33554-73-3

Basic information

• Product Name: 1-BROMO-4-ISOCYANOBENZENE
• Synonyms: 4-BROMOPHENYLISOCYANIDE;4-BROMPHENYLISOCYANIDE;1-BROMO-4-ISOCYANOBENZENE;BIO-FARMA BF000616;HANSA ISN-0517;Benzene, 1-bromo-4-isocyano- (9CI)
• CAS NO: 33554-73-3
• Molecular Formula: C₇H₄BrN
• Molecular Weight: 182.02
• Product Categories: ISONITRITE
• Mol File: 33554-73-3.mol
• Article Data: 25

Chemical Properties

• Melting Point: 98 °C(Solv: hexane (110-54-3))
• Appearance: /
• CAS DataBase Reference: 1-BROMO-4-ISOCYANOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-4-ISOCYANOBENZENE(33554-73-3)
• EPA Substance Registry System: 1-BROMO-4-ISOCYANOBENZENE(33554-73-3)

Safety Data

• Hazardous Substances Data: 33554-73-3(Hazardous Substances Data)

Usage

Uses

4-bromophenyl isocyanide is used in preparation of 4-Tetrazolyl substituted-Benzo[d][1,3]oxazine derivatives by Passerini multi-component reaction.

InChI:InChI=1/C7H4BrN/c1-9-7-4-2-6(8)3-5-7/h2-5H

Upstream product

• 106-40-1 4-bromo-aniline 
• 2617-78-9 N-(4-bromophenyl)formamide 
• 2666-65-1 N-dichloromethylene-4-bromoaniline 

Downstream Products

• 2617-78-9 N-(4-bromophenyl)formamide 
• 1298127-74-8 [Re(4-bromophenyl isocyanide)5I] 
• 1376615-62-1 C₂₁H₁₆BrFN₂O₄ 
• 1414349-71-5 N-(4-bromophenyl)-N-formyl-2-(thiophen-2-yl)acetamide 
• 1414349-57-7 N-(4-bromophenyl)-2-(4-chlorophenyl)-N-formylacetamide 
• 1599466-15-5 N-(4-bromophenyl)-2,4-diphenyloxazol-5-amine 
• 1174062-74-8 N-(4-bromophenyl)-2-phenylpropionamide 
• 15753-64-7 <2-(4-Brom-anilino)-vinyl>-phenyl-keton 

Relevant articles and documents

Design, synthesis and anticancer evaluation of 3-methyl-1H-indazole derivatives as novel selective bromodomain-containing protein 4 inhibitors

Bromodomain-containing Protein 4 (BRD4), an ‘epigenetic reader’, regulates chromatin structure and gene expression via recognizing and binding acetylated lysine in histones. BRD4 has become a therapeutic target for cancers because it promotes the expression of the tumor genes, such as c-Myc, NF-κB, and Bcl-2. In this study, a new series of 3-methyl-1H-indazole derivatives were designed via virtual screening and structure-based optimization. All compounds were synthesized and evaluated for their inhibitory activities to BRD4-BD1 and their antiproliferative effects in cancer cell lines. Among them, several compounds (such as 9d, 9u and 9w) exhibited strong BRD4-BD1 affinities and inhibition activities, and potently suppressed MV4;11 cancer cell line proliferation. Among them, compound 9d showed excellent selectivity for BRD4 and effectively suppressed c-Myc, the downstream protein of BRD4. This study provided new lead compounds for further biological evaluation on BRD4.

CuSO4-Catalyzed Tandem C(sp3)-H Insertion Cyclization of Toluenes with Isonitriles to Form Indoles

A CuSO4-catalyzed tandem benzylic C-H insertion cyclization of toluene derivatives and isonitriles is described. The naturally abundant salt CuSO4 serves as a low-cost ligand-free redox catalyst. This reaction provides a practical mo

Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: Synthesis of cyclopenta[: B] quinoxalines

A visible-light-induced radical cascade cyclization of aryl isonitriles and cyclobutanone oxime esters for the synthesis of cyclopenta[b]quinoxalines has been accomplished for the first time. The key to the success of this process was the integration of the in situ-formed nitrile radical followed by the cascade radical isonitrile/nitrile insertion-cyclization. The easy introduction of substituents for both substrates and the high functional group tolerance of the reaction make it an efficient strategy to give various quinoxaline derivatives in moderate to good yields.