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.

Butyramide[1]
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Butanamide
Other names
Butyramide
n-Butanamide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.007.980 Edit this at Wikidata
UNII
  • InChI=1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) checkY
    Key: DNSISZSEWVHGLH-UHFFFAOYSA-N checkY
  • InChI=1/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)
    Key: DNSISZSEWVHGLH-UHFFFAOYAW
  • CCCC(N)=O
  • O=C(N)CCC
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).
checkY verify (what is checkY☒N ?)

Synthesis

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Butyramide can be synthesized by:

Derivatives

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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

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References

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  1. ^ Merck Index, 11th Edition, 1592
  • 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.