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:
Assay:
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
Related Categories
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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[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)
G B Melis et al.
Journal of endocrinological investigation, 5(2), 101-106 (1982-03-01)
The effect of gamma-amino beta-hydroxy butyric acid (GABOB) infusion on GH secretion has been investigated in 3 groups of 6 normal women. Different doses (100 mg/min, 20 mg/min, 3.5 mg/min) of GABOB diluted with normal saline solution were infused iv
S Banfi et al.
Il Farmaco; edizione scientifica, 39(1), 16-22 (1984-01-01)
A number of N-substituted 4-hydroxy-, 4-acyloxy- and 4-alkoxy-2-pyrrolidinones were examined by a screening method predictive of their activity on cognitive processes. The 1-aminocarbonylmethyl-substituted compounds showed a favorable effect on learning and memory, and among them the most active was the
Short synthesis of (R)-and (S)-4-amino-3-hydroxybutyric acid (GABOB).
Tiecco M, et al.
Synthesis, 2005(04), 579-582 (2005)
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
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