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Oxazoles

A vast class of heterocyclic aromatic organic compounds are derived from the parent compound oxazole, which consists of azoles containing an oxygen and a nitrogen separated by one carbon. While oxazoles are aromatic, they are less so than thiazoles. Oxazole exhibits weak basicity, with its conjugate acid having a pKa value of 0.8, which is lower than the pKa value of 7 for imidazole.

In organic chemistry, there are several classical methods for synthesizing oxazoles. These include the dehydration of 2-acylaminoketones through the Robinson-Gabriel synthesis, the synthesis of oxazoles from cyanohydrins and aldehydes through the Fischer method, the Bredereck reaction that involves α-haloketones and formamide, and the Van Leusen reaction that utilizes aldehydes and TosMIC.

1,3-oxazole is a monocyclic heteroarene that has a five-membered ring structure. It is an analogue of cyclopentadiene where the CH2 at position 1 is replaced with an O and the CH at position 3 is replaced with an N.

Due to their biological activity, including antibacterial, antifungal, antitubercular, anti-inflammatory properties, among others, as well as their usefulness as valuable precursors in various synthetic transformations, oxazole derivatives have generated significant interest in pharmaceutical research and organic synthesis.

The oxazole moiety exhibits a range of biological activities such as anti-inflammatory, antibiotic, antiproliferative, analgesic, antifungal, hypoglycemic, anti-tuberculosis, and muscle relaxant activities.

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Catalog #
Compound Name
Structure
Z-43851

5-Chlorobenzo[d]oxazole-2-carbonitrile

Purity: 95%
33652-89-0
Z-44425

Methyl 3-(2-chloro-6-fluorophenyl)-5-(2-(dimethylamino)vinyl)isoxazole-4-carboxylate

Purity: 95%
338417-50-8
Z-43852

Methyl 4-aminobenzo[d]oxazole-2-carboxylate

Purity: 95%
1187930-27-3
Z-44435

Ethyl 4-(4-fluorobenzoyl)isoxazole-3-carboxylate

Purity: 95%
N/A
Z-43928

Ethyl 2-(3-bromophenyl)oxazole-4-carboxylate

Purity: 95%
885273-06-3
Z-44560

Ethyl 4-((4-chlorophenyl)carbamoyl)-5-methylisoxazole-3-carboxylate

Purity: 95%
N/A
Z-43953

Ethyl oxazole-2-carboxylate

Purity: 95%
33036-67-8
Z-44561

Ethyl 5-methyl-4-((3-(trifluoromethyl)phenyl)carbamoyl)isoxazole-3-carboxylate

Purity: 95%
N/A
Z-44009

2-(3-Bromophenyl)oxazole-4-carboxylic acid

Purity: 95%
N/A
Z-44562

Ethyl 4-picolinoylisoxazole-3-carboxylate

Purity: 95%
N/A
Z-44021

Ethyl 2-phenyloxazole-4-carboxylate

Purity: 95%
39819-39-1
Z-44079

4-Bromo-3-methyl-5-phenylisoxazole

Purity: 95%
31301-50-5
Z-43723

Ethyl 5-phenylisoxazole-3-carboxylate

Purity: 95%
7063-99-2
Z-43725

Ethyl isoxazole-3-carboxylate

Purity: 95%
3209-70-9
Z-43362

5-(Chloromethyl)-3-(o-tolyl)isoxazole

Purity: 95%
N/A
Z-43735

Methyl 5-chlorobenzo[d]oxazole-2-carboxylate

Purity: 95%
27383-92-2
Z-43363

5-(Chloromethyl)-3-(m-tolyl)isoxazole

Purity: 95%
N/A
Z-43740

Oxazole-5-carboxamide

Purity: 95%
158178-93-9
Z-43364

5-(Chloromethyl)-3-(p-tolyl)isoxazole

Purity: 95%
N/A
Z-43757

Ethyl isoxazole-5-carboxylate

Purity: 95%
173850-41-4
Z-43365

5-(Chloromethyl)-3-(2-methoxyphenyl)isoxazole

Purity: 95%
600740-15-6
Z-43759

Ethyl 2-methyloxazole-4-carboxylate

Purity: 95%
10200-43-8
Z-43453

4,5-Dimethyloxazole

Purity: 95%
20662-83-3
Z-43762

Ethyl 5-ethylisoxazole-3-carboxylate

Purity: 95%
90607-22-0
Z-43454

2-Bromo-4,5-dimethyloxazole

Purity: 95%
1240612-08-1
Z-43767

Methyl 3-(2-chlorophenyl)-5-formylisoxazole-4-carboxylate

Purity: 95%
682352-78-9
Z-43455

4,5-Dimethyloxazole-2-carboxylic acid

Purity: 95%
1240605-72-4
Z-43768

Methyl 3-(4-chlorophenyl)-5-formylisoxazole-4-carboxylate

Purity: 95%
682352-76-7
Z-43507

7-Bromobenzo[d]oxazole

Purity: 0.95
885270-14-4
Z-43769

Methyl 6-bromobenzo[d]oxazole-2-carboxylate

Purity: 0.97
954239-67-9
Z-43603

5-Methyl-2-phenyloxazole-4-carboxylic acid

Purity: 0.95
18735-74-5
Z-43770

Methyl 7-bromobenzo[d]oxazole-2-carboxylate

Purity: 95%
954239-78-2
Z-42843

Methyl 2-ethyl-7-methoxybenzo[d]oxazole-5-carboxylate

Purity: 95%
N/A
Z-43285

2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid

Purity: 95%
54903-16-1
Z-42844

Methyl 2-ethyl-5-methoxybenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42845

Methyl 5-methoxybenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42755

Methyl 5-bromo-2-methylbenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42846

Methyl 5-methoxy-2-methylbenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42756

Methyl 5-bromo-2-oxo-2,3-dihydrobenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42847

Methyl 7-methoxy-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Purity: 95%
N/A
Z-42757

Methyl 2-(chloromethyl)-5-methylbenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42848

Methyl 5-methoxy-2-oxo-2,3-dihydrobenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-42758

Methyl 2-(chloromethyl)-5-methoxybenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-43014

4-Methyloxazole

Purity: 0.99
693-93-6
Z-42759

Methyl 2-(chloromethyl)-7-methoxybenzo[d]oxazole-5-carboxylate

Purity: 95%
N/A
Z-43157

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

Purity: 95%
N/A
Z-42760

Methyl 2,5-dimethylbenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-43177

3-Chloro-5-methylbenzo[d]isoxazole

Purity: 95%
196708-35-7
Z-42762

Methyl 5-methylbenzo[d]oxazole-7-carboxylate

Purity: 95%
N/A
Z-43178

3-Chloro-6-fluorobenzo[d]isoxazole

Purity: 95%
374554-89-9
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