N,N'-Dicyclohexylurea
1,3-DICYCLOHEXYLUREA · Indapamide Impurity 1 · Dicyclohexylcarbodiamide · NSC 30023 · NSC 17013 · AURORA KA-3582 · Lomustine USP RC C · Lomustine Impurity C
Identifikatoren & physikalische Daten
| CAS No. | 2387-23-7 |
|---|---|
| Summenformel | C13H24N2O |
| Durchschnittliche Molmasse | 224,34 g/mol |
| Monoisotopische Masse | 224,18886339 g/mol |
| SMILES | O=C(NC1CCCCC1)NC1CCCCC1 |
| InChIKey | ADFXKUOMJKEIND-UHFFFAOYSA-N |
| PubChem CID | 4277 |
| ChEMBL | CHEMBL1458 |
| ChEBI | CHEBI:93429 |
| EC No. | 219-213-7 |
| DTXSID | DTXSID3062366 |
Chemische & physikalische Eigenschaften
| XLogP | 3 |
|---|---|
| Polarare Oberfläche (TPSA) | 41,1 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 196 |
| Stoffklassen | Nitrogen Compounds -> Other Nitrogen Compounds |
| Polymers | Rubber |
| SpringerMaterials Properties | Crystal structure |
| Physical Description | White crystalline powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 232-233 °C(lit.) |
| Siedepunkt | 408℃ |
| Dichte | 1.02 |
| Brechungsindex | 1.4832 (estimate) |
| Flammpunkt | 158℃ |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | DMSO (Slightly, Heated), Methanol (Slightly) |
| pKa (Säurekonstante) | 13.89±0.20(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear |
| Stabilität | Hygroscopic |
| 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) |
| InChIKey | ADFXKUOMJKEIND-UHFFFAOYSA-N |
| SMILES | N(C1CCCCC1)C(NC1CCCCC1)=O |
| CAS Datenbank | 2387-23-7(CAS DataBase Reference) |
| EPA chemische Informationen | N,N'-Dicyclohexylurea (2387-23-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 1.3% (1 of 76) of reports.DangerH228 (28.9%): Flammable solid [Danger Flammable solids]P210, P240, P241, P264, P270, P280, P301+P317, P330, P370+P378, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 76 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Regulation (EC) No 1107/2009 (amended) |
| Gefahrenübersicht | May cause irritation[Alfa Aesar MSDS] See Tetramethylurea. |
| Hazard Classes and Categories | Flam. Sol. 1 (28.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29242100 |
| R-Sätze (R) | 22-51/53 |
| Gefahrensymbole | Xn,N |
| Sicherheitshinweise (S) | 61 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
N,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.
Herstellung & Synthese
synthetische
An 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).