U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H6N2
Molecular Weight 82.1038
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-METHYLIMIDAZOLE

SMILES

CC1=NC=CN1

InChI

InChIKey=LXBGSDVWAMZHDD-UHFFFAOYSA-N
InChI=1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6)

HIDE SMILES / InChI

Molecular Formula C4H6N2
Molecular Weight 82.1038
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification of human glutaminyl cyclase as a metalloenzyme. Potent inhibition by imidazole derivatives and heterocyclic chelators.
2003 Dec 12
[Mn2(saltmen)2Ni(pao)2(L)2](A)2 with L=pyridine, 4-picoline, 4-tert-butylpyridine, N-methylimidazole and A=ClO4-, BF4-, PF6-, ReO4-: a family of single-chain magnets.
2003 Dec 15
A new family of spin crossover complexes with a tripod ligand containing three imidazoles: synthesis, characterization, and magnetic properties of [FeIIH3LMe](NO3)2.1.5H2O, [FeIIILMe].3.5H2O, [FeIIH3LMe][FeIILMe]NO3, and [FeIIH3LMe][FeIIILMe](NO3)2 (H3LMe) = Tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine).
2003 Nov 3
Electrospray ionization mass spectral characteristics and fragmentation mechanisms of novel photoinduced DNA-cleaving agents formed as conjugates of haloarenes and polyamides containing N-methylimidazole.
2004
Electrospray ionization mass spectrometric analysis of noncovalent complexes between DNA and polyamides containing N-methylpyrrole and N-methylimidazole.
2004
Electrospray ionization mass spectral fragmentation mechanisms of DNA-recognizing polyamides containing N-methylpyrrole and N-methylimidazol.
2004
[Synthesis and spectral properties of tailed sercine tetraphenylporphyrin cobalt complex].
2004 Apr
NTP technical report on the toxicity studies of 2- and 4-Methylimidazole (CAS No. 693-98-1 and 822-36-6) administered in feed to F344/N rats and B6C3F1 mice.
2004 Apr
Biology of N-methylpyrrole-N-methylimidazole hairpin polyamide.
2004 Apr
Phase I and pharmacokinetic study of irinotecan in combination with R115777, a farnesyl protein transferase inhibitor.
2004 Apr 19
Adenosylcobinamide plus exogenous, sterically hindered, putative axial bases: a reinvestigation into the cause of record levels of Co-C heterolysis.
2004 Apr 19
Formation and stability of N-heterocyclic carbenes in water: the carbon acid pKa of imidazolium cations in aqueous solution.
2004 Apr 7
Rapid biomonitoring of heterocyclic aromatic amines in human urine by tandem solvent solid phase extraction liquid chromatography electrospray ionization mass spectrometry.
2004 Aug
Toxicology and carcinogensis studies of 2-methylimidazole (Cas No. 693-98-1) in B6C3F1 mice (feed studies).
2004 Dec
Creatinine determination in serum by capillary electrophoresis.
2004 Feb
Energy dissipation processes of singlet-excited 1-hydroxyfluorenone and its hydrogen-bonded complex with N-methylimidazole.
2004 Jul-Aug
Study on reactions of 2-(dinitromethylene)-4,5-imidazolidinedione.
2004 Jun 25
Proximal and distal influences on ligand binding kinetics in microperoxidase and heme model compounds.
2004 Jun 8
Effect of methylimidazole-induced hypothyroidism in a model of low retinal neovascular incidence.
2004 Mar
(Salen)CrIIIX catalysts for the copolymerization of carbon dioxide and epoxides: role of the initiator and cocatalyst.
2004 Mar 22
Oligonucleotide-minor groove binder conjugates and their complexes with complementary DNA: effect of conjugate structural factors on the thermal stability of duplexes.
2004 May
Oligonucleotide--minor groove binder 1:2 conjugates: side by side parallel minor groove binder motif in stabilization of DNA duplex.
2004 Oct
Stereoselective tandem 1,4-addition reactions for benzenes: a comparison of Os(II), Re(I), and W(0) systems.
2004 Oct 27
Cross-species hybridisation of human and bovine orthologous genes on high density cDNA microarrays.
2004 Oct 28
Iron(III) complexes of sterically hindered tetradentate monophenolate ligands as functional models for catechol 1,2-dioxygenases: the role of ligand stereoelectronic properties.
2004 Oct 4
The first Cu(I)-mediated nucleophilic trifluoromethylation reactions using (trifluoromethyl)trimethylsilane in ionic liquids.
2004 Oct 7
Reactions of antimicrobial species to imidazole-microwave plasma reacted poly(dimethylsiloxane) surfaces.
2004 Sep 14
Cyclohexene oxide/CO2 copolymerization catalyzed by chromium(III) salen complexes and N-methylimidazole: effects of varying salen ligand substituents and relative cocatalyst loading.
2004 Sep 20
Colestilan, a new bile acid-sequestering resin, reduces bodyweight in postmenopausal women who have dieted unsuccessfully.
2005
[New therapy strategies in secondary hyperparathyroidism on dialysis (I): new concepts, new treatments].
2005
Synthesis and biological evaluation of 2',3'-didehydro-2',3'-dideoxy-9-deazaguanosine, a monophosphate prodrug and two analogues, 2',3'-dideoxy-9-deazaguanosine and 2',3'-didehydro-2',3'-dideoxy-9-deazainosine.
2005
Epididymal sperm granuloma induced by chronic administration of 2-methylimidazole in B6C3F1 mice.
2005
Copper(II) complexes of tridentate pyridylmethylethylenediamines: role of ligand steric hindrance on DNA binding and cleavage.
2005 Aug
Effect of MCI-196 (colestilan) as a phosphate binder on hyperphosphataemia in aemodialysis patients: a double-blind, placebo-controlled, short-term trial.
2005 Feb
[MnIII2 (5-Rsaltmen)2NiII(pao)2(L)]2+: an S(T)=3 building block for a single-chain magnet that behaves as a single-molecule magnet.
2005 Feb 18
Thermodynamic profiles for CO photodissociation from heme model compounds: effect of proximal ligands.
2005 Feb 21
Analysis of noncovalent complexes between human telomeric DNA and polyamides containing N-methylpyrrole and N-methylimidazole by using electrospray ionization mass spectrometry.
2005 Feb 4
From model compounds to protein binding: syntheses, characterizations and fluorescence studies of [RuII(bipy)(terpy)L]2+ complexes (bipy = 2,2'-bipyridine; terpy = 2,2':6',2''-terpyridine; L = imidazole, pyrazole and derivatives, cytochrome c).
2005 Jan 21
Charge donation to and dearomatization of benzene attending complexation: DFT estimates of binding energies of TpMXO(L) with benzene, for Tp = hydridotris(pyrazolyl) borate, MXO = MoNO, ReCO, and WNO, and L = ammonia, N-methylimidazole, pyridine, phosphine, methyl isocyanide, and carbon monoxide.
2005 Jan 30
Ligand orientation control in low-spin six-coordinate (porphinato)iron(II) species.
2005 Jun 13
Formation of a mutagenic heterocyclic aromatic amine from creatinine in urine of meat eaters and vegetarians.
2005 Mar
Electrospray negative ionization mass spectrometry of polyamides containing N-methylpyrrole and N-methylimidazole.
2005 May
Simple chip-based interfaces for on-line monitoring of supramolecular interactions by nano-ESI MS.
2005 Oct
Heme carbonyls: environmental effects on nu(C-O) and Fe-C/C-O bond length correlations.
2005 Oct 19
Catalytic conjugate additions of carbonyl anions under neutral aqueous conditions.
2005 Oct 26
Blue and near-UV phosphorescence from iridium complexes with cyclometalated pyrazolyl or N-heterocyclic carbene ligands.
2005 Oct 31
Dual catalyst control in the enantioselective intramolecular Morita-Baylis-Hillman reaction.
2005 Sep 1
NMR and theoretical study on the coordination and solution structures of the interaction between diperoxovanadate complexes and histidine-like ligands.
2005 Sep 19
Induction of thyroid lesions in 14-week toxicity studies of 2 and 4-methylimidazole in Fischer 344/N rats and B6C3F1 mice.
2006 Mar
Liquid chromatographic assay of ivermectin in human plasma for application to clinical pharmacokinetic studies.
2006 Mar 3
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:05:54 GMT 2023
Edited
by admin
on Fri Dec 15 17:05:54 GMT 2023
Record UNII
T0049Z45LZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-METHYLIMIDAZOLE
HSDB  
Systematic Name English
EPIKURE-MI 2
Brand Name English
2-METHYLIMIDAZOLE [IARC]
Common Name English
METHYLIMIDAZOLE, 2-
Systematic Name English
IMICURE-AMI 2
Brand Name English
2-METHYL-1H-IMIDAZOLE
Systematic Name English
ONDANSETRON HYDROCHLORIDE IMPURITY, 2-METHYLIMIDAZOLE- [USP IMPURITY]
Common Name English
EPICURE-MI 2
Brand Name English
1H-IMIDAZOLE, 2-METHYL-
Systematic Name English
NSC-21394
Code English
ONDANSETRON HYDROCHLORIDE DIHYDRATE IMPURITY F [EP IMPURITY]
Common Name English
CUREZOL-2MZ-P
Brand Name English
2-METHYLIMIDAZOLE [HSDB]
Common Name English
Code System Code Type Description
FDA UNII
T0049Z45LZ
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
WIKIPEDIA
2-Methylimidazole
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
HSDB
7756
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID4022107
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
CAS
693-98-1
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
NSC
21394
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
PUBCHEM
12749
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-765-7
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
sum of impurities E and F: not more than the sum of the areas of the corresponding peaks in the chromatogram obtained with reference solution (g) (0.2 per cent)
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP