A five-membered organic heterocycle containing two nitrogen atoms at positions 1 and 3, or any of its derivatives; compounds containing an imidazole skeleton.
| Member | Definition | Role |
|---|
| [1-Benzyl-2-(methylsulfanyl)-1H-imidazol-5-yl]methanol | | [1-Benzyl-2-(methylsulfanyl)-1H-imidazol-5-yl]methanol |
| 1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1h-imidazole | An ether that is 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)ethanol in which the hydrogen of the hydroxy group has been substituted by a 3-(4-methoxyphenyl)propyl group. | SKF-96365 free base |
| 1-(2-hydroxyethyl)-2-hydroxymethyl-5-nitroimidazole | | Metronidazole-OH |
| 1-(2-trifluoromethylphenyl)imidazole | | 1-[2-(trifluoromethyl)phenyl]imidazole |
| 1-(3-aminopropyl)imidazole | | 3-(1H-imidazol-1-yl)propylamine |
| 1-(3,4-dihydro-2H-quinolin-1-yl)-2-[[1-(4-ethoxyphenyl)-2-imidazolyl]thio]ethanone | | 1-(3,4-dihydro-2H-quinolin-1-yl)-2-[[1-(4-ethoxyphenyl)-2-imidazolyl]thio]ethanone |
| 1-(trimethylsilyl)-1h-imidazole | A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a trimethylsilyl group. N-trimethylsilylimidazole is a derivatisation agent used in gas chromatography/mass spectrometry applications. | N-trimethylsilylimidazole |
| 1-[(4-tert-butylphenyl)methyl]-4-(4-nitrophenyl)imidazole | | 1-[(4-tert-butylphenyl)methyl]-4-(4-nitrophenyl)imidazole |
| 1-[[[1-(6-methyl-2-pyridinyl)-4-imidazolyl]-oxomethyl]amino]-3-phenylthiourea | | 1-[[[1-(6-methyl-2-pyridinyl)-4-imidazolyl]-oxomethyl]amino]-3-phenylthiourea |
| 1-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-nitrophenyl]-1H-imidazole | | 1-[2-(2,5-dimethyl-1H-pyrrol-1-yl)-4-nitrophenyl]-1H-imidazole |
| 1-[4-(2-chlorophenoxy)butyl]imidazole | An aromatic ether that is 2-chlorophenol in which the phenolic hydrogen has been substituted by a 4-(1H-imidazol-1-yl)butyl group. | 1-[4-(2-chlorophenoxy)butyl]imidazole |
| 1-[6-(4-chlorophenyl)-5-imidazo[2,1-b]thiazolyl]-N-[(3,4-dichlorophenyl)methoxy]methanimine | | 1-[6-(4-chlorophenyl)-5-imidazo[2,1-b]thiazolyl]-N-[(3,4-dichlorophenyl)methoxy]methanimine |
| 1-ethyl-2-benzimidazolinone | | 1-Ethyl-2-benzimidazolinone |
| 1-hydroxy-2-phenyl-1,5,6,7-tetrahydro-4H-benzimidazol-4-one | | 1-hydroxy-2-phenyl-1,5,6,7-tetrahydro-4H-benzimidazol-4-one |
| 1-methylimidazole | A 1H-imidazole having a methyl substituent at the N-1 position. | 1-methyl-1H-imidazole |
| 1-methylpropyl-2-imidazolyl disulfide | | 2-(butan-2-yldisulfanyl)-1H-imidazole |
| 1-phenyl-2-[[4-(trifluoromethyl)phenyl]methylthio]imidazole | | 1-phenyl-2-[[4-(trifluoromethyl)phenyl]methylthio]imidazole |
| 1,2-dimethylimidazole | | 1,2-dimethylimidazole |
| 2-(1-adamantyl)imidazole | | 1-(1-adamantyl)imidazole |
| 2-(1-benzyl-1H-imidazol-5-yl)phenol | | 2-(1-benzyl-1H-imidazol-5-yl)phenol |
| 2-(2-chlorophenyl)-9-(3-methylphenyl)-8-oxo-7H-purine-6-carboxamide | | 2-(2-chlorophenyl)-9-(3-methylphenyl)-8-oxo-7H-purine-6-carboxamide |
| 2-(2-ethoxyphenyl)-8-oxo-9-phenyl-7H-purine-6-carboxamide | | 2-(2-ethoxyphenyl)-8-oxo-9-phenyl-7H-purine-6-carboxamide |
| 2-(2-furanyl)-3-(4-methylphenyl)imidazo[4,5-b]quinoxaline | | 2-(2-furanyl)-3-(4-methylphenyl)imidazo[4,5-b]quinoxaline |
| 2-(2-methoxy-4-(methylsulfinyl)phenyl)-1h-imidazo(4,5-c)pyridine | | 2-(2-methoxy-4-methylsulfinylphenyl)-3H-imidazo[4,5-c]pyridine |
| 2-(3,4-dichlorophenyl)imidazo[1,2-a]pyrimidine | | 2-(3,4-dichlorophenyl)imidazo[1,2-a]pyrimidine |
| 2-(3,5-dinitrophenyl)-3-(2-phenylethyl)imidazo[4,5-b]quinoxaline | | 2-(3,5-dinitrophenyl)-3-(2-phenylethyl)imidazo[4,5-b]quinoxaline |
| 2-(4-chlorophenyl)-3-(2-furanylmethyl)imidazo[4,5-b]quinoxaline | | 2-(4-chlorophenyl)-3-(2-furanylmethyl)imidazo[4,5-b]quinoxaline |
| 2-(4-methoxyphenyl)-3-propylimidazo[4,5-b]quinoxaline | | 2-(4-methoxyphenyl)-3-propylimidazo[4,5-b]quinoxaline |
| 2-(4-methylsulfonylphenyl)-6-imidazo[1,2-a]pyridinecarboxylic acid methyl ester | | 2-(4-methylsulfonylphenyl)-6-imidazo[1,2-a]pyridinecarboxylic acid methyl ester |
| 2-[(1,5-diphenyl-2-imidazolyl)thio]-N-(2-furanylmethyl)acetamide | | 2-[(1,5-diphenyl-2-imidazolyl)thio]-N-(2-furanylmethyl)acetamide |
| 2-[[1-(3-methoxyphenyl)-2-imidazolyl]thio]-N-(5-methyl-3-isoxazolyl)acetamide | | 2-[[1-(3-methoxyphenyl)-2-imidazolyl]thio]-N-(5-methyl-3-isoxazolyl)acetamide |
| 2-[[4-(3,4-dimethylphenyl)-1-phenyl-2-imidazolyl]thio]-N-(1,1-dioxo-3-thiolanyl)acetamide | | 2-[[4-(3,4-dimethylphenyl)-1-phenyl-2-imidazolyl]thio]-N-(1,1-dioxo-3-thiolanyl)acetamide |
| 2-[[5-(4-chlorophenyl)-1-(2-methoxyethyl)-2-imidazolyl]thio]-N-(thiophen-2-ylmethyl)acetamide | | 2-[[5-(4-chlorophenyl)-1-(2-methoxyethyl)-2-imidazolyl]thio]-N-(thiophen-2-ylmethyl)acetamide |
| 2-[[5-(4-fluorophenyl)-1-methyl-2-imidazolyl]thio]-1-(1-piperidinyl)ethanone | | 2-[[5-(4-fluorophenyl)-1-methyl-2-imidazolyl]thio]-1-(1-piperidinyl)ethanone |
| 2-[[5-(4-fluorophenyl)-1-methyl-2-imidazolyl]thio]-1-(2-methyl-2,3-dihydroindol-1-yl)ethanone | | 2-[[5-(4-fluorophenyl)-1-methyl-2-imidazolyl]thio]-1-(2-methyl-2,3-dihydroindol-1-yl)ethanone |
| 2-[4-(dimethylamino)phenyl]-N-(4-methylphenyl)-3-imidazo[1,2-a]pyrimidinamine | | 2-[4-(dimethylamino)phenyl]-N-(4-methylphenyl)-3-imidazo[1,2-a]pyrimidinamine |
| 2-[4-(trifluoromethoxy)phenyl]imidazo[1,2-a]pyrimidine | | 2-[4-(trifluoromethoxy)phenyl]imidazo[1,2-a]pyrimidine |
| 2-Chloro-6-(1H-imidazol-1-yl)benzonitrile | | 2-Chloro-6-(1H-imidazol-1-yl)benzonitrile |
| 2-methoxy-4-[5-methyl-3-(2-oxolanylmethylamino)-2-imidazo[1,2-a]pyridinyl]phenol | | 2-methoxy-4-[5-methyl-3-(2-oxolanylmethylamino)-2-imidazo[1,2-a]pyridinyl]phenol |
| 2-methyl-5-nitroimidazole | | 2-Methyl-5-nitroimidazole |
| 2-methylhistamine | An aralkylamino compound that is histamine bearing a methyl substituent at the 2 position on the ring. | 2-methylhistamine |
| 2-pentan-3-yl-1H-imidazole | | 2-pentan-3-yl-1H-imidazole |
| 2-phenyl-3-imidazo[1,2-a]pyridinecarboxaldehyde | | 2-phenyl-3-imidazo[1,2-a]pyridinecarboxaldehyde |
| 3-(4-methoxyphenyl)imidazo[1,5-a]pyridine | | 3-(4-methoxyphenyl)imidazo[1,5-a]pyridine |
| 3-[(1S)-1-phenylethyl]-4-imidazolecarboxylic acid ethyl ester | | 3-[(1S)-1-phenylethyl]-4-imidazolecarboxylic acid ethyl ester |
| 4-(3-amino-2-imidazo[1,2-a]pyridinyl)-2-methoxyphenol | | 4-(3-amino-2-imidazo[1,2-a]pyridinyl)-2-methoxyphenol |
| 4-(3-cyclohexyl-5-(4-fluoro-phenyl)-3h-imidazol-4-yl)pyrimidin-2-ylamine | A member of the class of imidazoles that is 1H-imidazole which is substituted at positions 1, 4, and 5 by cyclohexyl, p-fluorophenyl, and 2-aminopyrimidin-4-yl groups, respectively. It is a selective inhibitor of the delta- and epsilon-isoforms of casein kinase 1 (CK1delta and CK1epsilon). | PF-670462 free base |
| 4-(4-ethoxyphenyl)-1-(4-methoxyphenyl)-2-(methylthio)imidazole | | 4-(4-ethoxyphenyl)-1-(4-methoxyphenyl)-2-(methylthio)imidazole |
| 4-(5-benzo(1,3)dioxol-5-yl-4-pyridin-2-yl-1h-imidazol-2-yl)benzamide | A member of the class of benzamides that is 4-(imidazol-2-yl)benzamide carrying additional 1,3-benzodioxol-5-yl and pyridin-2-yl substituents at positions 4 and 5 respectively on the imidazole ring. | SB 431542 |
| 4-(6-iodo-2-imidazo[1,2-a]pyridinyl)-N,N-dimethylaniline | | 4-(6-iodo-2-imidazo[1,2-a]pyridinyl)-N,N-dimethylaniline |
| 4-[(3-methyl-5-nitro-4-imidazolyl)amino]phenol | | 4-[(3-methyl-5-nitro-4-imidazolyl)amino]phenol |
| 4-[(7-methyl-2-phenyl-3-imidazo[1,2-a]pyridinyl)methyl]morpholine | | 4-[(7-methyl-2-phenyl-3-imidazo[1,2-a]pyridinyl)methyl]morpholine |
| 4-[[2-(4-methoxyphenyl)-6-imidazo[2,1-b][1,3]benzothiazolyl]-oxomethyl]-1-piperazinecarboxylic acid ethyl ester | | 4-[[2-(4-methoxyphenyl)-6-imidazo[2,1-b][1,3]benzothiazolyl]-oxomethyl]-1-piperazinecarboxylic acid ethyl ester |
| 4-[3-(1,3-benzodioxol-5-ylmethylamino)-7-methyl-2-imidazo[1,2-a]pyridinyl]phenol | | 4-[3-(1,3-benzodioxol-5-ylmethylamino)-7-methyl-2-imidazo[1,2-a]pyridinyl]phenol |
| 4-[3-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-2-imidazo[1,2-a]pyrimidinyl]phenol | | 4-[3-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-2-imidazo[1,2-a]pyrimidinyl]phenol |
| 4-[3-(3-methylanilino)-2-imidazo[1,2-a]pyrimidinyl]phenol | | 4-[3-(3-methylanilino)-2-imidazo[1,2-a]pyrimidinyl]phenol |
| 4-[4-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)-1H-imidazol-5-yl]pyridine | | 4-[4-(4-fluorophenyl)-2-(4-methylsulfonylphenyl)-1H-imidazol-5-yl]pyridine |
| 4-chloro-2-[[(1-methyl-5-phenyl-2-imidazolyl)amino]methyl]phenol | | 4-chloro-2-[[(1-methyl-5-phenyl-2-imidazolyl)amino]methyl]phenol |
| 4-imidazolemethanol | A member of the class of imidazoles that is 1H-imidazole substituted by a hydroxymethyl group at position 4. | imidazole-4-methanol |
| 4-methylhistamine | An aralkylamino compound that is histamine bearing a methyl substituent at the 5 position on the ring. | 4-methylhistamine |
| 4-methylimidazole | Imidazole substituted at position 4 by a methyl group. | 4-methylimidazole |
| 4-nitroimidazole | A C-nitro compound that is imidazole bearing a nitro substituent at position 5. | 5-nitroimidazole |
| 4,5-dichloro-2-methyl-1-(2-phenoxyethyl)imidazole | | 4,5-dichloro-2-methyl-1-(2-phenoxyethyl)imidazole |
| 5-(1,3-benzodioxol-5-yl)-3-[3-(methylthio)phenyl]-1H-imidazol-2-one | | 5-(1,3-benzodioxol-5-yl)-3-[3-(methylthio)phenyl]-1H-imidazol-2-one |
| 5-(3-methyl-1-triazeno)imidazole-4-carboxamide | A monocarboxylic acid amide that is dacarbazine in which one of the methyl groups is replaced by a hydrogen. It is the active metabolite of dacarbazine, and is also produced by spontaneous hydrolysis of temozolomide in the body. | MTIC |
| 5-(4-bromophenyl)-1-methyl-N-(3-pyridinylmethyl)-2-imidazolamine | | 5-(4-bromophenyl)-1-methyl-N-(3-pyridinylmethyl)-2-imidazolamine |
| 5-(4-fluorophenyl)sulfonyl-1-(2-methylpropyl)-4-nitro-2-propan-2-ylimidazole | | 5-(4-fluorophenyl)sulfonyl-1-(2-methylpropyl)-4-nitro-2-propan-2-ylimidazole |
| 5-imidazolepropionic acid | A monocarboxylic acid that is propionic acid in which one of the hydrogens at position 3 has been replaced by an imidazol-4-yl group. | dihydrourocanic acid |
| 5-methylbenzimidazole | A member of the class of imidazoles that is 1H-benzimidazole in which the hydrogen at position 5 is substituted by a methyl group. | 5-methyl-1H-benzimidazole |
| 6-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole | | 6-(4-chlorophenyl)-2,3-dihydroimidazo[2,1-b]thiazole |
| 6-(4-methoxyphenyl)-N,3-dimethyl-2-imidazo[2,1-b]thiazolecarboxamide | | 6-(4-methoxyphenyl)-N,3-dimethyl-2-imidazo[2,1-b]thiazolecarboxamide |
| 6-methyl-2-[4-(1-piperidinylsulfonyl)phenyl]imidazo[1,2-a]pyridine | | 6-methyl-2-[4-(1-piperidinylsulfonyl)phenyl]imidazo[1,2-a]pyridine |
| 9-(3,5-difluorophenyl)-6-(ethylamino)-2-purinecarbonitrile | | 9-(3,5-difluorophenyl)-6-(ethylamino)-2-purinecarbonitrile |
| aeg 3482 | | 6-phenyl-2-imidazo[2,1-b][1,3,4]thiadiazolesulfonamide |
| alosetron | A pyrido[4,3-b]indole compound having a 5-methyl-1H-imidazol-4-ylmethyl group at the 2-position. | alosetron |
| alpha-methylhistamine | An aralkylamino compound that is histamine bearing a methyl substituent at the alpha-position. | alpha-methylhistamine |
| alpha-methylhistamine | An aralkylamino compound that is histamine bearing a methyl substituent at the alpha-position (the R-enantiomer). | (R)-alpha-methylhistamine |
| alpidem | | alpidem |
| azanidazole | | azanidazole |
| azathioprine | A thiopurine that is 6-mercaptopurine in which the mercapto hydrogen is replaced by a 1-methyl-4-nitroimidazol-5-yl group. It is a prodrug for mercaptopurine and is used as an immunosuppressant, prescribed for the treatment of inflammatory conditions and after organ transplantation and also for treatment of Crohn's didease and MS. | azathioprine |
| azomycin | An imidazole that is 1H-imidazole substituted at position 2 by a nitro group. | 2-nitroimidazole |
| bay h 4502 | A member of the class of imidazoles carrying an alpha-(biphenyl-4-yl)benzyl substituent at position 1. | 1-[biphenyl-4-yl(phenyl)methyl]imidazole |
| benzonidazole | A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease. | benznidazole |
| bms 214662 | A member of the class of benzodiazepines that is 2,3,4,5-tetrahydro-1H-1,4-benzodiazepine substituted by (1H-imidazol-5-yl)methyl, benzyl, (thiophen-2-yl)sulfonyl, and cyano groups at positions 1, 3R, 4 and 7, respectively. It is a potent inhibitor of farnesyltransferase (IC50 = 1.35nM) which was under clinical development for the treatment of solid tumors. | BMS-214662 |
| bms-790052 | A member of the class of biphenyls that is a potent inhibitor of nonstructural protein 5A and is used (as its hydrochloride salt) for treatment of hepatitis C. | daclatasvir |
| brimonidine | | brimonidine |
| bromodeoxytopsentin | An aromatic ketone that is imidazole which is substituted by a 1H-indole-3-carbonyl group and a 6-bromo-1H-indol-3-yl group at positions 2 and 4, respectively. Isolated from the Mediterranean shallow-water sponge, Topsentia genetrix. It is a potent inhibitor of MRSA pyruvate kinase and exhibits antibacterial properties. | bromodeoxytopsentin |
| burimamide | | Burimamide |
| butoconazole | A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to the nitrogen is substituted by a 4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)sulfanyl]butyl group. An antifungal agent, it is used as its nitrate salt in gynaecology for treatment of vulvovaginal infections caused by Candida species, particularly Candida albicans. | butoconazole |
| butoconazole nitrate | An organic nitrate salt obtained by reaction of equimolar amounts of butaconazole and nitric acid. An antifungal agent, it is used in gynaecology for treatment of vulvovaginal infections caused by Candida species, particularly Candida albicans. | butoconazole nitrate |
| carcinine | A beta-alanine derivative that is the amide obtained by formal condensation of the carboxy group of beta-alanine with the primary amino group of histamine. | 3-amino-N-[2-(1H-imidazol-5-yl)ethyl]propanamide; carcinine |
| carnidazole | | Carnidazole |
| cefpodoxime | | 4-[4-(6-methoxy-2-naphthalenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine |
| cenicriviroc | A member of the class of benzazocines that is (5Z)-1,2,3,4-tetrahydro-1-benzazocine which is substituted by a 2-methylpropyl, N-{4-[(S)-(1-propyl-1H-imidazol-5-yl)methanesulfinyl]phenyl}carboxamide and 4-(2-butoxyethoxy)phenyl groups at positions 1, 5 and 8, respectively. It is a potent chemokine 2 and 5 receptor antagonist currently in development for the treatment of liver fibrosis in adults with nonalcoholic steatohepatitis (NASH). | cenicriviroc |
| cgp 20712a | | 2-hydroxy-5-[2-[[2-hydroxy-3-[4-[1-methyl-4-(trifluoromethyl)-2-imidazolyl]phenoxy]propyl]amino]ethoxy]benzamide |
| chir 98014 | A member of the class of aminopyrimidines that is pyrimidine substituted by {2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino, 2,4-dichlorophenyl, and 1H-imidazol-1-yl groups at positions 2, 4 and 5, respectively. It is a potent ATP-competitive inhibitor of GSK3alpha and GSK3beta (IC50 values of 0.65 and 0.58 nM, respectively). | CHIR-98014 |
| chir 99021 | A member of the class of aminopyrimidines that is 2-aminopyrimidine substituted at positions N2, 5 and 6 by (5-cyanopyridin-2-yl)ethyl, 4-methylimidazol-2-yl and 2,4-dichlorophenyl groups respectively. | CHIR 99021 |
| cimetidine | A member of the class of guanidines that consists of guanidine carrying a methyl substituent at position 1, a cyano group at position 2 and a 2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl group at position 3. It is a H2-receptor antagonist that inhibits the production of acid in stomach. | cimetidine |
| cimicoxib | An imidazole substituted at positions 1, 4 and 5 by 4-aminosulfonylphenyl, chloro and 3-fluoro-4-methyoxyphenyl groups respectively. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in dogs. | cimicoxib |
| climbazole | A ketone that is butan-2-one substituted by a 4-chlorophenoxy and a 1H-imidazol-1-yl group at position 1 and 2 methyl groups at position 3. | 1-(4-chlorophenoxy)-1-(1H-imidazol-1-yl)-3,3-dimethylbutan-2-one |
| clobenpropit | An imidothiocarbamic ester that consists of isothiourea bearing S-3-(imidazol-4-yl)propyl and N-4-chlorobenzyl substituents. An extremely potent histamine H3 antagonist/inverse agonist (pA2 = 9.93). Also displays partial agonist activity at H4 receptors; induces eosinophil shape change with an EC50 of 3 nM. | clobenpropit |
| clotrimazole | A member of the class of imidazoles that is 1H-imidazole in which the hydrogen attached to a nitrogen is replaced by a monochlorotrityl group. | clotrimazole |
| cyazofamid | A member of the class of imidazoles carrying dimethylsulfamyl, cyano, chloro and 4-tolyl substituents at positions 1, 2, 4 and 5 respectively. A fungicide used mainly for controlling Oomycete and Plasmodiophora diseases on potatoes and tomatoes. It is a skin and eye irritant and is moderately toxic to birds, most aquatic organisms, honeybees and earthworms. | cyazofamid |
| d 4476 | | 4-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]benzamide |
| dabuzalgron | A sulfonamide that is N-phenylmethanesulfonamide which carries a chloro group at position 2, 4,5-dihydro-1H-imidazol-2-ylmethoxy group at position 5, and a methyl group at position 6. Its is a selective alpha-adrenoceptor agonist that is used in the treatment of urinary incontinence. | dabuzalgron |
| dacarbazine | A monocarboxylic acid amide that is 1H-imidazole-4-carboxamide which is substituted at position 5 by a 3,3-dimethyltriaz-1-en-1-yl group. It is used for the treatment of metastatic malignant melanoma, and in combination with other drugs for the treatment of Hodgkin's disease and soft-tissue sarcoma. | dacarbazine |
| dimetridazole | A C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by methyl groups. An antiprotozoal drug, it has been banned by both the Government of Canada and the European Union as a livestock feed additive owing to suspicions of it being carcinogenic. | dimetridazole |
| eberconazole | A member of the class of dibenzannulenes that is 10,11-dihydrodibenzo[a,d][7]annulene carrying two chloro substituents at positions 2 and 4 as well as an imidazol-1-yl substituent at position 5. | 1-(2,4-dichloro-10,11-dihydrodibenzo[a,d][7]annulen-5-yl)imidazole |
| econazole | A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 4-chlorobenzyl group. | 1-{2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl}imidazole |
| eluxadoline | An amino acid amide obtained by the formal condensation of the carboxy group of 4-carbamoyl-2,6-dimethyl-L-phenylalanine with the secondary amino group of 2-methoxy-5-({[(1S)-1-(4-phenylimidazol-2-yl)ethyl]amino}methyl)benzoic acid. It has mixed opioid receptor activity and is used for treatment of irritable bowel syndrome with diarrhoea. | eluxadoline |
| enilconazole | A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a 2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl group. | 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole |
| eprosartan | A member of the class of imidazoles and thiophenes that is an angiotensin II receptor antagonist used for the treatment of high blood pressure. | eprosartan |
| etanidazole | A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitro-1H-imidazol-1-yl)acetic acid with the amino group of ethanolamine. Used as a radiosensitising agent for hypoxic tumour cells. | etanidazole |
| etomidate | | 3-(1-phenylethyl)-4-imidazolecarboxylic acid ethyl ester |
| etomidate | The ethyl ester of 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid. It is an intravenous general anaesthetic with no analgesic activity. | etomidate |
| exp3174 | A biphenylyltetrazole that is losartan with the hydroxymethyl group at position 5 on the imidazole ring replaced with a carboxylic acid. | losartan carboxylic acid |
| fenticonazole | A member of the class of imidazoles that carries a 2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)benzyl]oxy}ethyl group at position 1. | 1-[2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)benzyl]oxy}ethyl]imidazole |
| fk 1052 | An organic heterotricyclic compound that is 8,9-dihydropyrido[1,2-a]indol-6(7H)-one substituted by a (5-methyl-1H-imidazol-4-yl)methyl group at position 7R and a methyl group at position 10. It is a dual 5-HT3 and 5-HT4 receptors antagonist whose clinical development was terminated in phase II. It was being developed for the treatment of chemotherapy-induced emesis and irritable bowel syndrome. | fabesetron |
| flutrimazole | An imidazole antifungal agent that is imidazole in which the hydrogen attached to the nitrogen is replaced by a 2,4'-difluorotrityl group. A topical antifungal agent which displays potent broad-spectrum in vitro activity against dermatophytes, filamentous fungi and yeasts. | flutrimazole |
| gs-5816 | A complex organic heteropentacyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with sofosbuvir (under the brand name Epclusa) for treatment of patients with chronic hepatitis C of all six major genotypes. | velpatasvir |
| histamine | A member of the class of imidazoles that is 1H-imidazole substituted at position C-4 by a 2-aminoethyl group. | histamine |
| histidinal | An amino aldehyde obtained by partial reduction of the carboxy group of L-histidine | L-histidinal |
| histidinol | An amino alcohol that is propanol substituted by 1H-imidazol-4-yl group at position 3 and an amino group at position 2 (the 2S stereoisomer). | L-histidinol |
| histidyl-proline diketopiperazine | A homodetic cyclic peptide resulting from the formal condensation of both the amino and acid groups of L-histidine with the acid and amino groups of L-proline. It is a metabolite of thyrotropin-releasing hormone (TRH). | cyclo(L-His-L-Pro) |
| imetit | An imidothiocarbamic ester that consists of isothiourea in which the thiol hydrogen is substituted by a 2-(imidazol-4-yl)ethyl group. An extremely potent, high affinity agonist at H3 and H4 receptors (Ki values are 0.3 and 2.7 nM respectively). Induces shape change in eosinophils with an EC50 of 25 nM. Centrally active following systemic administration. | imetit |
| imidazoleacetic acid | A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-4-yl group. | imidazol-4-ylacetic acid; imidazol-5-ylacetic acid |
| imidazoleacetic acid | A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-5-yl group. | imidazol-4-ylacetic acid; imidazol-5-ylacetic acid |
| imidazoleacetic acid ribotide | | [1-(5-phosphoribosyl)imidazol-4-yl]acetic acid |
| ipronidazole | | Ipronidazole |
| isoconazole | A member of the class of imidazoles that carries a 2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl group at position 1. | 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}imidazole |
| ketoconazole | A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively. | 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine |
| l 778,123 | A member of the class of imidazoles that is 1H-imidazole substituted by (4-cyanophenyl)methyl and [4-(3-chlorophenyl)-3-oxopiperazin-1-yl]methyl groups at positions 1 and 5, respectively. It is a dual inhibitor of FPTase and GGPTase-I. | L-778,123 (free base) |
| l-779,450 | | 2-chloro-5-(2-phenyl-5-pyridin-4-yl-1H-imidazol-4-yl)phenol |
| ledipasvir | A benzimidazole derivative that is used in combination with sofosbuvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection. | ledipasvir |
| lofexidine | | lofexidine |
| losartan | A biphenylyltetrazole where a 1,1'-biphenyl group is attached at the 5-position and has an additional trisubstituted imidazol-1-ylmethyl group at the 4'-position | losartan |
| medetomidine | | medetomidine |
| methylimidazoleacetic acid | A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1-methyl-1H-imidazol-4-yl group. | 1-methyl-4-imidazoleacetic acid |
| metiamide | | Metiamide |
| metomidate | | Methomidate |
| metronidazole | A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death. | metronidazole |
| miconazole | A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group. | 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole |
| mizoribine | | Mizoribine |
| mk-8742 | A complex organic heterotetracyclic compound that is a hepatitis C virus nonstructural protein 5A inhibitor used in combination with grazoprevir (under the brand name Zepatier) for treatment of chronic HCV genotypes 1 or 4 infection in adults. | elbasvir |
| N-(1,3-benzodioxol-5-yl)-2-(4-methylphenyl)-3-imidazo[1,2-a]pyrazinamine | | N-(1,3-benzodioxol-5-yl)-2-(4-methylphenyl)-3-imidazo[1,2-a]pyrazinamine |
| N-(1,3-benzodioxol-5-yl)-3-methyl-6-phenyl-2-imidazo[2,1-b]thiazolecarboxamide | | N-(1,3-benzodioxol-5-yl)-3-methyl-6-phenyl-2-imidazo[2,1-b]thiazolecarboxamide |
| N-(2-phenyl-3-imidazo[1,2-a]pyridinyl)carbamic acid methyl ester | | N-(2-phenyl-3-imidazo[1,2-a]pyridinyl)carbamic acid methyl ester |
| N-(2-phenyl-6-imidazo[1,2-a]pyridinyl)acetamide | | N-(2-phenyl-6-imidazo[1,2-a]pyridinyl)acetamide |
| N-(4-tert-butylphenyl)-2-[4-(1-imidazolyl)phenoxy]acetamide | | N-(4-tert-butylphenyl)-2-[4-(1-imidazolyl)phenoxy]acetamide |
| N-(6-phenyl-5-imidazo[2,1-b]thiazolyl)benzamide | | N-(6-phenyl-5-imidazo[2,1-b]thiazolyl)benzamide |
| N-[(3-methyl-6-imidazo[2,1-b]thiazolyl)methyl]-1-propanesulfonamide | | N-[(3-methyl-6-imidazo[2,1-b]thiazolyl)methyl]-1-propanesulfonamide |
| N-[1-methyl-5-(4-methylphenyl)-2-imidazolyl]-4-oxo-4-(1-piperidinyl)butanamide | | N-[1-methyl-5-(4-methylphenyl)-2-imidazolyl]-4-oxo-4-(1-piperidinyl)butanamide |
| N-[3-(6-imidazo[2,1-b]thiazolyl)phenyl]butanamide | | N-[3-(6-imidazo[2,1-b]thiazolyl)phenyl]butanamide |
| N-[3-(diethylamino)propyl]-6-(4-fluorophenyl)-3-methyl-2-imidazo[2,1-b]thiazolecarboxamide | | N-[3-(diethylamino)propyl]-6-(4-fluorophenyl)-3-methyl-2-imidazo[2,1-b]thiazolecarboxamide |
| N-[5-(2-imidazo[1,2-a]pyrimidinyl)-2-methoxyphenyl]-2-methylpropanamide | | N-[5-(2-imidazo[1,2-a]pyrimidinyl)-2-methoxyphenyl]-2-methylpropanamide |
| N-[5-(ethylthio)-1,3,4-thiadiazol-2-yl]-2-[[1-(3-methylphenyl)-2-imidazolyl]thio]acetamide | | N-[5-(ethylthio)-1,3,4-thiadiazol-2-yl]-2-[[1-(3-methylphenyl)-2-imidazolyl]thio]acetamide |
| n-acetylhistamine | A member of the class of acetamides that is acetamide comprising histamine having an acetyl group attached to the side-chain amino function. | N-acetylhistamine |
| N,N-dimethylcarbamic acid [4-[6-(trifluoromethyl)-2-imidazo[1,2-a]pyridinyl]phenyl] ester | | N,N-dimethylcarbamic acid [4-[6-(trifluoromethyl)-2-imidazo[1,2-a]pyridinyl]phenyl] ester |
| N'-methyl-N-[1-methyl-5-(4-methylphenyl)-2-imidazolyl]-N'-(phenylmethyl)butanediamide | | N'-methyl-N-[1-methyl-5-(4-methylphenyl)-2-imidazolyl]-N'-(phenylmethyl)butanediamide |
| neticonazole | An enamine that is ethene which is substituted at positions 1, 1, and 2 by o-pentoxyphenyl, 1H-imidazol-1-yl, and methylthio groups, respectively (the E isomer). An inhibitor of P450-dependent C-14alpha-demethylation of lanosterol (preventing conversion to ergosterol and inhibiting cell wall synthesis in fungi), it is used in Japan (generally as the corresponding hydrochloride salt) as an antifungal drug for the treatment of superficial skin infections. | neticonazole |
| nimorazole | | nimorazole |
| nitrefazole | | nitrefazole |
| npi 2358 | A member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by benzylidene and (5-tert-butyl-1H-imidazol-4-yl)methylidene groups at positions 3 and 6, respectively. It is a vascular disrupting agent and a microtubule destabalising agent which was in clinical trials (now discontinued) for the treatment of non-small cell lung cancer. | plinabulin |
| ornidazole | A C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 3-chloro-2-hydroxypropyl and methyl groups, respectively. It is used in the treatment of susceptible protozoal infections and for the treatment of anaerobic bacterial infections. | ornidazole |
| oxiconazole | An oxime O-ether that is the 2,4-dichlorobenzyl ether of the oxime obtained by formal condensation of hydroxylamine with the carbonyl group of acetopnenone in which the phenyl group is substituted by chlorines at positions 2 and 4, and in which one of the hydrogens of the methyl group is replaced by a 1H-imidazol-1-yl group. An antifungal agent, it is used (generally as the nitrate salt) in creams and powders for the topical treatment of fungal skin infections. | oxiconazole |
| oxmetidine | A 2-aminopyrimidin-4(1H)-one derivative bearing a 1,3-benzodioxol-5-ylmethyl group at the 5-position and with a 4-(5-methyl-(1H)imidazol-4-yl)-3-thiabutyl substituent attached to the 2-amino group. It is a specific histamine H2-receptor antagonist. | oxmetidine |
| pd 169316 | | 4-[4-(4-fluorophenyl)-2-(4-nitrophenyl)-1H-imidazol-5-yl]pyridine |
| phentolamine | A substituted aniline that is 3-aminophenol in which the hydrogens of the amino group are replaced by 4-methylphenyl and 4,5-dihydro-1H-imidazol-2-ylmethyl groups respectively. An alpha-adrenergic antagonist, it is used for the treatment of hypertension. | phentolamine |
| pifithrin-beta | | 2-(4-methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole |
| prochloraz | A member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables. | prochloraz |
| ronidazole | A carbamate ester that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by methyl and (carbamoyloxy)methyl groups, respectively. An antiprotozoal agent, it is used in veterinary medicine for the treatment of histomoniasis and swine dysentery. | ronidazole |
| s 1033 | | nilotinib |
| sb 202190 | A member of the class of imidazoles that is 1H-imidazole in which the hydrogens at positions 2, 4, and 5 are replaced by 4-hydroxyphenyl, pyridin-4-yl, and 4-fluorophenyl groups, respectively. It is a widely used inhibitor of mitogen-activated protein kinase (MAPK) alpha and beta. | SB-202190 |
| sb 203580 | A member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase. | SB 203580 |
| sb 220025 | Am member of the class of imidazoles carrying piperidin-4-yl, 4-fluophenyl and 2-aminopyrimidin-4-yl substituents at posiitons 1, 4 and 5 respectively. | SB220025 |
| sb 239063 | | 4-[4-(4-fluorophenyl)-5-(2-methoxy-4-pyrimidinyl)-1-imidazolyl]-1-cyclohexanol |
| sb-505124 | A member of the class of imidazoles carrying tert-butyl, 1,3-benzodioxol-5-yl and 6-methylpyridin-2-yl substituents at positions 2, 4 and 5 respectively. | SB 505124 |
| sb-590885 | A ketoxime that is the oxime of indan-1-one in which the hydrogen at position 5 has been replaced by an imidazol-5-yl group which has itself been substituted at positions 2 and 4 by p-[2-(dimethylamino)ethoxy]phenyl and pyridin-4-yl groups, respectively. | N-{5-[2-{4-[2-(dimethylamino)ethoxy]phenyl}-4-(pyridin-4-yl)-1H-imidazol-5-yl]-2,3-dihydro-1H-inden-1-ylidene}hydroxylamine |
| secnidazole | | 1-(2-methyl-5-nitro-1-imidazolyl)-2-propanol; secnidazole |
| secnidazole | A C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 2-hydroxypropyl and methyl groups, respectively. | 1-(2-methyl-5-nitro-1-imidazolyl)-2-propanol; secnidazole |
| sertaconazole | A member of the class of imidazoles that carries a 2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl group at position 1. | 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole |
| sgi 1776 | | N-[(1-methyl-4-piperidinyl)methyl]-3-[3-(trifluoromethoxy)phenyl]-6-imidazo[1,2-b]pyridazinamine |
| sk&f 86002 | | 6-(4-fluorophenyl)-5-pyridin-4-yl-2,3-dihydroimidazo[2,1-b]thiazole |
| sulconazole | A member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group. | 1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole |
| tele-methylhistamine | A primary amino compound that is the N(tele)-methyl derivative of histamine. | N(tele)-methylhistamine |
| tinidazole | 1H-imidazole substituted at C-1 by a (2-ethylsulfonyl)ethyl group, at C-2 by a methyl group and at C-5 by a nitro group. It is used as an antiprotozoal, antibacterial agent. | tinidazole |
| tioconazole | A member of the class of imidazoles that comprises 2-(2,4-dichlorophenyl)ethylimidazole carrying an additional (2-chloro-3-thienyl)methoxy substituent at position 2. | 1-{2-[(2-chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole |
| tipifarnib | A quinolone that is 1-methylquinolin-2-one which carries a 3-chlorophenyl and an amino(4-chlorophenyl)(1-methyl-imidazol-5-yl)methyl groups at the 4 and 6 positions, respectively (the R-isomer). | tipifarnib |
| tizanidine | 2,1,3-Benzothiadiazole substituted at C-4 by a Delta(1)-imidazolin-2-ylamino group and at C-4 by a chloro group. It is an agonist at alpha2-adrenergic receptor sites. | tizanidine |
| tolazoline | A member of the class of imidazoles that is 4,5-dihydro-1H-imidazole substituted by a benzyl group. | tolazoline |
| zoledronic acid | An imidazole compound having a 2,2-bis(phosphono)-2-hydroxyethane-1-yl substituent at the 1-position. | zoledronic acid |
| zolimidine | | zolimidine |