [2-({[4-(5-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)phenyl]sulfonyl}amino)ethyl]carbamate 
• 1014613-14-9 1,1-dimethylethyl [2-({[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}amino)ethyl]carbamate 

Relevant articles and documents

Antibacterial sulfonimidamide-based oligopeptides as type I signal peptidase inhibitors: Synthesis and biological evaluation

Oligopeptide boronates with a lipophilic tail are known to inhibit the type I signal peptidase in E. coli, which is a promising drug target for developing novel antibiotics. Antibacterial activity depends on these oligopeptides having a cationic modification to increase their permeation. Unfortunately, this modification is associated with cytotoxicity, motivating the need for novel approaches. The sulfonimidamide functionality has recently gained much interest in drug design and discovery, as a means of introducing chirality and an imine-handle, thus allowing for the incorporation of additional substituents. This in turn can tune the chemical and biological properties, which are here explored. We show that introducing the sulfonimidamide between the lipophilic tail and the peptide in a series of signal peptidase inhibitors resulted in antibacterial activity, while the sulfonamide isostere and previously known non-cationic analogs were inactive. Additionally, we show that replacing the sulfonamide with a sulfonimidamide resulted in decreased cytotoxicity, and similar results were seen by adding a cationic sidechain to the sulfonimidamide motif. This is the first report of incorporation of the sulfonimidamide functional group into bioactive peptides, more specifically into antibacterial oligopeptides, and evaluation of its biological effects.

BICYCLIC COMPOUNDS AND USE AS ANTIDIABETICS

The present invention relates to novel compounds that are useful in the treatment of metabolic disorders, particularly type II diabetes mellitus and related disorders, and also to the methods for the making and use of such compounds.

PYRROLO[2, 3-B]PYRIDIN-4-YL-BENZENESULFONAMIDE COMPOUNDS AS IKK2 INHIBITORS

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