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2-PROPYL-4-PENTENOIC ACID

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2-PROPYL-4-PENTENOIC ACID Basic information

Product Name:
2-PROPYL-4-PENTENOIC ACID
Synonyms:
  • 2-allylpentanoicacid
  • 2-allylvalericacid
  • 2-propyl-4-pentenoicaci
  • 4-en-valproicacid
  • 2-PROPYL-4-PENTENOIC ACID
  • 4-ENEVALPROIC ACID
  • 2-n-Propyl-4-pentenoic Acid
  • 4-ene-VPA
CAS:
1575-72-0
MF:
C8H14O2
MW:
142.2
Product Categories:
  • Pharmaceuticals
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
Mol File:
1575-72-0.mol
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2-PROPYL-4-PENTENOIC ACID Chemical Properties

Boiling point:
95-100 °C(Press: 5 Torr)
Density 
0.943±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Methanol: Slightly Soluble
form 
An oil
pka
4.70±0.20(Predicted)
color 
Colorless to light yellow
Stability:
Toxic
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Safety Information

Toxicity
LD50 intraperitoneal in mouse: 1160mg/kg
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2-PROPYL-4-PENTENOIC ACID Usage And Synthesis

Description

(±)-2-propyl-4-Pentenoic acid (4-ene VPA) is a major metabolite of valproic acid . It undergoes β-oxidation to form reactive metabolites that induce hepatotoxicity in rats. 4-ene VPA is also neuroteratogenic, reducing forebrain size and inducing deformation of the neural tube in mouse embryos.

Chemical Properties

Clear Colorless Oil

Uses

A metabolite of Valproic Acid

Definition

ChEBI: 2-n-Propyl-4-pentenoic acid is a methyl-branched fatty acid.

Hazard

Moderately toxic.

References

[1] W TANG  F S A. A comparative investigation of 2-propyl-4-pentenoic acid (4-ene VPA) and its alpha-fluorinated analogue: phase II metabolism and pharmacokinetics.[J]. Drug Metabolism and Disposition, 1997, 25 2: 219-227.
[2] F. GOFFLOT . In vitro neuroteratogenicity of valproic acid and 4-en-VPA[J]. Neurotoxicology and teratology, 1995, 17 4: Pages 425-435. DOI: 10.1016/0892-0362(94)00094-t

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