55653-13-9

Basic information

• Product Name: carbonyl cyanide 2-nitrophenylhydrazone
• Synonyms: carbonyl cyanide 2-nitrophenylhydrazone;2-[(2-nitrophenyl)hydrazinylidene]propanedinitrile
• CAS NO: 55653-13-9
• Molecular Formula: C₉H₅N₅O₂
• Molecular Weight: 215.17
• Mol File: 55653-13-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 368.7°C at 760 mmHg
• Flash Point: 176.8°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.25E-05mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: carbonyl cyanide 2-nitrophenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: carbonyl cyanide 2-nitrophenylhydrazone(55653-13-9)
• EPA Substance Registry System: carbonyl cyanide 2-nitrophenylhydrazone(55653-13-9)

Safety Data

• Hazardous Substances Data: 55653-13-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H5N5O2/c10-5-7(6-11)12-13-8-3-1-2-4-9(8)14(15)16/h1-4,13H

Upstream product

• 88-74-4 2-nitro-aniline 
• 109-77-3 malononitrile 
• 922-64-5 1,1-dicyanoethylene 
• 119-66-4 2-nitrobenzenediazonium chloride 

Downstream Products

• 1149376-80-6 2-nitrophenylhydrazono-1H-tetrazol-5-yl-acetonitrile 
• 3253-29-0 O,O,O,O-tetraisopropyl pyrophosphorotrithioate 

Relevant articles and documents

Structure and nonlinear optical properties of phenylazo compounds. Structural characterization of 3-amino-3-morpholinyl-2-(o-nitrophenylazo)-propenonitrile and o-nitrophenylhydrazonomalononitrile

The results of synthesis, X-ray and spectral investigations, powder second harmonic generation (SHG), molecular mechanics and quantum chemical calculations of the potential nonlinear optical compound, 3-amino-3-morpholinyl-2-(o-nitrophenylazo)-propenonitr

Discovery, SAR study and ADME properties of methyl 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate as an HIV-1 replication inhibitor

Inspired by the antiviral activity of known pyrazole-based HIV inhibitors, we screened our in-house library of pyrazole-based compounds to evaluate theirin celluloactivity against HIV-1 replication. Two hits with very similar structures appeared from single and multiple-round infection assays to be non-toxic and active in a dose-dependent manner. Chemical expansion of their series allowed an in-depth and consistent structure-activity-relationship study (SAR) to be built. Further ADME evaluation led to the selection of 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate with an advantageous pharmacokinetic profile. Finally, examination of its mode of action revealed that this compound does not belong to the three main classes of anti-HIV drugs, a feature of prime interest in the context of viral resistance.

Facile synthesis of 3,5-diaminopyrazole derivatives from nitrile intermediates

A novel series of 3,5-diaminopyrazole derivatives (2a-n) was achieved by the reaction of [2-(4-substitutedphenyl) hydrazinylidene] nitrile (1) with various substituted benz hydrazides. The synthesized compounds were characterized by 1H NMR, IR, mass spectroscopy and elemental analyses. The antioxidant potency of the compounds was tested keeping BHA as standard. Compounds 2a, 2b and 2c showed excellent antioxidant property comparable with the standard employed.