Butyramide
| Names | |
|---|---|
| Preferred IUPAC name
Butanamide | |
| Other names
Butyramide
n-Butanamide | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.007.980 |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C4H9NO | |
| Molar mass | 87.122 g·mol−1 |
| Density | 1.03 g/cm3 |
| Melting point | 115 to 116 °C (239 to 241 °F; 388 to 389 K) |
| Boiling point | 216 °C (421 °F; 489 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Butyramide is the amide of butyric acid. It has the molecular formula C3H7CONH2. It is a white solid that is freely soluble in water and ethanol, but slightly soluble in diethyl ether. At room temperature, butyramide is a crystalline solid and in contrast to butyric acid, it is devoid of an unpleasant, rancid smell.
Synthesis
Butyramide can be synthesized by:
- catalytic hydration of butyronitrile;
- reaction of butyryl chloride with ammonium salts;
- reduction of butyraldoxime.
Derivatives
Some of its derivatives have shown preliminary strong anticonvulsive activity[2] and inhibitory action on histone deacetylases, which are crucial enzymes controlling the proliferative or differentiation status of most cells.
See also
References
- ^ Merck Index, 11th Edition, 1592
- ^ "Discovery of 4-substituted pyrrolidone butanamides as new agents with significant antiepileptic activity". Journal of Medicinal Chemistry. 47: 530–549. 2004. doi:10.1021/jm030913e. PMID 14736235.
- Jiang J et al. PLos One 2012; 7(3): e34283
- Liu WH et al. Yao Xue Xue Bao 2012 Feb; 47(2): 194-99.
- Vitorivic-Todorovic MD et al. Bioorg Med Chem 2010 Feb; 18(3): 1181-93.