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Key Documents

07245

Sigma-Aldrich

Methyl 4-aminobutyrate hydrochloride

≥99.0% (AT)

Synonym(s):

4-Aminobutyric acid methyl ester hydrochloride, GABA methyl ester hydrochloride, Methyl 4-aminobutanoate hydrochloride

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About This Item

Linear Formula:
NH2(CH2)3COOCH3 · HCl
CAS Number:
Molecular Weight:
153.61
Beilstein:
3558996
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (AT)

form

crystals

reaction suitability

reaction type: solution phase peptide synthesis

color

colorless

mp

120-125 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)CCCN

InChI

1S/C5H11NO2.ClH/c1-8-5(7)3-2-4-6;/h2-4,6H2,1H3;1H

InChI key

WPGPRLVPWACBHW-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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M Bianchi et al.
Biochemical pharmacology, 32(6), 1093-1096 (1983-03-15)
4-Aminobutyric methyl ester hydrochloride (GME) is able to cross the blood-brain barrier after intracardiac administration to the rat. GME has an LD50 of 1300 mg/kg in mice and 950 mg/kg in rats, exhibits an antiaggressive effect and is able to
I N Tiurenkov et al.
Farmakologiia i toksikologiia, 49(6), 31-34 (1986-11-01)
In pentobarbital-anesthetized cats GABA methylester (MEG) and beta-phenyl-GABA methylester (MEF) administered intravenously in doses of 1/100, 1/30, 1/10 of LD50 and injected intracerebroventricularly in doses of 0.1 and 0.5 mg produce hypotension, These effects are significantly suppressed by picrotoxin. These
Michael R Emmett et al.
The Journal of organic chemistry, 77(15), 6634-6637 (2012-07-11)
Cyclopropane hemimalonates, when treated with sodium azide, undergo a tandem ring-opening decarboxylation to produce γ-azidobutyric acids in good yields. These adducts were hydrogenated to form γ-aminobutyric acid (GABA) methyl esters.

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