931-54-4

Basic information

• Product Name: ISOCYANOBENZENE
• Synonyms: PHENYLISOCYANIDE;Phenyl isonitrile;Phenyl carbylamine;ISOCYANOBENZENE;1-ISOCYANOBENZENE;Benzoisonitrile;Benzene, isocyano-
• CAS NO: 931-54-4
• Molecular Formula: C7H5N
• Molecular Weight: 103.12
• EINECS: 213-239-2
• Mol File: 931-54-4.mol
• Article Data: 72

Chemical Properties

• Boiling Point: 183.35°C (rough estimate)
• Appearance: /
• Density: 1.0248 (rough estimate)
• Refractive Index: 1.6760 (estimate)
• CAS DataBase Reference: ISOCYANOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOCYANOBENZENE(931-54-4)
• EPA Substance Registry System: ISOCYANOBENZENE(931-54-4)

Safety Data

• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: UN 1672 6.1/ PGI
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 931-54-4(Hazardous Substances Data)

Usage

Preparation

To a flask containing 7.9 gm (0.33 mole) of sodium hydride in 100 ml of tetrahydrofuran is slowly added a mixture of 9.3 gm (0.1 mole) of aniline and 25.3 gm (0.10 mole) of bromoform. After the addition, the reaction is stirred for 1-2 hr at room temperature, and water is added (100 ml) dropwise. Ether (200 ml) is added and the ether layer washed four times with 50-ml portions of water, three times with 20-ml portions of dilute hydrochloric acid, and then with water. The resulting ether layer is dried over sodium sulfate, concentrated, and the residue distilled to afford 4.7 gm (45%), b.p. 52-53°C (13 mm Hg).

InChI:InChI=1/C7H5N/c1-8-7-5-3-2-4-6-7/h2-6H

Upstream product

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Downstream Products

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• 872280-31-4 1-benzoyloxy-2-methyl-cyclohexanecarboxylic acid anilide 
• 1071108-62-7 α-benzoyloxy-β-chloro-isobutyric acid anilide 
• 1071096-40-6 2-benzoyloxy-3-oxo-2,3-diphenyl-propionic acid anilide 
• 861359-52-6 α-salicyloyloxy-isobutyric acid anilide 
• 56436-67-0 2-morpholin-4-yl-N-phenyl-acetimidic acid butyl ester 
• 56436-70-5 4-(2-morpholin-4-yl-N-phenyl-acetimidoyl)-morpholine 

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.

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Silver-Catalyzed Selective Multicomponent Coupling Reactions of Arynes with Nitriles and Isonitriles

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