Isovaleramide

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Isovaleramide
Skeletal formula of isovaleramide
Ball-and-stick model of isovaleramide
Names
IUPAC name
3-Methylbutanamide
Other names
Isopentanamide
Isovaleric acid amide
Isovaleric amide
beta-Methylbutyramide
Identifiers
541-46-8 YesY
ChemSpider 10467 N
EC Number 208-781-1
Jmol 3D model Interactive image
KEGG D04637 YesY
PubChem 10930
UNII 9CP4KB634M YesY
  • InChI=1S/C5H11NO/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H2,6,7) N
    Key: SANOUVWGPVYVAV-UHFFFAOYSA-N N
  • InChI=1/C5H11NO/c1-4(2)3-5(6)7/h4H,3H2,1-2H3,(H2,6,7)
    Key: SANOUVWGPVYVAV-UHFFFAOYAT
  • CC(C)CC(=O)N
Properties
C5H11NO
Molar mass 101.15 g·mol−1
Appearance colourless solid
Melting point 137 °C (279 °F; 410 K)
Boiling point 226 °C (439 °F; 499 K)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Isovaleramide is an organic compound with the formula (CH3)2CHCH2C(O)NH2. The amide derived from isovaleric acid, it is a colourless solid.

Occurrence and biological activity

Isovaleramide is a constituent of valerian root.

In humans, it acts as a mild anxiolytic at lower doses and as a mild sedative at higher dosages.[1] Isovaleramide has been shown to be non-cytotoxic and does not act as a CNS stimulant. It inhibits the liver alcohol dehydrogenases and has a reported LD50 of greater than 400 mg/kg when administered intraperitoneally in mice.[2]

It is a positive allosteric modulator of the GABAA receptor, similarly to isovaleric acid. [3]

References

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  1. "Use of isovaleramide as a mild anxiolytic and sedative agent", US 5506268 
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