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Imidazoles

While other azole heterocycles are prevalent in a wide range of bioactive natural products, the imidazole ring occurs largely in the context of the natural amino acid histidine. In addition, the imidazole ring appears as a component of unnatural cyclic peptides and is used as an ester isostere in peptidomimetic studies. However, the applications of imidazole are not limited to the realm of peptides and peptidomimetics. Imidazoles are present in the large family of bromopyrrole-imidazole alkaloids isolated from marine sponges based on the common metabolite oroidin that feature significant biological activities. The imidazole ring is also present in the pilocarpine alkaloids, as well as potential therapeutic agents for thrombosis, cancer, and inflammatory diseases. The presence of a halogen allows these reagents to be used as substrates in various coupling reactions, including Suzuki-Miyaura cross-coupling reactions.

Learn more about Imidazoles
Thiazoles and Imidazoles

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Molecular Formula

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548723 2-Bromo-4,5-dichloroimidazole 96% C3HBrCl2N2
141704 2,4,5-Tribromoimidazole 97% C3HBr3N2
277363 4,5-Dichloroimidazole ≥98% C3H2Cl2N2
666521 2-Bromo-1H-imidazole 97% C3H3BrN2
478695 4-Bromo-1H-imidazole 97% C3H3BrN2
666408 2-Chloro-1H-imidazole 97% C3H3ClN2
749281 1H-Imidazole-4-sulfonyl chloride 95% C3H3ClN2O2S
641081 2-Iodoimidazole 97% C3H3IN2
L510513 4-Iodoimidazole AldrichCPR C3H3IN2
711276 4,5-Dibromo-1-methyl-1H-imidazole 95% C4H4Br2N2
367532 5-Chloro-1-methyl-4-nitroimidazole 98% C4H4ClN3O2
CDS001107 4,5-Dichloro-2-methylimidazole AldrichCPR C4H4Cl2N2
639850 2-Bromo-1-methyl-1H-imidazole 95% C4H5BrN2
711292 4-Bromo-1-methyl-1H-imidazole 95% C4H5BrN2
568279 5-Bromo-1-methyl-1H-imidazole 97% C4H5BrN2
330205 5-Chloro-1-methylimidazole 98% C4H5ClN2
679739 5-Iodo-1-methylimidazole 97% C4H5IN2
ANV00066 5-Iodo-2-methyl-1H-imidazole AldrichCPR C4H5IN2
CBR00821 4-(Chloromethyl)-1H-imidazole hydrochloride AldrichCPR C4H6Cl2N2
711284 4-Bromo-1-methyl-1H-imidazole-5-carboxaldehyde 95% C5H5BrN2O
CDS000788 4,5-Dichloro-1,2-dimethyl-1H-imidazole AldrichCPR C5H6Cl2N2
CDS014743 1-methyl-1H-imidazole-5-carbonyl chloride hydrochloride AldrichCPR C5H6Cl2N2O
CDS007637 4-Bromo-1,2-dimethyl-1H-imidazole AldrichCPR C5H7BrN2
CDS007649 5-Bromo-1,2-dimethyl-1H-imidazole AldrichCPR C5H7BrN2
CDS020097 1-(2-Chloroethyl)-1,3-dihydro-2H-imidazol-2-one AldrichCPR C5H7ClN2O
CBR01693 2-Bromo-1-ethyl-1H-imidazole hydrochloride AldrichCPR C5H8BrClN2
CBR01683 1-(4-Methyl-1H-imidazol-5-yl)methanamine hydrochloride AldrichCPR C5H10ClN3
CBR00689 (1H-Imidazol-2-ylmethyl)methylamine dihydrochloride AldrichCPR C5H11Cl2N3
CBR01695 (1-Methyl-1H-imidazol-5-yl)acetonitrile hydrochloride AldrichCPR C6H8ClN3
CBR01481 5-Bromo-2-propyl-1H-imidazole AldrichCPR C6H9BrN2
330248 5-Chloro-1-ethyl-2-methylimidazole 99% C6H9ClN2
CBR01387 1-(3-Chloropropyl)-1,3-dihydro-2H-imidazol-2-one AldrichCPR C6H9ClN2O
CBR01703 1-(2-Bromoethyl)-2-methyl-1H-imidazole hydrobromide AldrichCPR C6H10Br2N2
CBR00884 1-(2-Chloroethyl)-2-methyl-1H-imidazole hydrochloride AldrichCPR C6H10Cl2N2
CBR01829 2-(2-Chloroethyl)-1-methyl-1H-imidazole hydrochloride AldrichCPR C6H10Cl2N2
CBR01668 2-(Chloromethyl)-4,5-dimethyl-1H-imidazole hydrochloride AldrichCPR C6H10Cl2N2
CBR00851 5-(Chloromethyl)-1-ethyl-1H-imidazole hydrochloride AldrichCPR C6H10Cl2N2
CBR01010 2-[(1-Methyl-1H-imidazol-2-yl)thio]ethanamine hydrochloride AldrichCPR C6H12ClN3S
CBR00645 1-(1-Ethyl-1H-imidazol-5-yl)methanamine dihydrochloride AldrichCPR C6H13Cl2N3
CBR00691 N-Methyl-1-(4-methyl-1H-imidazol-2-yl)methanamine dihydrochloride AldrichCPR C6H13Cl2N3
SYX00066 7-Bromoimidazo[1,2-a]pyridine AldrichCPR C7H5BrN2
759880 6-Bromo-7-methyl-4-azabenzimidazole 95% C7H6BrN3
761672 2-Amino-7-chloro-1H-benzimidazole 95% C7H6ClN3
761664 Ethyl 4-(trifluoromethyl)-1H-imidazole-5-carboxylate 97% C7H7F3N2O2
CBR01401 2-(Chloromethyl)-1-isopropyl-1H-imidazole AldrichCPR C7H11ClN2
CBR01701 (1-Cyclopropyl-1H-imidazol-2-yl)methanol hydrochloride AldrichCPR C7H11ClN2O
CBR00853 5-(Chloromethyl)-1-(2-methoxyethyl)-1H-imidazole hydrochloride AldrichCPR C7H12Cl2N2O
CBR00850 [1-(2-Methoxyethyl)-1H-imidazol-5-yl]methanol hydrochloride AldrichCPR C7H13ClN2O2
CBR01713 1-(1-Cyclopropyl-1H-imidazol-5-yl)methanamine dihydrochloride AldrichCPR C7H13Cl2N3
CBR01572 1-(1-Isopropyl-1H-imidazol-2-yl)methanamine dihydrochloride AldrichCPR C7H15Cl2N3
CBR01573 2-(4,5-Dimethyl-1H-imidazol-1-yl)ethanamine dihydrochloride AldrichCPR C7H15Cl2N3
559881 2-Butyl-5-chloro-1H-imidazole-4-carboxaldehyde 97% C8H11ClN2O
CBR01837 1-(1H-Imidazol-1-ylmethyl)cyclopropanecarboxylic acid hydrochloride AldrichCPR C8H11ClN2O2
CDS013707 (2-Butyl-5-chloro-1H-imidazol-4-yl)methanol AldrichCPR C8H13ClN2O
556793 2-Butyl-4-chloro-5-(hydroxymethyl)imidazole 97% C8H13ClN2O
CBR00852 5-(Chloromethyl)-1-isobutyl-1H-imidazole hydrochloride AldrichCPR C8H14Cl2N2
CBR00646 1-(1-Isobutyl-1H-imidazol-5-yl)methanamine dihydrochloride AldrichCPR C8H17Cl2N3
CBR00657 N-Methyl-3-(1-methyl-1H-imidazol-2-yl)propan-1-amine dihydrochloride AldrichCPR C8H17Cl2N3
CDS015662 2-(2,4-difluoro-phenyl)-1H-imidazole AldrichCPR C9H6F2N2
CDS020099 4-(2-Bromophenyl)-1H-imidazole AldrichCPR C9H7BrN2
CDS004465 1-(2-chlorophenyl)imidazole AldrichCPR C9H7ClN2
CDS004487 1-(3-chlorophenyl)imidazole AldrichCPR C9H7ClN2
CDS003753 1-(4-chlorophenyl)imidazole AldrichCPR C9H7ClN2
CDS008440 2-(4-Chloro-phenyl)-1H-imidazole AldrichCPR C9H7ClN2
CDS002816 1-(4-Chlorophenyl)-1,3-dihydro-2H-imidazole-2-thione AldrichCPR C9H7ClN2S
CDS018161 4-(4′,5′-dichloroimidazol-1-yl)aniline AldrichCPR C9H7Cl2N3
CDS003565 1-(3-fluorophenyl)imidazole AldrichCPR C9H7FN2
CDS003569 1-(4-fluorophenyl)imidazole AldrichCPR C9H7FN2
CDS006628 2-(4-Fluoro-phenyl)-1H-imidazole AldrichCPR C9H7FN2
CDS005673 3-Chloro-4-(1H-imidazol-1-yl)aniline AldrichCPR C9H8ClN3
CBR01035 2-(1H-Imidazol-1-yl)aniline hydrochloride AldrichCPR C9H10ClN3
CBR00722 5-(4-Chlorophenyl)-1H-imidazol-2-amine hydrate AldrichCPR C9H10ClN3O
CBR01446 4-(1H-Imidazol-2-yl)aniline dihydrochloride AldrichCPR C9H11Cl2N3
CDS015407 ethyl 3-methyl-5,6-dihydroimidazo[2,1-b][1,3]thiazole-2-carboxylate hydrochloride AldrichCPR C9H13ClN2O2S
CBR00639 4-(1H-Imidazol-1-ylmethyl)piperidine dihydrochloride AldrichCPR C9H17Cl2N3
CBR00966 1-(1H-Imidazol-1-yl)-3,3-dimethylbutan-2-amine dihydrochloride AldrichCPR C9H19Cl2N3
CDS002871 5-Chloro-2-phenyl-1H-imidazole-4-carbaldehyde AldrichCPR C10H7ClN2O
CDS015682 1-(3-bromobenzyl)-1H-imidazole AldrichCPR C10H9BrN2
CDS020545 4-[(4,5-Dichloro-1H-imidazol-1-yl)methyl]phenylamine AldrichCPR C10H9Cl2N3
CDS015381 ethyl 2-[(4,5-dichloro-1H-imidazol-1-yl)methyl]-1,3-thiazole-4-carboxylate AldrichCPR C10H9Cl2N3O2S
CDS012199 1-(4-fluorophenyl)-5-methylimidazolidine-2,4-dione AldrichCPR C10H9FN2O2
CBR00849 5-(Chloromethyl)-1-cyclohexyl-1H-imidazole hydrochloride AldrichCPR C10H16Cl2N2
CBR00638 2-[2-(1H-Imidazol-1-yl)ethyl]piperidine dihydrochloride AldrichCPR C10H19Cl2N3
CDS009791 2′,4′-dichloro-2-imidazole acetophenone AldrichCPR C11H8Cl2N2O
CDS016753 5-(4-fluoro-phenylcarbamoyl)-3H-imidazole-4-carboxylic acid AldrichCPR C11H8FN3O3
CDS011053 ([1-(3-Chlorophenyl)-1H-imidazol-2-yl]thio)acetic acid AldrichCPR C11H9ClN2O2S
CDS004924 (2-Fluorophenyl)(1-methyl-1H-imidazol-2-yl)methanone AldrichCPR C11H9FN2O
CDS011091 1-(4-Fluorophenyl)-2-(methylthio)-1H-imidazole-5-carboxylic acid AldrichCPR C11H9FN2O2S
CDS003858 1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethanol AldrichCPR C11H10Cl2N2O
CDS019835 1-[2-(3-Bromophenoxy)ethyl]-1H-imidazole AldrichCPR C11H11BrN2O
CDS004027 1-Benzyl-2-(chloromethyl)-1H-imidazole hydrochloride AldrichCPR C11H12Cl2N2
CDS018929 4-(2-ethyl-imidazol-1-yl)-3-fluoro-phenylamine AldrichCPR C11H12FN3
CBR00983 2-(1H-Imidazol-1-yl)-1-phenylethanamine dihydrochloride hydrate AldrichCPR C11H17Cl2N3O
CDS013514 5-Chloro-2-(dimethylamino)-1-(4-fluorophenyl)-1H-imidazole-4-carbaldehyde AldrichCPR C12H11ClFN3O
CDS016044 (2-[(4-fluorobenzyl)sulfanyl]-1-methyl-1H-imidazol-5-yl)methanol AldrichCPR C12H13FN2OS
559792 [3-(3,5-Dichlorophenyl)-2,4-dioxoimidazolidinyl]-N-(methylethyl)carboxamide 97% C13H13Cl2N3O3
CDS018293 1-[1-(4-fluorobenzyl)-2-methyl-1H-imidazol-4-yl]-1-ethanone AldrichCPR C13H13FN2O