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Merck
CN

542946

(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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
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Product Name

(S)-(+)-4-Amino-3-hydroxybutyric acid, 97%

assay

97%

InChI key

YQGDEPYYFWUPGO-VKHMYHEASA-N

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

optical activity

[α]20/D +20.0°, c = 1.7 in H2O

mp

207-212 °C

functional group

amine
carboxylic acid
hydroxyl

Quality Level

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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J Takahara et al.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 12(1), 31-34 (1980-01-01)
Healthy male volunteers injected subcutaneously with 200 mg L-GABOB showed no significant changes in plasma GH, prolactin and cortisol levels. On the other hand, an intrathecal injection of 300 mg D, L-GABOB to cerebrovascular patients caused significant increases in plasma
[Resolution of (3RS)-4-amino-3-hydroxybutanoic acid (author's transl)].
S Miyamoto et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 99(6), 642-646 (1979-06-01)
[Neurochemical aspects of the pharmacology of GABAergic substances].
K S Raevskiĭ
Farmakologiia i toksikologiia, 44(5), 517-529 (1981-09-01)
T Hata et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 91(3), 163-171 (1988-03-01)
SART-stressed (repeated cold-stressed) rats, experimental model animals for vagotonic-type dysautonomia, have been reported to show EEG with lower-amplitude fast waves during resting-arousal and higher-amplitude slow waves during slow-wave sleep compared to normal rats. In this report, the effects of certain
T W Stone
European journal of pharmacology, 128(1-2), 81-83 (1986-08-22)
Kynurenine and kynurenic acid are known to produce convulsions in rats and mice and it has been reported that kynurenine can displace GABA from its neuronal binding sites. The present study shows that neither kynurenine nor kynurenic acid are antagonist

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