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Details

Stereochemistry ACHIRAL
Molecular Formula C5H6N2O2
Molecular Weight 126.1133
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIDAZOLEACETIC ACID

SMILES

OC(=O)CC1=CNC=N1

InChI

InChIKey=PRJKNHOMHKJCEJ-UHFFFAOYSA-N
InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Quantitative determination of 1,4-methyl-imidazoleacetic acid in urine by high performance liquid chromatography.
1982 Nov
Presence and measurement of methylimidazoleacetic acids in brain and body fluids.
1982 Nov 10
Simultaneous determination of imidazoleacetic acid and N tau- and N pi-methylimidazoleacetic acids in human urine by high-performance liquid chromatography with fluorescence detection.
1987 Apr 24
Presence and measurement of imidazoleacetic acid, a gamma-aminobutyric acid agonist, in rat brain and human cerebrospinal fluid.
1989 Apr
Multireceptor GABAergic regulation of synaptic communication in amphibian retina.
2001 Jan 1
Effects of central imidazolinergic and alpha2-adrenergic activation on water intake.
2001 Sep
Medicinal chemistry and molecular pharmacology of GABA(C) receptors.
2002 Aug
trans-4-Amino-2-methylbut-2-enoic acid (2-MeTACA) and (+/-)-trans-2-aminomethylcyclopropanecarboxylic acid ((+/-)-TAMP) can differentiate rat rho3 from human rho1 and rho2 recombinant GABA(C) receptors.
2002 Feb
Imidazoline receptors in the heart: characterization, distribution, and regulation.
2002 Jun
Pharmacology of GABA(A) receptors exhibiting different levels of spontaneous activity.
2003 Aug 22
Peripheral GABAB agonists stimulate gastric acid secretion in mice.
2004 Jul
Suppression of different phases of systemic contact hypersensitivity by urocanic acid oxidation products.
2004 Jul-Aug
Coordination sphere vibrations in copper(II), nickel(II) and cobalt(II) complexes with 4-imidazoleacetic acid; metal isotope, deuteration, and density functional study.
2004 Jun
Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists.
2004 Jun 1
Mutations of the 2' proline in the M2 domain of the human GABAC rho1 subunit alter agonist responses.
2004 May
Kinetic analysis of the role of histidine chloramines in hypochlorous acid mediated protein oxidation.
2005 May 17
A catalytic mechanism revealed by the crystal structures of the imidazolonepropionase from Bacillus subtilis.
2006 Dec 1
OFF response of bullfrog cones is shaped by terminal ionotropic GABA receptors.
2006 Dec 11
Rapid determination of histamine and its metabolites in mice hair by ultra-performance liquid chromatography with time-of-flight mass spectrometry.
2006 Nov 3
High pH accelerates GABA deactivation on perch-rho1B receptors.
2006 Nov 3
An ionotropic GABA receptor with novel pharmacology at bullfrog cone photoreceptor terminals.
2006-2007
5-Substituted imidazole-4-acetic acid analogues: synthesis, modeling, and pharmacological characterization of a series of novel gamma-aminobutyric acid(C) receptor agonists.
2007 Aug 23
Hair analysis of histamine and several metabolites in C3H/HeNCrj mice by ultra performance liquid chromatography with electrospray ionization time-of-flight mass spectrometry (UPLC-ESI-TOF-MS): influence of hair cycle and age.
2007 Mar
Metabolic signature of breast cancer cell line MCF-7: profiling of modified nucleosides via LC-IT MS coupling.
2007 Nov 29
High-throughput phenotypic characterization of Pseudomonas aeruginosa membrane transport genes.
2008 Oct 3
Postelicitation model of allergic contact dermatitis for predicting the efficacy of topical drugs.
2009 Jan
Characterizing metabolic inhibition using electrochemical enzyme/DNA biosensors.
2009 Jan 15
Effects of 4-methylimidazole on cerebral glutamate decarboxylase activity and specific GABA receptor binding in mice.
2009 Mar
Name Type Language
IMIDAZOLEACETIC ACID
Systematic Name English
(IMIDAZOL-4-YL)ACETIC ACID
Systematic Name English
NSC-60104
Code English
1H-IMIDAZOLE-4-ACETIC ACID
Systematic Name English
4(5)-IMIDAZOLEACETATE
Common Name English
4-IMIDAZOLEACETIC ACID
Systematic Name English
IMIDAZOLE-4-ACETIC ACID
Systematic Name English
1H-IMIDAZOLE-5-ACETIC ACID
Systematic Name English
Code System Code Type Description
NSC
60104
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY
FDA UNII
IGZ30Z24EJ
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY
CAS
645-65-8
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY
CHEBI
16974
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID50214751
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY
PUBCHEM
96215
Created by admin on Fri Dec 15 19:51:37 GMT 2023 , Edited by admin on Fri Dec 15 19:51:37 GMT 2023
PRIMARY