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Imidazoles

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Definition: Compounds containing 1,3-diazole, a five membered aromatic ring containing two nitrogen atoms separated by one of the carbons. Chemically reduced ones include IMIDAZOLINES and IMIDAZOLIDINES. Distinguish from 1,2-diazole (PYRAZOLES).     
See Also Benzimidazoles
Examples Aminoimidazole Carboxamide; Antazoline; Biotin; Bis(4-Methyl-1-Homopiperazinylthiocarbonyl)disulfide; 4-(3-Butoxy-4-methoxybenzyl)-2-imidazolidinone; Carbimazole; Cimetidine; Clotrimazole; Creatinine; Dacarbazine; Dexmedetomidine; Econazole; Enoximone; Etimizol; Etomidate; Fadrozole; Fluspirilene; Histamine; Histidinol; Idazoxan; Imidazolidines; Imidazolines; Impromidine; Levamisole; Losartan; Medetomidine; Methimazole; Miconazole; Naphazoline; Niridazole; Nitroimidazoles; Ondansetron; Oxymetazoline; Phentolamine; Tetramisole; Trimethaphan; Urocanic Acid
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
SH-053-2'F-R-CH3  0   *Imidazoles Diazepam/*analogs & derivatives. Neuropharmacology. 2010 Dec;59(7-8):612-8.
4-(3-ethylthiophenyl)-2-(3-thienyl)-1H-imidazole  0   *Imidazoles *Thiophenes Cholinesterase Inhibitors. Eur J Pharm Sci. 2012 Jan 23;45(1-2):169-83
orteronel  0   *Imidazoles *Naphthalenes. J Steroid Biochem Mol Biol. 2012 Apr;129(3-5):115-28
HS-104  0   *Imidazoles *Pyridines Phosphatidylinositol 3-Kinase/antagonists & inhibitors. Cancer Lett. 2012 May 1;318(1):68-75
1-(2-hydroxyethyl)-3-methylimidazolium tetrafluoroborate  0   *Imidazoles. Faraday Discuss. 2012;154():155-69
5-furan-2yl-isoxazole-3-carboxylic acid (3-imidazol-1yl-propyl)-amide  0   *Imidazoles *Isoxazoles. Cell Res. 2012 Jan;22(1):237-47.
8-amino-3-(2,3-dihydroxypropyl)imidazo(4',5'-5,6)pyrido(2,3-d)pyrimidine  0   *Imidazoles *Pyrimidines. Bioorg Med Chem. 2012 Jan 1;20(1):16-24
6-(3-cyclopentyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinic acid  0   *Imidazoles *Nicotinic Acids Glucokinase/antagonists & inhibitors. J Med Chem. 2012 Feb 9;55(3):1318-33.
3-(3-benzoylbenzylidene)-6-((5-tert-butyl-1H-imidazol-4-yl)methylene)piperazine-2,5-dione  0   *Imidazoles *Diketopiperazines. J Med Chem. 2012 Feb 9;55(3):1056-71.
3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(2,5-difluorobenzylidene)piperazine-2,5-dione  0   *Imidazoles *Diketopiperazines. J Med Chem. 2012 Feb 9;55(3):1056-71.
4-(6-methoxy-2-naphthyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazole  0   *Imidazoles *Pyridines. Neoplasia. 2012 Feb;14(2):131-40.
fluorohymenidin  0   *Imidazoles *Pyrroles. Org Lett. 2012 Jan 20;14(2):468-71
8-(6-methoxypyridin-3-yl)-3-methyl-1-(4-piperazin-1-yl-3-trifluoromethylphenyl)-1,3-dihydroimidazo(4,5-c)quinolin-2-one  0   *Imidazoles *Quinolines Phosphatidylinositol 3-Kinase/antagonists & inhibitors. Clin Cancer Res. 2011 Nov 15;17(22):7116-26.
CAY10449  0   *Benzophenones *Imidazoles. Eur Respir J. 2009 Feb;33(2):405-10.
1-butyl-2-(5'-methyl-2'-furoyl)imidazole  0   *Imidazoles. Molecules. 2011;16(10) (dup#14):8463-74
tricladin B  0   *Imidazoles Alkaloids. Chem Biodivers. 2011 Oct;8(10):1914-20
tricladin A  0   *Imidazoles Alkaloids. Chem Biodivers. 2011 Oct;8(10):1914-20
4'-(4-(4,5-diphenyl-1H-imidazol-2-yl)phenyl)-(2,2'-6',2'')terpyridine  0   *Imidazoles *Pyridines Ligands. Dalton Trans. 2011 Nov 28;40(44):11795-808.
1-n-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide  0   *Imidazoles *Imides. J Chem Phys. 2011 Sep 28;135(12):124507
bambus(6)uril  0   *Imidazoles *Macrocyclic Compounds. J Phys Chem A. 2011 Oct 20;115(41):11378-86
2-(2'-hydroxyphenyl)-4-methylimidazo(4,5-b)pyridine  0   *Imidazoles *Pyridines. Photochem Photobiol Sci. 2011 Oct;10(10):1622-36.
2-(2'-methoxyphenyl)imidazo(4,5-b)pyridine  0   *Imidazoles *Pyridines. Photochem Photobiol Sci. 2011 Oct;10(10):1622-36.
4-(2-hydroxyphenyl)-4,5,6,7-tetrahydro-1H-imidazo(4,5-c)pyridin-5-ium chloride hydrate  0   *Imidazoles *Pyridinium Compounds. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Nov;82(1):360-7
DSE-3 compound  0   *Imidazoles *Pyrroles. Cancer Sci. 2011 Dec;102(12):2221-30.
4-benzoyl-1-(4-methyl-imidazol-5-yl)carbonylthiosemicarbazide  0   *Imidazoles *Semicarbazides DNA Gyrase/antagonists & inhibitors. J Mol Model. 2011 Sep;17(9):2297-303.
2-chloro-4-((2,5-dimethyl-1-(4-(trifluoromethoxy)phenyl)-1H-imidazol-4-yl)ethynyl)pyridine  0   *Imidazoles *Pyridines. J Pharmacol Exp Ther. 2011 Nov;339(2):474-86.
zorrimidazolone  0   *Imidazoles. Mar Drugs. 2011;9(6):1157-65
phenoprodifen  0   *Imidazoles Receptors, Histamine H1 Histamine Agonists. Biochem Pharmacol. 2011 Dec 15;82(12):1910-8.
N-(4-(3H-imidazo(4,5-c)pyridin-2-yl)-9H-fluoren-9-yl)-1H-pyrrolo(2,3-b)pyridine-4-carboxamide  0   *Fluorenes *Imidazoles HSP90 Heat-Shock Proteins/antagonists & inhibitors. J Med Chem. 2011 Oct 27;54(20):7206-19.
GNF 179  0   *Imidazoles *Piperazines. Science. 2011 Dec 9;334(6061):1372-7.
4(5)-(2-mercaptoethyl)-1H-imidazole-2-carboxamide  0   *Imidazoles *Sulfhydryl Compounds. J Am Chem Soc. 2011 Sep 14;133(36):14267-9
2-methylalanyl-N-(1-(1-(4-fluorophenyl)-1-methyl-2-oxo-2-pyrrolidin-1-ylethyl)-1H-imidazol-4-yl)-5-phenylnorvalinamide  0   *Dipeptides *Imidazoles. Drug Metab Dispos. 2011 May;39(5):740-9.
4,5-di(2-furyl)-1H -imidazole  0   *Furans *Imidazoles. J Fluoresc. 2011 Jul;21(4):1607-15
2-(2-chlorophenyl)-3-(cyclohexylamino)imidazo(1,2-a)pyridine-5-carbonitrile  0   *Imidazoles *Pyridines. Bioorg Med Chem. 2011 Jul 15;19(14):4227-37.
OSI 027  0   *Imidazoles *Triazines. Mol Cancer Ther. 2011 Aug;10(8):1394-406.
imidazole-4,5-dicarbonitrile  0   *Imidazoles *Nitriles. J Fluoresc. 2011 Jul;21(4):1779-87
2,4,5-tri(2-furyl)-1H-imidazole  0   *Imidazoles. J Fluoresc. 2011 Jul;21(4):1607-15
2-(4-Formylphenyl)phenanthroimidazole  0   *Imidazoles *Phenanthrolines. J Fluoresc. 2011 Jul;21(4):1331-5
N-(3,4-dichlorophenyl)-N'-isopropyl-N'-(1-isopropyl-1H-imidazol-2-yl)guanidine  0   *Guanidines *Imidazoles. J Med Chem. 2011 Oct 13;54(19):6634-46.
2-(1-phenyl-1H-benzo(d)imidazol-2-yl)phenol  0   *Imidazoles *Phenols. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1876-80
2-((2-hydroxynaphthalen-1-yl)methyleneamino)-3-(1H-imidazol-5-yl) propanoic acid  0   *Imidazoles *Propionic Acids. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1688-92
6,8-diphenylimidazo(1,2-alpha)pyrazine  0   *Imidazoles *Pyrazines. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1220-5
SCH 1473759  0   *Imidazoles *Pyrazines. Cancer Chemother Pharmacol 2011 Oct;68(4):923-33
8a-methyl-1,3-dioxo-2-(2-phenylcyclopropyl)-N-(1-phenyl-1H-pyrazol-5-yl)hexahydroimidazo(1,5-a)pyrazine-7(1H)-carboxamide  0   *Imidazoles *Pyrazines. Bioorg Med Chem Lett 2011 Aug 1;21(15):4422-8
HX4 compound  0   *Imidazoles *Triazoles Radiopharmaceuticals. Proc Natl Acad Sci U S A. 2011 Aug 30;108(35):14620-5
BIA 5-961  0   *Benzopyrans *Imidazoles. Clin Ther 2011 Jun;33(6):776-91
GSK 2118436  0   *Imidazoles *Oximes. Arch Pharm Res 2011 May;34(5):699-701
pilosine  0   *Imidazoles. Planta Med. 2011 Feb;77(3):293-300
1-hexadecyl-3-vinylimidazolium bromide  0   *Imidazoles *Vinyl Compounds. Phys Chem Chem Phys. 2011 Jun 21;13(23):11373-83
3-(5-(2-(1H-tetrazol-5-yl)phenyl)-2,3-dihydro-1H-inden-1-yl)-2-ethyl-5-isobutyl-7-methyl-3H-imidazo(4,5-b)pyridine  0   *Imidazoles *Pyridines Angiotensin II Type 1 Receptor Blockers PPAR gamma/agonists. J Med Chem 2011 Jun 23;54(12):4219-33
2-benzyl-5-thiocyanato-6-(4'-fluorophenyl)imidazo(2,1-b)(1,3,4)thiadiazole  0   *Imidazoles *Thiadiazoles. Eur J Med Chem 2011 Jun;46(6):2109-16
1,3-bisbenzylimidazolium  0   *Imidazoles. CNS Neurosci Ther 2011 Jun;17(3):148-57
U63A05  0   *Imidazoles *Isoquinolines. J Pharmacol Sci. 2011;115(4):500-8
naphtho(1,2-b-7,8-b')dipyrroloimidazole  0   *Imidazoles *Naphthalenes. Angew Chem Int Ed Engl. 2011 May 9;50(20):4649-53
4-((2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl)methylbenzenecarboxylic acid  0   *Imidazoles *Pyrroles. Bioorg Med Chem. 2011 May 1;19(9):2888-902
1-((2S)-1-(4-(methoxycarbonyl)benzyl)-5-oxotetrahydro-1H-pyrrol-2-ylmethyl)-1H-imidazole-5-carboxylic acid  0   *Imidazoles *Pyrroles. Bioorg Med Chem. 2011 May 1;19(9):2888-902
7-(4-((3-fluorobenzyl)carbamoyl)-5-cyclopropyl-2-(4-fluorophenyl)-1H-imidazol-1-yl)-3,5-dihydroxyheptanoic acid  0   *Heptanoic Acids *Imidazoles Hydroxymethylglutaryl-CoA Reductase Inhibitors. Bioorg Med Chem Lett 2011 May 1;21(9):2725-31
MK 2918  0   *Azepines *Imidazoles Receptors, Calcitonin Gene-Related Peptide/antagonists & inhibitors. Bioorg Med Chem Lett 2011 May 1;21(9):2683-6
(1E)-1-((pyridin-2-yl)methyleneamino)-3-(3-(pyridin-2-yl)imidazo(1,5-a)pyridin-2(3H)-yl)propan-2-ol  0   *Imidazoles *Pyridines. Dalton Trans. 2011 May 14;40(18):4855-64
(4-(5-amino-4-carbamoylimidazol-1-yl)-2,3-dihydroxycyclopentyl) methyl phosphate  0   *Imidazoles *Phosphoric Acid Esters Protein Kinase C/antagonists & inhibitors. Int J Biochem Cell Biol 2011 May;43(5):784-94
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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