Butyramide Knowpia

Butyramide^[1]
Names
	Preferred IUPAC name Butanamide
	Other names Butyramide; n-Butanamide
Identifiers
CAS Number	541-35-5 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:50724 ;
ChemSpider	10464 ;
DrugBank	DB02121 ;
ECHA InfoCard	100.007.980
PubChem CID	10927;
UNII	9J6OR937VR ;
CompTox Dashboard (EPA)	DTXSID8060248 ;
	InChI InChI=1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) Key: DNSISZSEWVHGLH-UHFFFAOYSA-N ; 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). verify (what is ?) 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.

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.

References edit

^ 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.

[1] Merck Index, 11th Edition, 1592

[1]

Summary

Synthesis edit

Derivatives edit

See also edit

References edit

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