H7629
γ-Butyrolactone
≥99% (GC)
Synonym(s):
γ-Hydroxybutyric acid lactone, 4-Hydroxybutyric acid lactone, GBL
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About This Item
Empirical Formula (Hill Notation):
C4H6O2
CAS Number:
Molecular Weight:
86.09
EC Number:
202-509-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
105248
MDL number:
vapor density
3 (vs air)
vapor pressure
1.5 mmHg ( 20 °C)
assay
≥99% (GC)
autoignition temp.
851 °F
expl. lim.
16 %
refractive index
n20/D 1.436 (lit.)
bp
204-205 °C (lit.)
mp
−45 °C (lit.)
density
1.12 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
O=C1CCCO1
InChI
1S/C4H6O2/c5-4-2-1-3-6-4/h1-3H2
InChI key
YEJRWHAVMIAJKC-UHFFFAOYSA-N
Biochem/physiol Actions
Precursor of γ-hydroxybutyric acid (GHB). It blocks dopamine release by blocking impulse flow in dopaminergic neurons. Pretreatment with γ-butyrolactone allows detection of autoreceptor-induced dopamine release.
Precursor of γ-hydroxybutyric acid (GHB); blocks dopamine release.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3
target_organs
Central nervous system
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
208.4 °F - closed cup
flash_point_c
98 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Michelle Wood et al.
Journal of chromatography. A, 1056(1-2), 83-90 (2004-12-15)
We have developed a rapid method that enables the simultaneous analysis of gamma-hydroxybutyrate (GHB) and its precursors, i.e. gamma-butyrolactone (GBL) and 1,4-butanediol (1,4-BD) in urine. The method comprised a simple dilution of the urine sample, followed by liquid chromatography-tandem mass
Bo Xue et al.
Biochemistry, 52(13), 2359-2370 (2013-03-07)
The in vitro evolution and engineering of quorum-quenching lactonases with enhanced reactivities was achieved using a thermostable GKL enzyme as a template, yielding the E101G/R230C GKL mutant with increased catalytic activity and a broadened substrate range [Chow, J. Y., Xue
Zheng-Yuan Su et al.
Chemical research in toxicology, 26(3), 477-485 (2013-02-28)
Cancer development has been linked to epigenetic modifications of cancer oncogenes and tumor suppressor genes; in advanced metastatic cancers, severe epigenetic modifications are present. We previously demonstrated that the progression of prostate tumors in TRAMP mice is associated with methylation