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Merck
CN

542946

Sigma-Aldrich

(S)-(+)-4-Amino-3-hydroxybutyric acid

97%

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About This Item

Empirical Formula (Hill Notation):
C4H9NO3
CAS Number:
Molecular Weight:
119.12
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

97%

optical activity

[α]20/D +20.0°, c = 1.7 in H2O

mp

207-212 °C

functional group

amine
carboxylic acid
hydroxyl

SMILES string

NC[C@@H](O)CC(O)=O

InChI

1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1

InChI key

YQGDEPYYFWUPGO-VKHMYHEASA-N

General description

(S)-(+)-4-Amino-3-hydroxybutyric acid [(S)-GABOB] can be prepared starting from ethyl (S)-4-chloro-3-hydroxybutyrate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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E García-Flores et al.
Stereotactic and functional neurosurgery, 69(1-4 Pt 2), 243-246 (1997-01-01)
Total seizure frequency was evaluated among adult patients with severe partial epilepsy refractory to medical treatment. Clinical status was assessed before, and after a synthetic analog of gamma-amino-beta-hydroxybutyric acid (GABOB) was used as add-on therapy. Twenty-five patients with temporal and
T Noto et al.
Journal of neurochemistry, 51(2), 548-551 (1988-08-01)
gamma-Amino-beta-[3H]hydroxybutyric acid ([3H]-GABOB) was formed in rat brain from 2-[3H]-hydroxyputrescine that had been chemically synthesized from 2-oxoputrescine and [3H]sodium borohydride. After the injection of 2-[3H]hydroxyputrescine into the lateral ventricle of a rat brain, the rat was killed and then the
R Chemello et al.
Rivista di neurologia, 50(4), 253-268 (1980-07-01)
Effects of GABOB on experimental induced epileptiform activities. Antiepileptic activity of gamma-amino-beta-hydroxybutyric acid (GABOB) has been tested on different models of either generalized or focal epilepsy induced by penicillin in cat. In acute experiments, topical application to the cortex of
[Neurochemical aspects of the pharmacology of GABAergic substances].
K S Raevskiĭ
Farmakologiia i toksikologiia, 44(5), 517-529 (1981-09-01)
GABAergic control of anterior pituitary function in humans.
G B Melis et al.
Advances in biochemical psychopharmacology, 42, 219-242 (1986-01-01)

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