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2-(2-aminobut-3-enyl)propanedioic acid

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2-(2-aminobut-3-enyl)propanedioic acid Basic information

Product Name:
2-(2-aminobut-3-enyl)propanedioic acid
Synonyms:
  • Vigabatrin Impurity 5(Vigabatrin EP Impurity E)
  • 2-(2-aminobut-3-enyl)propanedioic acid
  • 2-[(2RS)-2-Aminobut-3-enyl]propanedioic acid
  • Vigabatrin impurity E
  • 2-(2-Aminobut-3-enyl)malonic Acid
  • Vigabatrin EP Impurity E
  • Propanedioic acid, 2-(2-amino-3-buten-1-yl)-
  • 2-(2-Aminobut-3-en-1-yl)malonic acid
CAS:
1378466-25-1
MF:
C7H11NO4
MW:
173.17
Mol File:
1378466-25-1.mol
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2-(2-aminobut-3-enyl)propanedioic acid Chemical Properties

Boiling point:
420.1±45.0 °C(Predicted)
Density 
1.303±0.06 g/cm3(Predicted)
pka
2.58±0.34(Predicted)
InChI
InChI=1S/C7H11NO4/c1-2-4(8)3-5(6(9)10)7(11)12/h2,4-5H,1,3,8H2,(H,9,10)(H,11,12)
InChIKey
AIFHTSLGFACKRW-UHFFFAOYSA-N
SMILES
C(O)(=O)C(CC(N)C=C)C(O)=O
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2-(2-aminobut-3-enyl)propanedioic acid Usage And Synthesis

Description

2-(2-aminobut-3-enyl)propanedioic acid is a naturally occurring non-protein amino acid, also known as l-allyl glycine. This acid is involved in various metabolic processes and is found in many plants, animals, and microorganisms. In 1931, Heilbron and Hodge first identified the L-allylglycine component in plant extracts. At the time, researchers noted that L-allyl glycine is a very potent inhibitor of alanine aminotransferase, and later found that it also inhibits cystathionine γ-synthetase.

Uses

2-(2-Aminobut-3-enyl)malonic Hydrochloric Acid, is a derivative of Vigabatrin (V253000), which is an antiepileptic drug that inhibits the catabolism of gamma-aminobutyric acid (GABA) by irreversibly inhibiting GABA transaminase.

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