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Home > Imidazoles > 693-98-1

693-98-1

693-98-1 | 2-Methylimidazole

CAS No: 693-98-1 Catalog No: AG0033E8 MDL No:MFCD00005190

Product Description

Catalog Number:
AG0033E8
Chemical Name:
2-Methylimidazole
CAS Number:
693-98-1
Molecular Formula:
C4H6N2
Molecular Weight:
82.1038
MDL Number:
MFCD00005190
IUPAC Name:
2-methyl-1H-imidazole
InChI:
InChI=1S/C4H6N2/c1-4-5-2-3-6-4/h2-3H,1H3,(H,5,6)
InChI Key:
LXBGSDVWAMZHDD-UHFFFAOYSA-N
SMILES:
Cc1ncc[nH]1
EC Number:
211-765-7
UNII:
T0049Z45LZ
NSC Number:
21394

Properties

Complexity:
44.8  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
82.053g/mol
Formal Charge:
0
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
82.106g/mol
Monoisotopic Mass:
82.053g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
28.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2  

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[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. Chemistry (Weinheim an der Bergstrasse, Germany) 20050218
Analysis of noncovalent complexes between human telomeric DNA and polyamides containing N-methylpyrrole and N-methylimidazole by using electrospray ionization mass spectrometry. Chemistry (Weinheim an der Bergstrasse, Germany) 20050204
Effect of MCI-196 (colestilan) as a phosphate binder on hyperphosphataemia in aemodialysis patients: a double-blind, placebo-controlled, short-term trial. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20050201
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. Journal of computational chemistry 20050130
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). Dalton transactions (Cambridge, England : 2003) 20050121
Epididymal sperm granuloma induced by chronic administration of 2-methylimidazole in B6C3F1 mice. Toxicologic pathology 20050101
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. Nucleosides, nucleotides & nucleic acids 20050101
[New therapy strategies in secondary hyperparathyroidism on dialysis (I): new concepts, new treatments]. Nefrologia : publicacion oficial de la Sociedad Espanola Nefrologia 20050101
Colestilan, a new bile acid-sequestering resin, reduces bodyweight in postmenopausal women who have dieted unsuccessfully. Drugs in R&D 20050101
Toxicology and carcinogensis studies of 2-methylimidazole (Cas No. 693-98-1) in B6C3F1 mice (feed studies). National Toxicology Program technical report series 20041201
Stereoselective tandem 1,4-addition reactions for benzenes: a comparison of Os(II), Re(I), and W(0) systems. Journal of the American Chemical Society 20041027
The first Cu(I)-mediated nucleophilic trifluoromethylation reactions using (trifluoromethyl)trimethylsilane in ionic liquids. Organic & biomolecular chemistry 20041007
Iron(III) complexes of sterically hindered tetradentate monophenolate ligands as functional models for catechol 1,2-dioxygenases: the role of ligand stereoelectronic properties. Inorganic chemistry 20041004
Oligonucleotide--minor groove binder 1:2 conjugates: side by side parallel minor groove binder motif in stabilization of DNA duplex. Nucleosides, nucleotides & nucleic acids 20041001
Cyclohexene oxide/CO2 copolymerization catalyzed by chromium(III) salen complexes and N-methylimidazole: effects of varying salen ligand substituents and relative cocatalyst loading. Inorganic chemistry 20040920
Reactions of antimicrobial species to imidazole-microwave plasma reacted poly(dimethylsiloxane) surfaces. Langmuir : the ACS journal of surfaces and colloids 20040914
Rapid biomonitoring of heterocyclic aromatic amines in human urine by tandem solvent solid phase extraction liquid chromatography electrospray ionization mass spectrometry. Chemical research in toxicology 20040801
Study on reactions of 2-(dinitromethylene)-4,5-imidazolidinedione. The Journal of organic chemistry 20040625
Proximal and distal influences on ligand binding kinetics in microperoxidase and heme model compounds. Biochemistry 20040608
Oligonucleotide-minor groove binder conjugates and their complexes with complementary DNA: effect of conjugate structural factors on the thermal stability of duplexes. Nucleosides, nucleotides & nucleic acids 20040501
Adenosylcobinamide plus exogenous, sterically hindered, putative axial bases: a reinvestigation into the cause of record levels of Co-C heterolysis. Inorganic chemistry 20040419
Phase I and pharmacokinetic study of irinotecan in combination with R115777, a farnesyl protein transferase inhibitor. British journal of cancer 20040419
Formation and stability of N-heterocyclic carbenes in water: the carbon acid pKa of imidazolium cations in aqueous solution. Journal of the American Chemical Society 20040407
Biology of N-methylpyrrole-N-methylimidazole hairpin polyamide. Biological & pharmaceutical bulletin 20040401
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. Toxicity report series 20040401
[Synthesis and spectral properties of tailed sercine tetraphenylporphyrin cobalt complex]. Guang pu xue yu guang pu fen xi = Guang pu 20040401
(Salen)CrIIIX catalysts for the copolymerization of carbon dioxide and epoxides: role of the initiator and cocatalyst. Inorganic chemistry 20040322
Effect of methylimidazole-induced hypothyroidism in a model of low retinal neovascular incidence. Investigative ophthalmology & visual science 20040301
Creatinine determination in serum by capillary electrophoresis. Electrophoresis 20040201
Electrospray ionization mass spectral fragmentation mechanisms of DNA-recognizing polyamides containing N-methylpyrrole and N-methylimidazol. Rapid communications in mass spectrometry : RCM 20040101
Electrospray ionization mass spectrometric analysis of noncovalent complexes between DNA and polyamides containing N-methylpyrrole and N-methylimidazole. Rapid communications in mass spectrometry : RCM 20040101
Energy dissipation processes of singlet-excited 1-hydroxyfluorenone and its hydrogen-bonded complex with N-methylimidazole. Photochemistry and photobiology 20040101
Electrospray ionization mass spectral characteristics and fragmentation mechanisms of novel photoinduced DNA-cleaving agents formed as conjugates of haloarenes and polyamides containing N-methylimidazole. Rapid communications in mass spectrometry : RCM 20040101
Cross-species hybridisation of human and bovine orthologous genes on high density cDNA microarrays. BMC genomics 20040101
[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. Inorganic chemistry 20031215
Identification of human glutaminyl cyclase as a metalloenzyme. Potent inhibition by imidazole derivatives and heterocyclic chelators. The Journal of biological chemistry 20031212
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). Inorganic chemistry 20031103
Nonplanar distortions of bis-base low-spin iron(II)-porphyrinates: absorption and resonance Raman investigations of cross-trans-linked iron(II)-basket-handle porphyrin complexes. Journal of the American Chemical Society 20030924
Quaternary salts containing the pentafluorosulfanyl (SF5) group. Inorganic chemistry 20030922
Synthesis and in vitro pharmacology of novel heterocyclic muscarinic ligands. Farmaco (Societa chimica italiana : 1989) 20030901
Non-degradative dissolution and acetylation of ball-milled plant cell walls: high-resolution solution-state NMR. The Plant journal : for cell and molecular biology 20030801
DNA binding hairpin polyamides with antifungal activity. Chemistry & biology 20030701
Induced fit process in the selective distal binding of imidazoles in zinc(II) porphyrin receptors. Inorganic chemistry 20030616
Solid-State 67Zn NMR spectroscopic studies and ab initio molecular orbital calculations on a synthetic analogue of carbonic anhydrase. Journal of the American Chemical Society 20030402
Oxovanadium(IV) and -(V) complexes of dithiocarbazate-based tridentate Schiff base ligands: syntheses, structure, and photochemical reactivity of compounds involving imidazole derivatives as coligands. Inorganic chemistry 20030310
Reaction of (mu-oxo)diiron(III) core with CO2 in N-methylimidazole: formation of mono(mu-carboxylato)(mu-oxo)diiron(III) complexes with N-methylimidazole as ligands. Inorganic chemistry 20030310
Assignment of heme resonances and determination of the electronic structures of high- and low-spin nitrophorin 2 by 1H and 13C NMR spectroscopy: an explanation of the order of heme methyl resonances in high-spin ferriheme proteins. Biochemistry 20030128
Effects of a nonplanar porphyrin rings on the spin-spin interactions in low-spin ferric porphyrin radical cationst. Chemical communications (Cambridge, England) 20030121
Kinetic isotope effects for concerted multiple proton transfer: a direct dynamics study of an active-site model of carbonic anhydrase II. Journal of the American Chemical Society 20030108
Ultraviolet spectrophotometric characterization of copper(II) complexes with imidazole N-methyl derivatives of L-histidine in aqueous solution. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20030101
Fragmentation mechanisms of polyamides containing N-methylpyrrole and N-methylimidazole by electrospray ionization tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20030101
Fmoc solid-phase synthesis and its application to pyrrole-imidazole polyamides. Nucleic acids research. Supplement (2001) 20030101
Remarkably stable iron porphyrins bearing nonheteroatom-stabilized carbene or (alkoxycarbonyl)carbenes: isolation, X-ray crystal structures, and carbon atom transfer reactions with hydrocarbons. Journal of the American Chemical Society 20021106
Paramagnetic resonance in imidazolate-bridged homobinuclear (copper-copper) and heterobinuclear (copper-zinc) complexes. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20021101
Treatment of children with familial hypercholesterolemia with colestilan, a newly developed bile acid-binding resin. Atherosclerosis 20021001
Synthesis of polyamides containing N-methylpyrrole and N-methylimidazole and their anticancer activity. Archives of pharmacal research 20021001
Ionic liquid-coated enzyme for biocatalysis in organic solvent. The Journal of organic chemistry 20020920
Biomimetic oxidation of 2-methylimidazole derivative with a chemical model system for cytochrome P-450. Chemical & pharmaceutical bulletin 20020801
Liquid chromatographic assay of moxidectin in human plasma for application to pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis 20020731
Structure of a beta-alanine-linked polyamide bound to a full helical turn of purine tract DNA in the 1:1 motif. Journal of molecular biology 20020628
Toxicokinetics of 2-methylimidazole in male and female F344 rats. Journal of toxicology and environmental health. Part A 20020628
Cycloaddition reactions of dihapto-coordinated furans. Journal of the American Chemical Society 20020626
Mechanistic aspects of the copolymerization reaction of carbon dioxide and epoxides, using a chiral salen chromium chloride catalyst. Journal of the American Chemical Society 20020605
Control of cytochrome C redox potential: axial ligation and protein environment effects. Journal of the American Chemical Society 20020515
Biomimetic studies of terminal oxidases: trisimidazole picket metalloporphyrins. Inorganic chemistry 20020422
Ligand-modulated stereo- and regioselective tandem addition reactions of rhenium-bound naphthalene. Journal of the American Chemical Society 20020403
Spectroscopic studies on human serum albumin and methemalbumin: optical, steady-state, and picosecond time-resolved fluorescence studies, and kinetics of substrate oxidation by methemalbumin. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20020301
Crystal structure of F65A/Y131C-methylimidazole carbonic anhydrase V reveals architectural features of an engineered proton shuttle. Biochemistry 20020226
Electrospray ionization tandem mass spectrometric characteristics and fragmentation mechanisms of distamycin analogues. Rapid communications in mass spectrometry : RCM 20020101
Mapping nucleotide binding site of calcium ATPase with IR spectroscopy: effects of ATP gamma-phosphate binding. Biopolymers 20020101
Silacyclic derivatives of heteroaromatic sulfides as selective cholesterol level lowering and vasodilating agents. Metal-based drugs 20020101
Structure-spectroscopy correlation in distorted five-coordinate Cu(II) complexes: a case study with a set of closely related copper complexes of pyridine-2,6-dicarboxamide ligands. Inorganic chemistry 20011231
Kinetic study of the hydrolysis of phthalic anhydride and aryl hydrogen phthalates. The Journal of organic chemistry 20011116
Determination of emamectin residues in the tissues of Atlantic salmon (Salmo salar L.) using HPLC with fluorescence detection. Journal of agricultural and food chemistry 20011101
Extraction and isolation of avermectins and milbemycins from liver samples using unmodified supercritical CO2 with in-line trapping on basic alumina. Journal of chromatography. B, Biomedical sciences and applications 20010915
Chromium(III)-promoted C(2) isotopic H-exchange in coordinated N-methylimidazole: exceptionally rapid or slow and normal? Journal of the American Chemical Society 20010822
Molecular structures and magnetic resonance spectroscopic investigations of highly distorted six-coordinate low-spin iron(III) porphyrinate complexes. Journal of the American Chemical Society 20010711
Autoxidation of substituted phenols catalyzed by cobalt Schiff base complexes in supercritical carbon dioxide. Inorganic chemistry 20010702
Cavitand zn(II)-porphyrin capsules with high affinities for pyridines and N-methylimidazole. The Journal of organic chemistry 20010601
Development and optimisation of an improved derivatisation procedure for the determination of avermectins and milbemycins in bovine liver. The Analyst 20010501
Fmoc solid phase synthesis of polyamides containing pyrrole and imidazole amino acids. Organic letters 20010419
Thermodynamic and kinetic studies on the reaction between the vitamin B12 derivative beta-(N-methylimidazolyl)cobalamin and N-methylimidazole: ligand displacement at the alpha axial site of cobalamins. Inorganic chemistry 20010326
RNase activity of a DNA minor groove binder with a minimalist catalytic motif from RNase A. Biochemical and biophysical research communications 20010301
Amplification of bleomycin-induced DNA cleavage at cytosine residues 3' to GGG sequences by pyrrole triamide. Biochemical pharmacology 20010201
Kinetic consequences of covalent linkage of DNA binding polyamides. Biochemistry 20010109
Alternative heterocycles for DNA recognition: an N-methylpyrazole/N-methylpyrrole pair specifies for A.T/T.A base pairs. Bioorganic & medicinal chemistry 20010101
Determination of selamectin in dog plasma by high performance liquid chromatography with automated solid phase extraction and fluorescence detection. Veterinary research 20010101
Improved method for determination of abamectin and ivermectin in cattle plasma. Journal of AOAC International 20010101
[Synthesis of cholesterol-containing cationic amphiphiles with heterocyclic bases]. Bioorganicheskaia khimiia 20010101

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