Butyramide

Butyramide¹

Names
Preferred IUPAC name Butanamide
Other names Butyramide n-Butanamide
Identifiers
CAS Number	541-35-5 Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:50724 Y
ChemSpider	10464 Y
DrugBank	DB02121 Y
ECHA InfoCard	100.007.980
PubChem CID	10927
UNII	9J6OR937VR Y
CompTox Dashboard (EPA)	DTXSID8060248
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
SMILES CCCC(N)=O O=C(N)CCC
Properties
Chemical formula	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). Y verify (what is YN ?) Infobox references

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 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 activity² and inhibitory action on histone deacetylases, which are crucial enzymes controlling the proliferative or differentiation status of most cells.