Home Other Building Blocks 2-(1H-imidazol-4-yl)acetic acid

2-(1H-imidazol-4-yl)acetic acid

CAS No.:
645-65-8
Catalog Number:
AG003611
Molecular Formula:
C5H6N2O2
Molecular Weight:
126.1133
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
Product Description
Catalog Number:
AG003611
Chemical Name:
2-(1H-imidazol-4-yl)acetic acid
CAS Number:
645-65-8
Molecular Formula:
C5H6N2O2
Molecular Weight:
126.1133
MDL Number:
MFCD01570463
IUPAC Name:
2-(1H-imidazol-5-yl)acetic acid
InChI:
InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)
InChI Key:
PRJKNHOMHKJCEJ-UHFFFAOYSA-N
SMILES:
OC(=O)Cc1c[nH]cn1
UNII:
IGZ30Z24EJ
NSC Number:
60104
Properties
Complexity:
116  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
126.043g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
126.115g/mol
Monoisotopic Mass:
126.043g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
66A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  
Literature
Title Journal
Differentiating enantioselective actions of GABOB: a possible role for threonine 244 in the binding site of GABA(C) ρ(1) receptors. ACS chemical neuroscience 20120919
Differential pharmacology and benefit/risk of azilsartan compared to other sartans. Vascular health and risk management 20120101
Development of imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors. European journal of medicinal chemistry 20110501
Neurovascular interaction and the pathophysiology of diabetic retinopathy. Experimental diabetes research 20110101
Nanosegregated composites of an imidazolium salt and a layered inorganic compound: organization of both anions and cations in interlayer space. Nanoscale 20101101
A single step purification for autolytic zinc proteinases. Bioorganic & medicinal chemistry letters 20100101
Effects of 4-methylimidazole on cerebral glutamate decarboxylase activity and specific GABA receptor binding in mice. Toxicology mechanisms and methods 20090301
Characterizing metabolic inhibition using electrochemical enzyme/DNA biosensors. Analytical chemistry 20090115
Postelicitation model of allergic contact dermatitis for predicting the efficacy of topical drugs. Experimental dermatology 20090101
High-throughput phenotypic characterization of Pseudomonas aeruginosa membrane transport genes. PLoS genetics 20081001
Novel gamma-aminobutyric acid rho1 receptor antagonists; synthesis, pharmacological activity and structure-activity relationships. Journal of medicinal chemistry 20080710
Expression and purification of full-length recombinant PrP of high purity. Methods in molecular biology (Clifton, N.J.) 20080101
Highly Efficient Phosphopeptide Enrichment by Calcium Phosphate Precipitation Combined with Subsequent IMAC Enrichment. Molecular & cellular proteomics : MCP 20071101
5-Substituted imidazole-4-acetic acid analogues: synthesis, modeling, and pharmacological characterization of a series of novel gamma-aminobutyric acid(C) receptor agonists. Journal of medicinal chemistry 20070823
Rat alpha6beta2delta GABAA receptors exhibit two distinct and separable agonist affinities. The Journal of physiology 20070615
Optimizing TiO2-based phosphopeptide enrichment for automated multidimensional liquid chromatography coupled to tandem mass spectrometry. Analytical chemistry 20070615
Characterization of phosphorylation sites on Tpl2 using IMAC enrichment and a linear ion trap mass spectrometer. Journal of proteome research 20070601
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. Clinica chimica acta; international journal of clinical chemistry 20070301
Metabolic signature of breast cancer cell line MCF-7: profiling of modified nucleosides via LC-IT MS coupling. BMC biochemistry 20070101
OFF response of bullfrog cones is shaped by terminal ionotropic GABA receptors. Brain research bulletin 20061211
A catalytic mechanism revealed by the crystal structures of the imidazolonepropionase from Bacillus subtilis. The Journal of biological chemistry 20061201
High pH accelerates GABA deactivation on perch-rho1B receptors. Neuroscience 20061103
Rapid determination of histamine and its metabolites in mice hair by ultra-performance liquid chromatography with time-of-flight mass spectrometry. Journal of chromatography. A 20061103
Comprehensive identification of phosphorylation sites in postsynaptic density preparations. Molecular & cellular proteomics : MCP 20060501
An ionotropic GABA receptor with novel pharmacology at bullfrog cone photoreceptor terminals. Neuro-Signals 20060101
Enhanced phosphopeptide isolation by Fe(III)-IMAC using 1,1,1,3,3,3-hexafluoroisopropanol. Proteomics 20051101
Kinetic analysis of the role of histidine chloramines in hypochlorous acid mediated protein oxidation. Biochemistry 20050517
Charged residues at the 2' position of human GABAC rho 1 receptors invert ion selectivity and influence open state probability. The Journal of biological chemistry 20041224
Peripheral GABAB agonists stimulate gastric acid secretion in mice. British journal of pharmacology 20040701
Activation of single heteromeric GABA(A) receptor ion channels by full and partial agonists. The Journal of physiology 20040601
Coordination sphere vibrations in copper(II), nickel(II) and cobalt(II) complexes with 4-imidazoleacetic acid; metal isotope, deuteration, and density functional study. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040601
Mutations of the 2' proline in the M2 domain of the human GABAC rho1 subunit alter agonist responses. Neuropharmacology 20040501
Suppression of different phases of systemic contact hypersensitivity by urocanic acid oxidation products. Photochemistry and photobiology 20040101
Pharmacology of GABA(A) receptors exhibiting different levels of spontaneous activity. European journal of pharmacology 20030822
Theoretical studies of IMAC interfacial phenomena for the production of protein C. Advances in experimental medicine and biology 20030101
Towards crystallization of hydrophobic myelin glycoproteins: P0 and PASII/PMP22. Protein expression and purification 20021201
Identification of a tyrosine in the agonist binding site of the homomeric rho1 gamma-aminobutyric acid (GABA) receptor that, when mutated, produces spontaneous opening. The Journal of biological chemistry 20021115
A novel affinity gene fusion system allowing protein A-based recovery of non-immunoglobulin gene products. Journal of biotechnology 20021009
Medicinal chemistry and molecular pharmacology of GABA(C) receptors. Current topics in medicinal chemistry 20020801
Imidazoline receptors in the heart: characterization, distribution, and regulation. Journal of cardiovascular pharmacology 20020601
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
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. British journal of pharmacology 20020201
Urinary histamine metabolite elevations during experimental influenza infection. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20011001
Effects of central imidazolinergic and alpha2-adrenergic activation on water intake. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20010901
Oxidative breakdown and conversion of urocanic acid isomers by hydroxyl radical generating systems. Biochimica et biophysica acta 20010615
Synthesis and biological activity of analogues of the antidiabetic/antiobesity agent 3-guanidinopropionic acid: discovery of a novel aminoguanidinoacetic acid antidiabetic agent. Journal of medicinal chemistry 20010412
Immunocytochemical and electrophysiological characterization of GABA receptors in the frog and turtle retina. Vision research 20010301
Studies on the possibility of histidine biosynthesis from histodinol, imidazolepyruvic acid, imidazoleacetica acid, and imidazolelactic acid by mixed ruminal bacteria, protozoa, and their mixture in vitro. Applied microbiology and biotechnology 20010301
Multireceptor GABAergic regulation of synaptic communication in amphibian retina. The Journal of physiology 20010101
Properties