| Identification | Back Directory | [Name]
N-CYANOACETYLURETHANE | [CAS]
6629-04-5 | [Synonyms]
NSC 59709
N-Cyanourethane
Cyanoacetylurethan
Ethyl (2-cyanoacetyl)
2-Cyanoacetylurethane
N-CYANOACETYLURETHANE
N-Cyanoacetylurethane 98%
Ethyl cyanacetylcarbamate
ETHYL CYANOACETYLCARBAMATE
n-cyanoacetylethylcarbamate
N-Cyanoacetyl ethyl carbamate
N-Cyanoacetylurethane, GC 99%
N-Carbethoxy-2-cyanoacetamide
Ethyl (2-cyanoacetyl)carbaMate
ETHYL N-(CYANOACETYL)CARBAMATE
ETHYL N-(2-CYANOACETYL)CARBAMATE
cyanoacetyl-carbamicaciethylester
Cyanoacetylcarbamic acid ethyl ester
(Cyanoacetyl)carbamic acid ethyl ester
N-(Cyanoacetyl)carbamic acid ethyl ester
Carbamic acid, (cyanoacetyl)-, ethyl ester
CarbaMic acid,N-(2-cyanoacetyl)-, ethyl ester
N-Cyanoacetylurethane,Ethyl cyanoacetylcarbamate | [EINECS(EC#)]
229-615-4 | [Molecular Formula]
C6H8N2O3 | [MDL Number]
MFCD00001937 | [MOL File]
6629-04-5.mol | [Molecular Weight]
156.14 |
| Chemical Properties | Back Directory | [Melting point ]
167-169 °C (lit.) | [Boiling point ]
280.35°C (rough estimate) | [density ]
1.197 | [refractive index ]
1.5010 (estimate) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
DMSO, Methanol | [form ]
Solid | [pka]
3.46±0.10(Predicted) | [color ]
Pale Yellow | [InChI]
InChI=1S/C6H8N2O3/c1-2-11-6(10)8-5(9)3-4-7/h2-3H2,1H3,(H,8,9,10) | [InChIKey]
HSOGVWWWGVFXGF-UHFFFAOYSA-N | [SMILES]
C(OCC)(=O)NC(CC#N)=O |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
20/21/22-36/37/38 | [Safety Statements ]
26-37/39 | [WGK Germany ]
3
| [RTECS ]
EZ3480000
| [HazardClass ]
IRRITANT | [HS Code ]
2926907090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
N-Cyanoacetylurethane is used in the synthesis of inhibitors targetting the PDZ domain of PICK1, which is a potential target for brain ischemia, pain and addiction illnesses. Also it is used in the sy
nthesis of cathespin K inhibitors. | [Uses]
N-Cyanoacetylurethane is used in the synthesis of inhibitors targetting the PDZ domain of PICK1, which is a potential target for brain ischemia, pain and addiction illnesses. Also it is used in the synthesis of cathespin K inhibitors. | [Reactions]
N-Cyanoacetylurethane has multiple reactivity and can participate in diazotization reactions and coordinate reactions with metal complexes.
| [Synthesis]
2-Cyanoacetic acid was reacted with ethyl carbamate, DMF and phosphorus oxychloride, and finally extracted with ethyl acetate to obtain N-Cyanoacetylurethane.
| [References]
[1] Patent: WO2014/190199, 2014, A1. Location in patent: Paragraph 00250
[2] Patent: WO2016/81522, 2016, A1. Location in patent: Paragraph 00284; 00285; 00290
[3] Organic and Biomolecular Chemistry, 2010, vol. 8, # 19, p. 4281 - 4288
[4] Patent: US2013/252958, 2013, A1. Location in patent: Paragraph 0094
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 42, p. 13011 - 13015 |
|
|