(2E)-N-[1-(dimethylcarbamoyl)propyl]-N-ethylbut-2-enamide

• ChemBase ID: 165038
• Molecular Formular: C12H22N2O2
• Molecular Mass: 226.31528
• Monoisotopic Mass: 226.16812795
• SMILES: N(C(C(=O)N(C)C)CC)(C(=O)/C=C/C)CC
• Canonical SMILES: C/C=C/C(=O)N(C(C(=O)N(C)C)CC)CC
• InChI: InChI=1S/C12H22N2O2/c1-6-9-11(15)14(8-3)10(7-2)12(16)13(4)5/h6,9-10H,7-8H2,1-5H3/b9-6+
• InChIKey: LSAMUAYPDHUBQD-RMKNXTFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-N-[1-(dimethylcarbamoyl)propyl]-N-ethylbut-2-enamide
• IUPAC Traditional name: crotetamide
• Synonyms: N-[1-[(Dimethylamino)carbonyl]propyl]-N-ethyl-2-butenamide; Crotetamide; Crotethamid; Ethylbutamide; α-(N'-Crotonyl-N'-ethylamino)-N,N-dimethylbutyramide; Crotethamide

Database IDs

• CAS Number: 6168-76-9
• PubChem SID: 162259171
• PubChem CID: 5368010

CALCULATED PROPERTIES

• Acid pKa: 19.259533
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1264069
• LogD (pH = 7.4): 1.1264783
• Log P: 1.1264793
• Molar Refractivity: 66.0472 cm^3
• Polarizability: 25.0093 Å^3
• Polar Surface Area: 40.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C818500

Analgesic; combination as respiratory stimulant.

REFERENCES

• De Cock, K., et al.: J. Anal. Toxicol., 27, 106 (2003)
• Marchi, I., et al.: J. Pharm. Biomed. Anal., 49, 459 (2003)