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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

Molecular Formula C5H6N2O2
Molecular Weight 126.1133
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of 4-methylimidazole on cerebral glutamate decarboxylase activity and specific GABA receptor binding in mice.
2009-03
Characterizing metabolic inhibition using electrochemical enzyme/DNA biosensors.
2009-01-15
Postelicitation model of allergic contact dermatitis for predicting the efficacy of topical drugs.
2009-01
High-throughput phenotypic characterization of Pseudomonas aeruginosa membrane transport genes.
2008-10-03
Metabolic signature of breast cancer cell line MCF-7: profiling of modified nucleosides via LC-IT MS coupling.
2007-11-29
5-Substituted imidazole-4-acetic acid analogues: synthesis, modeling, and pharmacological characterization of a series of novel gamma-aminobutyric acid(C) receptor agonists.
2007-08-23
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.
2007-03
OFF response of bullfrog cones is shaped by terminal ionotropic GABA receptors.
2006-12-11
A catalytic mechanism revealed by the crystal structures of the imidazolonepropionase from Bacillus subtilis.
2006-12-01
Rapid determination of histamine and its metabolites in mice hair by ultra-performance liquid chromatography with time-of-flight mass spectrometry.
2006-11-03
High pH accelerates GABA deactivation on perch-rho1B receptors.
2006-11-03
An ionotropic GABA receptor with novel pharmacology at bullfrog cone photoreceptor terminals.
2005-12-12
Kinetic analysis of the role of histidine chloramines in hypochlorous acid mediated protein oxidation.
2005-05-17
Suppression of different phases of systemic contact hypersensitivity by urocanic acid oxidation products.
2004-09-02
Peripheral GABAB agonists stimulate gastric acid secretion in mice.
2004-07
Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists.
2004-06-01
Coordination sphere vibrations in copper(II), nickel(II) and cobalt(II) complexes with 4-imidazoleacetic acid; metal isotope, deuteration, and density functional study.
2004-06
Mutations of the 2' proline in the M2 domain of the human GABAC rho1 subunit alter agonist responses.
2004-05
Pharmacology of GABA(A) receptors exhibiting different levels of spontaneous activity.
2003-08-22
Medicinal chemistry and molecular pharmacology of GABA(C) receptors.
2002-08
Imidazoline receptors in the heart: characterization, distribution, and regulation.
2002-06
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.
2002-02
Effects of central imidazolinergic and alpha2-adrenergic activation on water intake.
2001-09
Multireceptor GABAergic regulation of synaptic communication in amphibian retina.
2001-01-01
Presence and measurement of imidazoleacetic acid, a gamma-aminobutyric acid agonist, in rat brain and human cerebrospinal fluid.
1989-04
Simultaneous determination of imidazoleacetic acid and N tau- and N pi-methylimidazoleacetic acids in human urine by high-performance liquid chromatography with fluorescence detection.
1987-04-24
Presence and measurement of methylimidazoleacetic acids in brain and body fluids.
1982-11-10
Quantitative determination of 1,4-methyl-imidazoleacetic acid in urine by high performance liquid chromatography.
1982-11
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:59:12 GMT 2025
Edited
by admin
on Mon Mar 31 19:59:12 GMT 2025
Record UNII
IGZ30Z24EJ
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-60104
Preferred Name English
IMIDAZOLEACETIC ACID
Systematic Name English
(IMIDAZOL-4-YL)ACETIC ACID
Systematic Name 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 Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
FDA UNII
IGZ30Z24EJ
Created by admin on Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
CAS
645-65-8
Created by admin on Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
CHEBI
16974
Created by admin on Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
EPA CompTox
DTXSID50214751
Created by admin on Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
PUBCHEM
96215
Created by admin on Mon Mar 31 19:59:12 GMT 2025 , Edited by admin on Mon Mar 31 19:59:12 GMT 2025
PRIMARY
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