Dicyclohexylurea

Dicyclohexylurea

Names
IUPAC name 1,3-dicyclohexylurea
Other names DCU
Identifiers
ChEMBL	ChEMBL1458
ChemSpider	4126
Jmol interactive 3D	Image
PubChem	4277
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	224.35 g·mol^−1
Melting point	230 to 233 °C (446 to 451 °F; 503 to 506 K)
Hazards
Safety data sheet	External MSDS
S-phrases	S24/25
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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] 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 ^[2]

References

1. Man-kit Leung, Jun-Liang Lai, King-Hang Lau, Hsiao-hua Yu, and Hsiang-Ju Hsiao (1996). "S,S-Dimethyl Dithiocarbonate: A Convenient Reagent for the Synthesis of Symmetrical and Unsymmetrical Ureas". 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.