N,N'-DICYCLOHEXYLUREA

N,N'-DICYCLOHEXYLUREA Basic information
Product Name:N,N'-DICYCLOHEXYLUREA
Synonyms:AURORA KA-3582;n,n’-dicyclohexyl-ure;N,N'-DICYCLOHEXYLUREA;1,3-DICYCLOHEXYLUREA;N,N,-Dicyclohexylurea98.%;Dicyclohexylcarbodiamide;N,N'-Carbonylbis(cyclohexanamine);NSC 17013
CAS:2387-23-7
MF:C13H24N2O
MW:224.34
EINECS:219-213-7
Product Categories:Finasteride;Carbonyl Compounds;Organic Building Blocks;Ureas
Mol File:2387-23-7.mol
N,N'-DICYCLOHEXYLUREA Structure
N,N'-DICYCLOHEXYLUREA Chemical Properties
Melting point 232-233 °C(lit.)
Boiling point 408℃
density 1.02
refractive index 1.4832 (estimate)
Fp 158℃
storage temp. 2-8°C
solubility DMSO (Slightly, Heated), Methanol (Slightly)
pka13.89±0.20(Predicted)
form Liquid
color Clear
Stability:Hygroscopic
InChIKeyADFXKUOMJKEIND-UHFFFAOYSA-N
CAS DataBase Reference2387-23-7(CAS DataBase Reference)
EPA Substance Registry SystemN,N'-Dicyclohexylurea (2387-23-7)
Safety Information
Hazard Codes Xn,N
Risk Statements 22-51/53
Safety Statements 61
WGK Germany 3
TSCA Yes
HS Code 29242100
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
N,N'-DICYCLOHEXYLUREA Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesN,N''-Dicyclohexylurea,is a substituted Urea (U822500) compound, which has shown to be a potent inhibitor of juvenile hormone epoxide hydrolase (JHEH) of the tobacco hornworm M. sexta. Lomustine USP Related Compound C.
DefinitionChEBI: 1,3-dicyclohexylurea is a member of ureas.
PreparationAn excess of dry ice (200 g) was added gradually to a solution of dicyclohexylcarbodiimide (2.06 g, 0.01 mol), cyclohexylamine (1.98 g, 0.02 mol), and triethylamine (2.2 g, 0.02 mol) in THF at 75 ℃ over a period of 8 h. After stirring for 8 h, the reaction mixture was concentrated under reduced pressure and the resultant precipitate was collected. Fractional recrystallization of the precipitate from acetone/methanol gave N,N'-dicyclohexylurea; yield 2.2 g (98% based on dicyclohexylcarbodiimide and cyclohexylamine).
Synthesis Reference(s)The Journal of Organic Chemistry, 61, p. 4175, 1996 DOI: 10.1021/jo9522825
1-CYCLOHEXYL-1-(3-((1,3-DICYCLOHEXYL-2,4,6-TRIOXO-TETRAHYDROPYRIMIDIN-5(6H)-YLIDENE)METHYLAMINO)PROPYL)-3-PHENYLTHIOUREA Cyclohexane, 5-isocyanato-1-(isocyanatomethyl)-1,3,3-trimethyl-, trimer (8-beta)-N-Cyclohexyl-N-((cyclohexylamino)carbonyl)-6-(2-propenyl)ergo line-8-carboxamide 1,3-Dicyclohexyl-alpha,5-dimethyl-2,4,6-trioxohexahydro-5-pyrimidineac etic acid 1,3-DICYCLOHEXYL-5-((PHENYLAMINO)(3,4,5-TRIMETHOXYBENZYLAMINO)METHYLENE)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE N,N'-DICYCLOHEXYLUREA 5-((2-(1H-IMIDAZOL-4-YL)ETHYLAMINO)METHYLENE)-1,3-DICYCLOHEXYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 1,3-DICYCLOHEXYL-5-((PHENYLAMINO)(4-(TRIFLUOROMETHYL)BENZYLAMINO)METHYLENE)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 7H-Purine-7-acetamide, 1,2,3,6-tetrahydro-N-cyclohexyl-N-((cyclohexyla mino)carbonyl)-1,3-dimethyl-2,6-dioxo- Hexahydro-1,3-dicyclohexyl-alpha-methyl-2,4,6-trioxo-5-pyrimidineaceti c acid 1,3-DICYCLOHEXYL-5-((PHENYLAMINO)(2-(TRIFLUOROMETHYL)BENZYLAMINO)METHYLENE)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 5-((2-CHLOROBENZYLAMINO)(PHENYLAMINO)METHYLENE)-1,3-DICYCLOHEXYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 4-(2-((1,3-DICYCLOHEXYL-2,4,6-TRIOXO-TETRAHYDROPYRIMIDIN-5(6H)-YLIDENE)METHYLAMINO)ETHYL)-N-PHENYLPIPERAZINE-1-CARBOXAMIDE 5-((BENZO[D][1,3]DIOXOL-5-YLMETHYLAMINO)METHYLENE)-1,3-DICYCLOHEXYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 5-[{[2-(1H-IMIDAZOL-4-YL)ETHYL]AMINO}(PHENYL)METHYLENE]-1,3-DICYCLOHEXYLPYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 1,3-DICYCLOHEXYL-5-(HYDROXY(PHENYL)METHYLENE)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE 1,3-DICYCLOHEXYLBARBITURIC ACID 1,3-DICYCLOHEXYL-5-((3-METHYLBENZYLAMINO)(PHENYLAMINO)METHYLENE)PYRIMIDINE-2,4,6(1H,3H,5H)-TRIONE

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