| Identification | More | [Name]
N,N'-Dicyclohexyl-4-morpholinecarboxamidine | [CAS]
4975-73-9 | [Synonyms]
LABOTEST-BB LT00159596
N,N'-DICYCLOHEXYL-4-MORPHOLINECARBOXAMIDINE
N,N'-Dicyclohexylmorpholine-4-carboxamidine
n,n’-dicyclohexyl-1-morpholino-formamidin
n,n’-dicyclohexyl-1-morpholinoformamidine
u18177
N,N'-dicyclohexyl-4-morpholinecarboximidamide
4-(N,NDICYCLOHEXYLAMIDINO)MORPHOLINE
4-Morpholino-N,N'-dicyclohexylcarboxamidine | [EINECS(EC#)]
225-622-1 | [Molecular Formula]
C17H31N3O | [MDL Number]
MFCD00063252 | [Molecular Weight]
293.45 | [MOL File]
4975-73-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
105-107 °C(lit.) | [Boiling point ]
423.2±55.0 °C(Predicted) | [density ]
1.18±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
11.85±0.20(Predicted) | [color ]
White to Almost white | [InChI]
1S/C17H31N3O/c1-3-7-15(8-4-1)18-17(20-11-13-21-14-12-20)19-16-9-5-2-6-10-16/h15-16H,1-14H2,(H,18,19) | [InChIKey]
OZNYZQOTXQSUJM-UHFFFAOYSA-N | [SMILES]
C1CCC(CC1)N\C(=N\C2CCCCC2)N3CCOCC3 | [CAS DataBase Reference]
4975-73-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26-24/25 | [WGK Germany ]
3
| [RTECS ]
LQ4566500
| [HazardClass ]
IRRITANT | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Application]
N,N'-Dicyclohexyl-4-morpholinecarboxamidine is a strong base; it is used as a catalyst for phosphorylation reactions in nucleoside chemistry. | [Uses]
N,N′-Dicyclohexyl-4-morpholinecarboxamidine was used as reagent in the synthesis of alkoxyalkyl analogs of nucleotide phosphonates, cidofovir and cyclic cidofovir. | [Preparation]
N,N'-Dicyclohexyl-4-morpholinecarboxamidine is easily prepared by refluxing morpholine and 1,3-Dicyclohexylcarbodiimide. | [General Description]
N,N′-Dicyclohexyl-4-morpholinecarboxamidine is kidney-selective ATP-sensitive potassium blocker. It is an an orally effective nonkaliuretic diuretic in rats. | [Synthesis]
GENERAL PROCEDURE: Morpholine (0.0128 g, 0.0075 mmol), N,N'-dicyclohexylcarbodiimide (0.189 g, 1.5 mmol), and aniline (0.140 g, 1.5 mmol) were added to a dry 10 mL Schlenk tube under argon protection. The reaction mixture was stirred at 25°C for 30 min. After completion of the reaction, the mixture was extracted with ether and a clarified solution was obtained by filtration. The solvent was evaporated under reduced pressure and the residue was recrystallized by ether to afford the white solid product N,N'-dicyclohexyl-4-morpholinecarboxamidine in >99% yield. | [References]
[1] Journal of Organic Chemistry, 2008, vol. 73, # 22, p. 8966 - 8972
[2] Tetrahedron, 2011, vol. 67, # 45, p. 8790 - 8799
[3] Tetrahedron, 2012, vol. 68, # 29, p. 5730 - 5737
[4] Tetrahedron Letters, 2012, vol. 53, # 38, p. 5156 - 5158
[5] Journal of Organometallic Chemistry, 2014, vol. 769, p. 112 - 118 |
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