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Dicyclohexylurea

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Dicyclohexylurea
Names
Preferred IUPAC name N,N′-Dicyclohexylurea
Other names DCU
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.017.468 Edit this at Wikidata
EC Number
  • 219-213-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C13H24N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h11-12H,1-10H2,(H2,14,15,16)Key: ADFXKUOMJKEIND-UHFFFAOYSA-N
  • InChI=1/C13H24N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h11-12H,1-10H2,(H2,14,15,16)Key: ADFXKUOMJKEIND-UHFFFAOYAR
  • InChI=1S/C13H24N2O/c16-13(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h11-12H,1-10H2,(H2,14,15,16)Key: ADFXKUOMJKEIND-UHFFFAOYSA-N
SMILES
  • O=C(NC1CCCCC1)NC2CCCCC2
Properties
Chemical formula C13H24N2O
Molar mass 224.348 g·mol
Melting point 230 to 233 °C (446 to 451 °F; 503 to 506 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H302
Precautionary statements P264, P270, P301+P312, P330, P501
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Dicyclohexylurea is an organic compound, specifically, a urea. It is the byproduct of the reaction of dicyclohexylcarbodiimide with amines or alcohols. It may be prepared by the reaction of cyclohexylamine and S,S-dimethyl dithiocarbonate. 1,3-Dicyclohexyl urea (DCU) is a potent soluble epoxide hydrolase (sEH) inhibitor. It has been shown to lower systemic blood pressure by 22 ± 4 mmHg in SHR.

References

  1. Man-kit Leung; Jun-Liang Lai; King-Hang Lau; Hsiao-hua Yu; Hsiang-Ju Hsiao (1996). "S,S-Dimethyl Dithiocarbonate: A Convenient Reagent for the Synthesis of Symmetrical and Unsymmetrical Ureas" (PDF). The Journal of Organic Chemistry. 61 (12): 4175–4179. doi:10.1021/jo9522825. PMID 11667305.
  2. Sarbani Ghosh, Po-Chang Chiang, Jan L. Wahlstrom, Hideji Fujiwara, Jon G. Selbo andSteven L. Roberds (2008). "Oral Delivery of 1,3-Dicyclohexylurea Nanosuspension Enhances Exposure and Lowers Blood Pressure in Hypertensive Rats". Basic & Clinical Pharmacology & Toxicology. 102 (5): 453–458. doi:10.1111/j.1742-7843.2008.00213.x. PMID 18312493.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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