64269-06-3

Basic information

• Product Name: 1-ANILINOCYCLOHEXANECARBONITRILE
• Synonyms: 1-Cyano-1-(phenylamino)cyclohexane;1-Phenylaminocyclohexanecarbonitrile
• CAS NO: 64269-06-3
• Molecular Formula: C₁₃H₁₆N₂
• Molecular Weight: 200.29
• Mol File: 64269-06-3.mol
• Article Data: 51

Chemical Properties

• Melting Point: 76 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 374.3°C at 760 mmHg
• Flash Point: 180.2°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 8.45E-06mmHg at 25°C
• Refractive Index: 1.558
• PKA: 2.04±0.20(Predicted)
• CAS DataBase Reference: 1-ANILINOCYCLOHEXANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ANILINOCYCLOHEXANECARBONITRILE(64269-06-3)
• EPA Substance Registry System: 1-ANILINOCYCLOHEXANECARBONITRILE(64269-06-3)

Safety Data

• Hazardous Substances Data: 64269-06-3(Hazardous Substances Data)

Usage

Appearance

White crystalline solid

Solubility

Soluble in organic solvents (e.g. acetone, ethyl acetate)

Usage

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Applications

Building block for drug production, reagent for organic synthesis, manufacturing of fine chemicals and agrochemicals

Industry Relevance

Wide range of applications in pharmaceutical, chemical, and industrial processes

InChI:InChI=1/C13H16N2/c14-11-13(9-5-2-6-10-13)15-12-7-3-1-4-8-12/h1,3-4,7-8,15H,2,5-6,9-10H2

Upstream product

• 151-50-8 potassium cyanide 
• 142-04-1 aniline hydrochloride 
• 108-94-1 cyclohexanone 
• 62-53-3 aniline 
• 931-97-5 1-hydroxy-1-cyclohexanecarbonitrile 
• 1132-38-3 N-cyclohexylidenebenzenamine 
• 173316-42-2 1-<(2-bromophenyl)amino>cyclohexane-1-carbonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 615-36-1 2-bromoaniline 
• 631-57-2 Acetyl cyanide 
• 773837-37-9 sodium cyanide 
• 2182-38-9 2-methyl-2-(N-phenylamino)propanenitrile 
• 630-18-2 tert-butyl isocyanide 
• 1600-49-3 (isocyanomethanetriyl)tribenzene 

Downstream Products

• 1132-38-3 N-cyclohexylidenebenzenamine 
• 87967-38-2 1-anilinocyclohexanecarboxylic acid 
• 64269-12-1 1-anilinocyclohexane-1-carboxamide 
• 19970-13-9 1-[(4-chlorophenyl)amino]cyclohexanecarbonitrile 
• 19970-14-0 1-(2-chlorophenylamino)cyclohexanecarbonitrile 
• 75784-84-8 N-(1-cyclohexen-1-yl)-N-(trimethylsilyl)aniline 
• 143538-87-8 (1-aminomethylcyclohexyl)phenylamine 
• 175884-54-5 4-Imino-1,3-diphenyl-1,3-diaza-spiro[4.5]decan-2-one 
• 944914-31-2 1-phenyl-3-(1-phenylamino-cyclohexylmethyl)-urea 
• 944914-34-5 1-phenyl-3-(1-phenylamino-cyclohexylmethyl)-thiourea 
• 944914-24-3 2'-(4-methoxyphenyl)-3'-phenylspiro[cyclohexane-1,4'-perhydro[1,3,2]diazaphosphole]-2'-sulfide 
• 92195-94-3 (1-(phenylamino)cyclohexyl)methanol 
• 78349-37-8 1-Phenylamino-cyclohexanecarboxylic acid dimethylaminomethyl-amide 
• 78349-36-7 1-Phenylamino-cyclohexanecarboxylic acid (pyrrolidin-1-ylmethyl)-amide 

Relevant articles and documents

Synthesis and biological evaluation of certain new cyclohexane-1-carboxamides as apoptosis inducers

Series of 1-(N-phenyl-2-(heteroalicyclic-1-yl)acetamido)cyclohexane-1-carboxamide derivatives (5a-m) and 1-(phenyl(heteroalicyclic-1-ylmethyl)amino)cyclohexane-1-carboxamide (6a-f) were designed and synthesized with biological interest through coupling of 1-(2-chloro-N-phenylacetamido)cyclohexane-1-carboxamide (4) and (phenylamino)cycloakanecarboxamide (2) with different amines. The structures of the target compounds were elucidated via IR, 1H and 13C NMR, MS, and microanalysis. Compounds 5a-m and 6a-f were evaluated for their in vitro antitumor activity against four different cancer cell lines, MCF-7, HepG2, A549, and Caco-2. Compound 5i exhibited a promising activity against breast cancer cell line (IC50 value = 3.25 μM) compared with doxorubicin (IC50 value = 6.77 μM). Results from apoptosis and cell cycle analysis for compound 5i revealed good antitumor activity against MCF-7 cancer cell line and potent inhibition.

Cuboctahedral [In36(μ-OH)24(NO3)8(Imtb)24]MOF with Atypical Pyramidal Nitrate Ion in SBU: Lewis Acid-Base Assisted Catalysis and Nanomolar Sensing of Picric Acid

A robust and multifunctional cuboctahedral [In36(μ-OH)24(NO3)8(Imtb)24] MOF (In(Imtb)-MOF) with an atypical pyramidal nitrate ion-containing hitherto unknown SBU core [In9(μ-OH)6(NO3)] is reported. The intra- and interlayer nitrate ions adopt pyramidal an

A Discrete Tetrahedral Indium Cage as an Efficient Heterogeneous Catalyst for the Fixation of CO2 and the Strecker Reaction of Ketones

A discrete tetrahedral indium cage, {[In12(μ3-OH)4(HCO2)24(tcma)4]} (In12-GL), was synthesized solvothermally by the reaction of indium nitrate with the tripodal tricarboxylic ac

Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid

Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.