Butyramide

Butyramide^[1]

Names
IUPAC name Butanamide
Other names Butyramide n-Butylamide
Identifiers
CAS Registry Number	541-35-5 Y
ChEBI	CHEBI:50724 Y
ChemSpider	10464 Y
DrugBank	DB02121 Y
InChI InChI=1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) Y Key: DNSISZSEWVHGLH-UHFFFAOYSA-N Y InChI=1/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) Key: DNSISZSEWVHGLH-UHFFFAOYAW
Jmol-3D images	Image Image
PubChem	10927
SMILES CCCC(N)=O O=C(N)CCC
UNII	9J6OR937VR Y
Properties
Chemical formula	C4H9NO
Molar mass	87.12 g/mol
Density	1.03 g/cm3
Melting point	115 °C (239 °F; 388 K)
Boiling point	216 °C (421 °F; 489 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Butyramide is the amide of butyric acid. It has the molecular formula C₃H₇CONH₂. It is a white solid that freely soluble in water and ethanol, but slightly soluble in diethyl ether. At room temperature, butyramide is a crystalline solid and compared to butyric acid, is devoid of unpleasant, rancid smell. Its acqueous solution have neutral reaction.

Can be synthesized by:

- catalytic hydration of butyronitrile;

- reaction of butyryl chloride with ammonium salts;

- reduction of butyraldoxime.

Some of its derivatives have shown preliminary strong anticonvulsive activity and inhibitory action on histone deacetylases, crucial enzymes controlling the proliferative or differentiation status of most cells.

See also

• Isobutyramide

References

- 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.