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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-42764

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

Purity: 95%
N/A
Z-43179

3-Chloro-5-fluorobenzo[d]isoxazole

Purity: 95%
178747-50-7
Z-42653

5-Cyclopropylisoxazole-3-carbohydrazide

Purity: 95%
N/A
Z-40371

2-Chloro-5-(trifluoromethyl)benzo[d]oxazole

Purity: 95%
114997-91-0
Z-42753

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

Purity: 95%
N/A
Z-40372

2-Chloro-5-fluorobenzo[d]oxazole

Purity: 95%
135533-78-7
Z-42754

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

Purity: 95%
N/A
Z-40375

2-Chloro-6-fluorobenzo[d]oxazole

Purity: 95%
153403-53-3
Z-40376

2-Chloro-4-fluorobenzo[d]oxazole

Purity: 95%
1163123-39-4
Z-39639

3,5-Dimethylisoxazole-4-sulfonamide

Purity: 95%
175136-83-1
Z-40378

2,5,6-Trichlorobenzo[d]oxazole

Purity: 95%
177268-36-9
Z-39757

2-Chloro-5-methylbenzo[d]oxazole

Purity: 95%
3770-60-3
Z-42184

3-Methyl-5-(piperidin-2-yl)isoxazole

Purity: 95%
N/A
Z-40028

Ethyl 2-bromo-4-methyloxazole-5-carboxylate

Purity: 95%
78451-13-5
Z-42185

3-Methyl-5-(piperidin-3-yl)isoxazole

Purity: 95%
N/A
Z-40210

4-Phenyloxazole

Purity: 95%
20662-89-9
Z-42186

3-Methyl-5-(piperidin-4-yl)isoxazole

Purity: 95%
N/A
Z-40336

2-Methylbenzo[d]oxazole-5-carbonitrile

Purity: 95%
N/A
Z-42575

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

Purity: 95%
N/A
Z-40369

2,7-Dichlorobenzo[d]oxazole

Purity: 95%
86691-34-1
Z-42578

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

Purity: 95%
N/A
Z-40370

2-Chloro-7-fluorobenzo[d]oxazole

Purity: 95%
153403-52-2
Z-38262

3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonitrile

Purity: 95%
175204-41-8
Z-39273

3-(4-Fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Purity: 0.97
1736-21-6
Z-38302

Methyl 2-(bromomethyl)oxazole-4-carboxylate

Purity: 95%
175551-77-6
Z-39277

3-(5-Bromothiophen-2-yl)isoxazole

Purity: 95%
175205-66-0
Z-38328

Methyl 3',5-dimethyl-[3,5'-biisoxazole]-4'-carboxylate

Purity: 95%
175277-12-0
Z-39405

3-Ethyl-5-methylisoxazole-4-carboxylic acid

Purity: 0.97
17147-85-2
Z-38329

Methyl 3-methyl-5-(4-(trifluoromethyl)phenyl)isoxazole-4-carboxylate

Purity: 95%
175276-89-8
Z-39422

3-Methyl-5-(4-(trifluoromethyl)phenyl)isoxazole-4-carbohydrazide

Purity: 95%
175276-90-1
Z-38331

Methyl 4-(1-(hydroxyimino)ethyl)-5-methylisoxazole-3-carboxylate

Purity: 95%
175277-20-0
Z-38360

Methyl 5-acetyl-3-ethylisoxazole-4-carboxylate

Purity: 95%
175277-79-9
Z-36396

3-(Thiophen-2-yl)isoxazole

Purity: 95%
175205-65-9
Z-38785

3-Chloro-6-methylbenzo[d]isoxazole

Purity: 95%
16302-64-0
Z-37266

2-(Chloromethyl)benzo[d]oxazole

Purity: 0.95
41014-43-1
Z-38848

Ethyl 3,5-dimethylisoxazole-4-carboxylate

Purity: 0.97
17147-42-1
Z-37876

Methyl 3-methyl-[5,5'-biisoxazole]-4-carboxylate

Purity: 95%
175277-13-1
Z-38854

Methyl 4-benzyl-2-phenyloxazole-5-carboxylate

Purity: 95%
173037-37-1
Z-37964

5-(3-(Trifluoromethyl)phenyl)oxazole

Purity: 0.95
175205-48-8
Z-38964

3-(Thiophen-2-yl)-5-(trifluoromethyl)isoxazole

Purity: 95%
175203-89-1
Z-38257

N'-Hydroxyisoxazole-5-carboximidamide

Purity: 95%
164982-41-6
Z-39255

3-(2,6-Dichlorophenyl)-N-hydroxy-5-methylisoxazole-4-carboximidamide

Purity: 95%
164982-40-5
Z-34100

3-Methoxyisoxazole-5-carboxylic acid

Purity: 95%
13626-59-0
Z-35201

Ethyl 3-ethylisoxazole-5-carboxylate

Purity: 95%
90087-37-9
Z-34101

3-Hydroxyisoxazole-5-carboxylic acid

Purity: 0.95
13626-60-3
Z-35335

3,6-Dichlorobenzo[d]isoxazole

Purity: 0.95
16263-54-0
Z-34156

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

Purity: 95%
136663-21-3
Z-35731

3,3'-Biisoxazole

Purity: 95%
16840-55-4
Z-34302

(R)-4-(tert-Butyl)-2-methyl-4,5-dihydrooxazole

Purity: 95%
137542-74-6
Z-36128

2-([1,1'-Biphenyl]-4-yl)benzo[d]oxazole

Purity: 95%
17064-45-8
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