Thiazoles

Thiazoles and their derivatives have been frequently discovered as a vital component of novel and structurally diverse natural products that exhibit a wide variety of biological activities. The exceptional range of antitumor, antiviral, and antibiotic activities, as well as their presence in peptides, or ability to bind to proteins, DNA, and RNA, have directed numerous synthetic studies and new applications of these heterocycles.

The thiazole ring has been identified as a central feature of a myriad of natural products, perhaps the best known being the epothilones. Additionally, thiazoles are frequently appearing in peptide research. Thiazoles can also serve as a protected formyl group that can be liberated in the late stages of a complex natural product synthesis. The presence of a halogen allows these reagents to be used as substrates in various coupling reactions, including Suzuki-Miyaura cross-coupling reactions.

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Thiazoles and Imidazoles

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CDS016877 2,4-dichloro-5-nitro-1,3-thiazole AldrichCPR C3Cl2N2O2S
SYX00075 5-Bromo-2-chlorothiazole AldrichCPR C3HBrClNS
B74372 2-Bromo-5-nitrothiazole 98% C3HBrN2O2S
677914 2,4-Dibromothiazole 97% C3HBr2NS
524182 2,5-Dibromothiazole 97% C3HBr2NS
160474 2-Bromothiazole 98% C3H2BrNS
697907 4-Bromothiazole 97% C3H2BrNS
642517 5-Bromothiazole 95% C3H2BrNS
723452 2-Chlorothiazole 96% C3H2ClNS
128023 2-Amino-5-bromothiazole monohydrobromide 97% C3H3BrN2S · HBr
143456 2-Amino-5-chlorothiazole hydrochloride 95% C3H3ClN2S · HCl
754153 2-Amino-5-fluorothiazole hydrochloride 95% C3H3FN2S · HCl
720534 2-Chlorothiazole-5-carbonitrile 97% C4HClN2S
724300 2,4-Dichlorothiazole-5-carboxaldehyde 97% C4HCl2NOS
756873 2-Bromothiazole-4-carboxaldehyde C4H2BrNOS
699284 4-Bromothiazole-2-carboxaldehyde 96% C4H2BrNOS
642487 2-Bromothiazole-5-carboxylic acid 97% C4H2BrNO2S
CDS018611 1,3-thiazole-4-carbonyl chloride AldrichCPR C4H2ClNOS
63227 2-Chloro-5-chloromethylthiazole analytical standard C4H3Cl2NS
CDS015745 5-bromo-2-methoxythiazole AldrichCPR C4H4BrNOS
748250 2-Bromo-4-methylthiazole 96% C4H4BrNS
CDS013366 methyl 2,4-dichlorothiazole-5-carboxylate AldrichCPR C5H3Cl2NO2S
CDS015520 2-bromo-1-(1,3-thiazol-2-yl)ethanone AldrichCPR C5H4BrNOS
646008 2-Bromo-4-methylthiazole-5-carboxylic acid 96% C5H4BrNO2S
CDS004273 methyl 5-bromothiazole-4-carboxylate AldrichCPR C5H4BrNO2S
CDS002434 (2,4-Dioxo-1,3-thiazolidin-5-yl)acetyl chloride AldrichCPR C5H4ClNO3S
CDS003458 2-Amino-5-bromo-4-thiazolecarboxylic acid methyl ester AldrichCPR C5H5BrN2O2S
673129 2-Acetamido-5-chlorothiazole 96% C5H5ClN2OS
CDS017324 N-(5-bromo-4-methyl-1,3-thiazol-2-yl)guanidine AldrichCPR C5H7BrN4S
708429 Ethyl 2-bromothiazole-4-carboxylate 96% C6H6BrNO2S
642495 Ethyl 2-bromothiazole-5-carboxylate 97% C6H6BrNO2S
CDS002311 2-Chloro-N-(4-methyl-1,3-thiazol-2-yl)acetamide AldrichCPR C6H7ClN2OS
SYX00078 5-Bromo-a,a-dimethyl-2-thiazolemethanol AldrichCPR C6H8BrNOS
717029 4-Bromo-2-(trimethylsilyl)thiazole 95% C6H10BrNSSi
667366 6-Bromo-2-chlorobenzothiazole 97% C7H3BrClNS
JRD0228 2,6-Dibromobenzo[d]thiazole AldrichCPR C7H3Br2NS
667358 2-Chloro-6-fluorobenzothiazole 97% C7H3ClFNS
767859 2-Chloro-6-nitrobenzothiazole 97% C7H3ClN2O2S
CDS018363 5,7-dichloro-2-hydroxybenzothiazole AldrichCPR C7H3Cl2NOS
553670 2,6-Dichlorobenzothiazole 97% C7H3Cl2NS
678600 2-Bromobenzothiazole 95% C7H4BrNS
CDS006877 5-bromobenzothiazole AldrichCPR C7H4BrNS
761745 5-bromobenzothiazole 97% C7H4BrNS
CDS007949 6-bromo-1,3-benzothiazole AldrichCPR C7H4BrNS
CBR01457 4-Chloro-6-fluoro-1,3-benzothiazol-2-amine AldrichCPR C7H4ClFN2S
CDS020499 5-Chloro-1,2-benzisothiazol-3(2H)-one AldrichCPR C7H4ClNOS
CDS019919 5-Chloro-2-benzothiazolinone AldrichCPR C7H4ClNOS
452742 N-Chlorosaccharin 99% C7H4ClNO3S
167576 2-Chlorobenzothiazole 99% C7H4ClNS
125571 5-Chloro-2-mercaptobenzothiazole technical grade, ≥90% C7H4ClNS2
ANV00145 7-Chlorobenzo[d]thiazole-2-thiol AldrichCPR C7H4ClNS2
CDS004172 4,5-dichloro-benzothiazol-2-ylamine AldrichCPR C7H4Cl2N2S
CDS009863 4,6-dichloro-1,3-benzothiazol-2-amine AldrichCPR C7H4Cl2N2S
CDS018204 4-(2,5-dichloro-3-thienyl)-1,3-thiazol-2-amine AldrichCPR C7H4Cl2N2S2
CDS018468 4-fluoro-2-hydroxybenzothiazole AldrichCPR C7H4FNOS
ANV00148 7-Fluorobenzo[d]thiazole-2-thiol AldrichCPR C7H4FNS2
683337 2-Amino-4,6-difluorobenzothiazole 97% C7H4F2N2S
647683 2-Amino-5-bromobenzothiazole 96% C7H5BrN2S
538507 2-Amino-6-bromobenzothiazole 97% C7H5BrN2S
CDS007968 5-amino-4-bromo-benzothiazole AldrichCPR C7H5BrN2S
CDS012429 4-(3-bromo-2-thienyl)-1,3-thiazol-2-amine AldrichCPR C7H5BrN2S2
133434 2-Amino-4-chlorobenzothiazole 97% C7H5ClN2S
136085 2-Amino-6-chlorobenzothiazole 99% C7H5ClN2S
CDS016607 4-(3-chloro-2-thienyl)-1,3-thiazol-2-amine AldrichCPR C7H5ClN2S2
CDS006997 4-Fluoro-1,3-benzothiazol-2-amine AldrichCPR C7H5FN2S
CDS000501 1,3-Benzothiazol-2-amine hydrochloride AldrichCPR C7H7ClN2S
645990 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 97% C7H8BrNO2S
CDS004316 4-(4-Bromo-1,3-thiazol-2-yl)morpholine AldrichCPR C7H9BrN2OS
CDS005996 4-(5-bromothiazol-2-yl)morpholine AldrichCPR C7H9BrN2OS
724122 2-Bromo-4-tert-butylthiazole 97% C7H10BrNS
CDS014358 5-Bromo-4-(tert-butyl)-1,3-thiazol-2-amine hydrobromide AldrichCPR C7H12Br2N2S
CDS016974 2-(2-thienyl)-1,3-thiazole-4-carbonyl chloride AldrichCPR C8H4ClNOS2
CDS014383 5-(2-methyl-1,3-thiazol-4-yl)-3-isoxazolecarbonyl chloride AldrichCPR C8H5ClN2O2S
CDS016258 2-(bromomethyl)-1,3-benzothiazole AldrichCPR C8H6BrNS
726052 2-(Bromomethyl)benzothiazole C8H6BrNS
749540 2-(Bromomethyl)benzothiazole 96% C8H6BrNS
CDS000153 5-Bromo-2-methyl-1,3-benzothiazole AldrichCPR C8H6BrNS
761753 5-Bromo-2-methylbenzothiazole 95% C8H6BrNS
756652 6-Bromo-2-methylbenzothiazole 97% C8H6BrNS
667331 2-Chloro-6-methoxybenzothiazole 97% C8H6ClNOS
667374 2-Chloro-6-methylbenzothiazole 96% C8H6ClNS
545775 5-Chloro-2-methylbenzothiazole 97% C8H6ClNS
CDS008962 6-chloro-4-methyl-1,3-benzothiazol-2-amine AldrichCPR C8H7ClN2S
CDS008346 4-chloro-2-(1-pyrrolidino)-5-thiazolecarboxaldehyde AldrichCPR C8H9ClN2OS
CBR00935 (1,3-Benzothiazol-2-ylmethyl)amine hydrochloride AldrichCPR C8H9ClN2S
CDS005761 4-bromo-2-(4-hydroxypiperidin-1-yl)thiazole AldrichCPR C8H11BrN2OS
CDS005247 N-Boc-2-amino-5-bromothiazole AldrichCPR C8H11BrN2O2S
CDS015558 1-(4-bromo-1,3-thiazol-2-yl)-4-methylpiperazine AldrichCPR C8H12BrN3S
688177 2-Chloro-4-(4-bromophenyl)thiazole 97% C9H5BrClNS
688169 2-Chloro-4-(4-chlorophenyl)thiazole 97% C9H5Cl2NS
688126 4-(4-Bromophenyl)-2-hydroxythiazole 96% C9H6BrNOS
719617 2-Bromo-4-phenylthiazole 97% C9H6BrNS
686158 4-(4-Bromophenyl)-2-thiazolethiol 97% C9H6BrNS2
688134 4-(4-Chlorophenyl)-2-hydroxythiazole 97% C9H6ClNOS
688150 2-Chloro-4-phenylthiazole 97% C9H6ClNS
CDS014017 4-methyl-2-(2-pyrazinyl)-1,3-thiazole-5-carbonyl chloride AldrichCPR C9H6ClN3OS
CDS002653 4-(2,4-Dichlorophenyl)-1,3-thiazol-2-amine AldrichCPR C9H6Cl2N2S
683280 2-Amino-4-(2,4-difluorophenyl)thiazole 97% C9H6F2N2S
CDS010911 4-(2,6-difluoro-phenyl)-thiazol-2-ylamine AldrichCPR C9H6F2N2S
534129 2-Amino-4-(4-bromophenyl)thiazole 97% C9H7BrN2S
CDS017246 2-amino-5-[(4-bromophenyl)thio]-1,3-thiazole AldrichCPR C9H7BrN2S2
CDS007937 2-(2-amino-1,3-thiazol-4-yl)-4-chlorophenol AldrichCPR C9H7ClN2OS
339369 2-Amino-4-(4-chlorophenyl)thiazole 98% C9H7ClN2S
CDS011161 2-(3-fluorophenylamino)thiazole AldrichCPR C9H7FN2S
CDS011142 5-chloro-N-ethyl-1,3-benzothiazol-2-amine AldrichCPR C9H9ClN2S
CDS012483 2-(4-bromo-phenyl)-thiazolidine AldrichCPR C9H10BrNS
CDS005249 N-Boc-2-amino-5-bromothiazole-4-carboxylic acid AldrichCPR C9H11BrN2O4S
CDS008019 4-chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde AldrichCPR C9H11ClN2OS
445436 Ethyl 2-(2-chloroacetamido)-4-thiazoleacetate 98% C9H11ClN2O3S
CDS008018 4-chloro-2-(1-methyl-4-piperazinyl)-5-thiazolecarboxaldehyde AldrichCPR C9H12ClN3OS
CDS016035 7-fluoro-benzo[d]imidazo[2,1-b]thiazole-2-carboxylic acid AldrichCPR C10H5FN2O2S
CDS009393 2-(2-bromobenzoyl)thiazole AldrichCPR C10H6BrNOS
CDS015820 2-(3-chloro-phenyl)-thiazole-4-carbaldehyde AldrichCPR C10H6ClNOS
CDS006603 2-(4-chloro-phenyl)-thiazole-4-carbaldehyde AldrichCPR C10H6ClNOS
CDS018034 2-phenyl-1,3-thiazole-4-carbonyl chloride AldrichCPR C10H6ClNOS
CDS011016 2-(3-chlorophenyl)-1,3-thiazole-4-carboxylic acid AldrichCPR C10H6ClNO2S
CDS009308 2-(4-chloro-phenyl)-thiazole-4-carboxylic acid AldrichCPR C10H6ClNO2S
CDS009549 2-(3-fluorobenzoyl)thiazole AldrichCPR C10H6FNOS
CDS009548 2-(4-fluorobenzoyl)thiazole AldrichCPR C10H6FNOS
CDS005425 2-(4-fluorophenyl)thiazole-5-carbaldehyde AldrichCPR C10H6FNOS
CDS010263 4-(4-fluorophenyl)-1,3-thiazole-2-carbaldehyde AldrichCPR C10H6FNOS
CDS009091 2-(3-fluorophenyl)-1,3-thiazole-4-carboxylic acid AldrichCPR C10H6FNO2S
CDS015621 (2-[(5-bromo-2-furoyl)amino]-1,3-thiazol-4-yl)acetic acid AldrichCPR C10H7BrN2O4S
CDS016549 2-amino-5-(2-chlorophenyl)-1,3-thiazole-4-carboxylic acid AldrichCPR C10H7ClN2O2S
CDS011595 4-(3-bromophenyl)-2-methyl-1,3-thiazole AldrichCPR C10H8BrNS
CDS009670 [4-(2,4-dichlorophenyl)-1,3-thiazol-2-yl]methanamine AldrichCPR C10H8Cl2N2S
CDS013424 2-fluoro-4-(2-methyl-1,3-thiazol-4-yl)phenol AldrichCPR C10H8FNOS
CDS011603 4-(3,4-difluorophenyl)-5-methyl-1,3-thiazol-2-amine AldrichCPR C10H8F2N2S
CDS019548 5-(2,4-Difluorobenzyl)-1,3-thiazol-2-amine AldrichCPR C10H8F2N2S
CDS012093 5-(3,4-difluorobenzyl)-1,3-thiazol-2-amine AldrichCPR C10H8F2N2S
CDS012130 5-(3,5-difluorobenzyl)-1,3-thiazol-2-amine AldrichCPR C10H8F2N2S
CDS009614 4-(4-chloro-phenyl)-5-methyl-thiazol-2-ylamine AldrichCPR C10H9ClN2S
JRD0109 4-(4-Chlorophenyl)-5-methylthiazol-2-amine AldrichCPR C10H9ClN2S
CDS015381 ethyl 2-[(4,5-dichloro-1H-imidazol-1-yl)methyl]-1,3-thiazole-4-carboxylate AldrichCPR C10H9Cl2N3O2S
CDS001986 4-(4-Fluoro-3-methylphenyl)-1,3-thiazol-2-ylamine AldrichCPR C10H9FN2S
CDS006177 4-(4-fluoro-phenyl)-5-methyl-thiazol-2-ylamine AldrichCPR C10H9FN2S
JRD0110 4-(4-fluoro-phenyl)-5-methyl-thiazol-2-ylamine AldrichCPR C10H9FN2S
CDS015043 2-(4-chlorophenyl)-1,3-thiazolane-4-carboxylic acid AldrichCPR C10H10ClNO2S
CDS010245 5-[1-(5-chloro-thiophen-2-yl)-meth-(e)-ylidene]-3-prop-2-ynyl-thiazolidine-2,4-dione AldrichCPR C11H6ClNO2S2
CDS015129 2-(2,6-dichlorobenzyl)-1,3-thiazole-4-carbonyl chloride AldrichCPR C11H6Cl3NOS
653497 4-(4-Bromophenyl)-2-thiazoleacetonitrile 97% C11H7BrN2S
CDS007013 [2-(3-bromo-phenyl)-thiazol-4-yl]-acetic acid AldrichCPR C11H8BrNO2S
CDS004912 (5E)-5-(3-Bromo-4-hydroxy-5-methoxybenzylidene)-1,3-thiazolidine-2,4-dione AldrichCPR C11H8BrNO4S
CDS014413 4-methyl-2-phenyl-1,3-thiazole-5-carbonyl chloride AldrichCPR C11H8ClNOS
CDS013453 2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]acetic acid AldrichCPR C11H8ClNO2S
CDS017535 2-(2-fluoro-phenyl)-4-methyl-thiazole-5-carboxylic acid AldrichCPR C11H8FNO2S
CDS017045 n1-(4-phenyl-1,3-thiazol-2-yl)-2-chloroacetamide AldrichCPR C11H9ClN2OS
CDS005649 4-(7-Chloro-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-thiazol-2-amine AldrichCPR C11H9ClN2O2S
CDS015581 methyl 2-amino-5-(4-fluorophenyl)-1,3-thiazole-4-carboxylate AldrichCPR C11H9FN2O2S
CDS015877 5-(bromomethyl)-4-methyl-2-phenyl-1,3-thiazole AldrichCPR C11H10BrNS
CDS009671 c-[4-(2,4-dichloro-phenyl)-5-methyl-thiazol-2-yl]-methylamine AldrichCPR C11H10Cl2N2S
CDS017865 4-[2-(4-fluorophenoxy)ethyl]-1,3-thiazol-2-amine AldrichCPR C11H11FN2OS
CDS018211 6-[(4-chlorophenyl)thio]imidazo[2,1-b][1,3]thiazole-5-carbaldehyde AldrichCPR C12H7ClN2OS2
CDS014029 2-(2,3-dihydro-1-benzofuran-5-yl)thiazole-4-carbonyl chloride AldrichCPR C12H8ClNO2S
CDS001768 Ethyl 2-(2,4-difluorophenyl)-1,3-thiazole-4-carboxylate AldrichCPR C12H9F2NO2S
CDS007676 2-(3-bromo-phenyl)-thiazole-4-carboxylic acid ethyl ester AldrichCPR C12H10BrNO2S
CDS009730 2-(4-bromo-benzyl)-thiazole-4-carboxylic acid methyl ester AldrichCPR C12H10BrNO2S
CDS011300 ethyl 2-(4-chlorophenyl)-4-hydroxythiazole-5-carboxylate AldrichCPR C12H10ClNO3S
CDS017121 [4-(4-fluoro-phenyl)-2-methyl-thiazol-5-yl]-acetic acid AldrichCPR C12H10FNO2S
CDS012846 (2-[(4-fluorophenoxy)methyl]-1,3-thiazol-4-yl)acetic acid AldrichCPR C12H10FNO3S
653500 Ethyl 2-amino-4-(4-bromophenyl)thiazole-5-carboxylate 90% C12H11BrN2O2S
717258 Ethyl-4-(bromomethyl)-2-(2-pyridyl)thiazole-5-carboxylate 97% C12H11BrN2O2S
CDS006235 4-(4-fluorophenyl)-5-propyl-1,3-thiazol-2-amine AldrichCPR C12H13FN2S
CDS020131 N-(2-Chlorophenyl)-1,3-benzothiazol-2-amine AldrichCPR C13H9ClN2S
CDS011609 benzothiazol-2-yl-(4-fluoro-phenyl)-amine AldrichCPR C13H9FN2S
CDS015029 2-[4-(6-chloro-1,3-benzothiazol-2-yl)piperazino]ethan-1-ol AldrichCPR C13H16ClN3OS
CDS008062 4-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]aniline AldrichCPR C15H11FN2S
SYX00111 2-Chloro-4-(tributylstannyl)thiazole AldrichCPR C15H28ClNSSn
JRD0285 (2-Bromo-4-methylthiazol-5-yl)methanol AldrichCPR