86065-51-2

Basic information

• Product Name: N-(4-CYANOPHENYL)UREA
• Synonyms: Urea,(4-cyanophenyl)- (9CI); Urea, (p-cyanophenyl)- (6CI)
• CAS NO: 86065-51-2
• Molecular Formula: C₈H₇N₃O
• Molecular Weight: 161.16
• Mol File: 86065-51-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 325.063°C at 760 mmHg
• Flash Point: 150.393°C
• Appearance: /
• Density: 1.289g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: N-(4-CYANOPHENYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CYANOPHENYL)UREA(86065-51-2)
• EPA Substance Registry System: N-(4-CYANOPHENYL)UREA(86065-51-2)

Safety Data

• Hazardous Substances Data: 86065-51-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H7N3O/c9-5-6-1-3-7(4-2-6)11-8(10)12/h1-4H,(H3,10,11,12)

Upstream product

• 57-13-6 urea 
• 873-74-5 4-Aminobenzonitrile 
• 590-28-3 potassium cyanate 
• 40465-45-0 p-cyanophenyl isocyanate 
• 619-65-8 4-cyanobenzoic Acid 
• 60236-80-8 4-cyanobenzoyl azide 
• 3034-34-2 4-cyanobenzamide 
• 917-61-3 sodium isocyanate 

Downstream Products

• 858480-57-6 4-(3-isopropylidene-hydrazinocarbonylamino)-benzonitrile 
• 858480-55-4 4-(3-phenyl-hydrazinocarbonylamino)-benzonitrile 

Relevant articles and documents

Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides

The convenient preparation of N2-unprotected five-membered cyclic guanidines was achieved through a cascade [3 + 2] cycloaddition between organo-cyanamides and α-haloamides under mild conditions in good to excellent yields (up to 99%). The corresponding cyclic guanidines could be easily transformed into hydantoins via hydrolysis.

Direct conversion of carboxylic acids to various nitrogen-containing compounds in the one-pot exploiting curtius rearrangement

Herein we report, a single-pot multistep conversion of inactivated carboxylic acids to various N-containing compounds using a common synthetic methodology. The developed methodology rendered the use of carboxylic acids as a direct surrogate of primary amines, for the synthesis of primary ureas, secondary/tertiary ureas, O/S-carbamates, benzoyl ureas, amides, and N-formyls, exploiting the Curtius reaction. This approach has a potential to provide a diversified library of N-containing compounds, starting from a single carboxylic acid, based on the selection of the nucleophile.

Optimization of 5-arylidene barbiturates as potent, selective, reversible LSD1 inhibitors for the treatment of acute promyelocytic leukemia

Histone lysine specific demethylase 1 (LSD1) is overexpressed in diverse hematologic disorders and recognized as a promising target for blood medicines. In this study, molecular docking-based virtual screening united with bioevaluation was utilized to identify novel skeleton of 5-arylidene barbiturate as small-molecule inhibitors of LSD1. Among the synthesized derivatives, 12a exhibited reversible and potent inhibition (IC50 = 0.41 μM) and high selectivity over the MAO-A and MAO-B. Notably, 12a strongly induced differentiation effect on acute promyelocytic leukemia NB4 cell line and distinctly escalated the methylation level on histone 3 lysine 4 (H3K4). Our findings indicate that 5-arylidene barbiturate may represent a new skeleton of LSD1 inhibitors and 12a deserve as a promising agent for the further research.