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2566-34-9

2566-34-9 Structure

2566-34-9 Structure
IdentificationBack Directory
[Name]

N-ME-AIB-OH HCL
[CAS]

2566-34-9
[Synonyms]

MeAIB
H-MEAIB-OH
N-ME-AIB-OH
H-(ME)MEALA-OH
N-ME-AIB-OH HCL
N-Me-a-Me-Ala-OH
N,2-DIMETHYLALANINE
2,N-DIMETHYLALANINE
N-ME-ALPHA-ME-ALA-OH
N,2-Dimethyl-DL-alanine
2-Methyl-2-(methylamino)
Methylaminoisobutanoic acid
N-METHYL-ALPHA-METHYL-ALANINE
2-(METHYLAMINO)ISOBUTYRIC ACID
A-(METHYLAMINO)ISOBUTYRIC ACID
N-Methyl-a-aminoisobutyric acid
N-ME-ALPHA-AMINOISOBUTYRIC ACID
ALPHA-(METHYLAMINO)ISOBUTYRIC ACID
2-(Methylamino)isobutyric acid,99%
2-(Methylamino)isobutyric Acid 
N-METHYL-ALPHA-AMINOISOBUTYRIC ACID
2-(METHYLAMINO)-2-METHYLPROPIONIC ACID
2-(METHYLAMINO)ISOBUTYRIC ACID HYDRATE
N-Methyl-α-methylalanine hydrochloride
2-Methyl-2-(methylamino)propionic acid
N-METHYL-ALPHA-METHYLALANINE HYDROCHLORIDE
N-Methyl-α-aminoisobutyric acid hydrochloride
2-Methyl-2-(MethylaMino)propanoic acid hydrate
N-METHYL-ALPHA-AMINOISOBUTYRIC ACID HYDROCHLORIDE
N-Methyl-α-aminoisobutyric acid hydrochloride≥ 98% (TLC)
2,N-Dimethylalanine, 2-(Methylamino)-2-methylpropionic acid
α-(Methylamino)isobutyric acid,2,N-Dimethylalanine, 2-(Methylamino)-2-methylpropionic acid
[EINECS(EC#)]

219-898-2
[Molecular Formula]

C5H11NO2
[MDL Number]

MFCD06795786
[MOL File]

2566-34-9.mol
[Molecular Weight]

117.15
Chemical PropertiesBack Directory
[Appearance]

WHITE CRYSTALLINE POWDER
[Melting point ]

300 °C
[Boiling point ]

192.5±23.0 °C(Predicted)
[density ]

1.2000 (estimate)
[refractive index ]

1.4650 (estimate)
[storage temp. ]

−20°C
[Water Solubility ]

almost transparency in Water
[form ]

powder to crystal
[pka]

2.17±0.10(Predicted)
[color ]

White to Almost white
[BRN ]

1746984
[InChI]

1S/C5H11NO2/c1-5(2,6-3)4(7)8/h6H,1-3H3,(H,7,8)
[InChIKey]

DLAMVQGYEVKIRE-UHFFFAOYSA-N
[SMILES]

CNC(C)(C)C(O)=O
Hazard InformationBack Directory
[Chemical Properties]

WHITE CRYSTALLINE POWDER
[Uses]

α-(Methylamino)isobutyric acid (MeAIB) has been used:
  • as a system A transport system inhibitor to perform inhibition experiments
  • as a system A transport system inhibitor to study its effect on the generation of epileptiform field potentials (EFPs) in the acutely disinhibited cortical slices
  • as an N-acetyltransferase (SNAT) inhibitor in Hankμs balanced salt solution (HBSS) to study its influence on the uptake of 14C-cysteine/ radioactive-labeled cysteine

[Definition]

ChEBI: Alpha-(methylamino)isobutyric acid is a non-proteinogenic alpha-amino acid that is isobutyric acid in which the alpha-hydrogen has been replaced by a methylamino group. It has a role as a human urinary metabolite. It is an alanine derivative, a non-proteinogenic alpha-amino acid and a secondary amino compound. It is functionally related to an isobutyric acid. It is a conjugate acid of a N-methyl-aminoisobutyrate zwitterion.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 60, p. 8120, 1995 DOI: 10.1021/jo00130a002
[Biological Activity]

α-(Methylamino)isobutyric acid (MeAIB), a competitive inhibitor of the neutral amino acid transport A system, is an N-methylated substrate. It is capable of decreasing the amplitude of the miniature excitatory postsynaptic current (mEPSC) in hippocampus neurons developing on top of astrocytes. MeAIB can block the alanine-proline (AP) pathway.
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

2922.49.8000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Spectrum DetailBack Directory
[Spectrum Detail]

N-ME-AIB-OH HCL(2566-34-9)1HNMR
N-ME-AIB-OH HCL(2566-34-9)13CNMR
N-ME-AIB-OH HCL(2566-34-9)IR1
N-ME-AIB-OH HCL(2566-34-9)Raman
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