Butyramide
Names | |
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Preferred IUPAC name Butanamide | |
Other names Butyramide n-Butanamide | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.007.980 |
PubChem CID | |
UNII | |
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). |
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
[edit]Butyramide can be synthesized by:
- catalytic hydration of butyronitrile;
- reaction of butyryl chloride with ammonium salts;
- reduction of butyraldoxime.
Derivatives
[edit]Some of its derivatives have shown preliminary strong anticonvulsive activity and inhibitory action on histone deacetylases, which are crucial enzymes controlling the proliferative or differentiation status of most cells.
See also
[edit]References
[edit]- ^ Merck Index, 11th Edition, 1592
This article includes a list of general references, but it lacks sufficient corresponding inline citations. (November 2015) |
- 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.