77162-51-7 Usage
Description
R(-)-GAMMA-VINYL GABA, also known as Vigabatrin, is a chiral compound that is the R-enantiomer of Vigabatrin. It is a novel antiepileptic drug with additional potential applications as an antidepressant, antipsychotic, and anxiolytic.
Uses
Used in Pharmaceutical Industry:
R(-)-GAMMA-VINYL GABA is used as an antiepileptic drug for the treatment of various types of epilepsy, including complex partial seizures and infantile spasms. It works by irreversibly inhibiting the enzyme GABA transaminase, leading to an increase in GABA levels in the brain and reducing seizure activity.
R(-)-GAMMA-VINYL GABA is also used as an antidepressant, antipsychotic, and anxiolytic due to its potential effects on neurotransmitter levels and modulation of neuronal activity. This makes it a promising candidate for the treatment of mood disorders, psychotic disorders, and anxiety disorders.
Check Digit Verification of cas no
The CAS Registry Mumber 77162-51-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,1,6 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 77162-51:
(7*7)+(6*7)+(5*1)+(4*6)+(3*2)+(2*5)+(1*1)=137
137 % 10 = 7
So 77162-51-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
77162-51-7Relevant articles and documents
Scalable Synthesis of Both Enantiomers of Vigabatrin, an Antiepileptic Drug
Jachak, Gorakhnath R.,Reddy, D. Srinivasa
, p. 1257 - 1260 (2019/01/04)
Vigabatrin is a potent inhibitor of gamma-aminobutyric acid (GABA) catabolism used for the treatment of epilepsy. Here we have synthesized both enantiomers of the drug vigabatrin in five steps from known intermediates using Wittig olefination and pyrolytic elimination as key steps. The target compounds are synthesized in gram scale amounts with >98 % enantiopurity.
Catalytic asymmetric intramolecular aminopalladation: Enantioselective synthesis of vinyl-substituted 2-oxazolidinones, 2-imidazolidinones, and 2-pyrrolidinones
Overman,Remarchuk
, p. 12 - 13 (2007/10/03)
A new catalytic asymmetric synthesis of five-membered nitrogen heterocycles is reported. This synthesis employs ferrocenyloxazoline palladacycles (FOP trifluoroacetate catalysts) 2 and 4 and proceeds by a catalytic cycle involving Pd(II) intermediates. Fo
Asymmetric Synthesis of Both Enantiomers of Vigabatrin: An Approach Using Methionine as the Chiral Pool
Wei, Zhong-Yong,Knaus, Edward E.
, p. 5569 - 5578 (2007/10/02)
Both enantiomers of the potent GABA-T inhibitor, 4-amino-5-hexenoic acid (2), were prepared in five steps from (R)- or (S)-methionine using a one-pot reduction-homologation of an α-amino ester as the key reaction step.
