(Aminooxy)acetic acid

HCID 286

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Grundinformationen

CAS: 645-88-5
Standard-SMILES: NOCC(=O)O
InChIKey: NQRKYASMKDDGHT-UHFFFAOYSA-N
Summenformel: C2H5NO3
Durchschnittliche Molmasse: 91,07 g/mol
Monoisotopische Masse: 91,02694302

Überblick

(aminooxy)acetic acid is a member of the class of hydroxylamines that is acetic acid substituted at postion 2 by an aminooxy group. It is a compound which inhibits aminobutyrate aminotransferase activity in vivo, resulting in increased levels of gamma-aminobutyric acid in tissues. It has a role as an anticonvulsant, an EC 4.2.1.22 (cystathionine beta-synthase) inhibitor, an EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor and a nootropic agent. It is a member of hydroxylamines, a monocarboxylic acid and an amino acid. It is a conjugate acid of an (aminooxy)acetate.

Namen und Bezeichner

Bevorzugter Name: (Aminooxy)acetic acid
IUPAC: 2-aminooxyacetic acid
Englischer Name: Hydroxylamine, O-(carboxymethyl)-
Summenformel: C2H5NO3
Molmasse: 91.07

Namen und Synonyme

Aminooxyacetic acid645-88-52-(Aminooxy)acetic acid(aminooxy)acetic acidaminoxyacetic acidAOAA2-aminooxyacetic acidCarboxymethoxyamine(Carboxymethoxy)amineACETIC ACID, (AMINOOXY)-(o-Carboxymethyl)hydroxylamineu-7524

Weitere Namen anzeigen

O-(Carboxymethyl)hydroxylamine(aminooxy)acetateAcetic acid,2-(aminooxy)-2-(Aminooxy)-acetic acid HCl

14I68GI3OQCHEBI:40823DTXSID50214756Acid, AminooxyaceticRefChem:112056DTXCID80137247Aminooxy-acetic acidcarboxymethoxylamine

Datenbank-Bezeichner

CAS: 645-88-5
PubChem CID: 286
DTXSID: DTXSID50214756
ChEMBL: CHEMBL347862
ChEBI: CHEBI:40823
UNII: 14I68GI3OQ
Nikkaji: J36.275A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -3,4
Polarare Oberfläche (TPSA): 72,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 2
Schwere Atome: 6
Formalladung: 0
Komplexität: 52,8

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Schmelzpunkt: 138 ℃ · 138℃
Siedepunkt: 327 ℃ · 327℃
Dichte: 1.375 · 1.375
Brechungsindex: 1.4264 · 1.4264 (estimate)
Flammpunkt: 151 ℃ · 151℃
pka: 1.92 · 1.92±0.10(Predicted)

Sicherheit und Regulatorisches

Sicherheitsdaten

Toxizität: LD50 intraperitoneal in mouse: 40mg/kg

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Substances used for their pharmacological actions on GABAergic systems. GABAergic agents include agonists, antagonists, degradation or uptake inhibitors, depleters, precursors, and modulators of receptor function.