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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-51773

Ethyl 3-methylisoxazole-5-carboxylate

Purity: 0.97
63366-79-0
Z-52800

3-Methylisoxazole-5-carbonitrile

Purity: 95%
65735-07-1
Z-46133

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

Purity: 95%
N/A
Z-48053

2-Phenyloxazole-5-carboxylic acid

Purity: 95%
106833-79-8
Z-46134

Ethyl 4-(2-naphthoyl)isoxazole-3-carboxylate

Purity: 95%
N/A
Z-48325

Oxazole

Purity: 0.98
288-42-6
Z-46536

4-(2-Bromoethyl)-3,5-dimethylisoxazole

Purity: 95%
N/A
Z-51015

Methyl 2-bromooxazole-5-carboxylate

Purity: 0.95
1092351-96-6
Z-47761

5-(Bromomethyl)-3-(3-chlorophenyl)isoxazole

Purity: 95%
205928-88-7
Z-51147

2-Bromooxazole-4-carboxylic acid

Purity: 0.95
1167055-73-3
Z-47862

2-Chlorooxazole-4-carboxylic acid

Purity: 95%
706789-07-3
Z-51211

5-(Bromomethyl)isoxazole

Purity: 95%
69735-35-9
Z-47866

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

Purity: 95%
845872-30-2
Z-51213

5-(Chloromethyl)isoxazole

Purity: 95%
57777-33-0
Z-47890

4-(Bromomethyl)-2-(3-bromophenyl)oxazole

Purity: 95%
886363-25-3
Z-51218

5-Chloro-4-methylisoxazole-3-carboxylic acid

Purity: 95%
3357-01-5
Z-47904

4-Methyl-2-(trimethylsilyl)oxazole

Purity: 95%
90892-93-6
Z-51463

2-Bromooxazole-4-carboxamide

Purity: 95%
941306-42-9
Z-47909

5-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)-4,5-dihydroisoxazole-3-carboxylic acid

Purity: 95%
444342-51-2
Z-51486

2-Bromooxazole-5-carboxylic acid

Purity: 95%
1373253-25-8
Z-47997

Benzo[d]oxazole-6-carboxylic acid

Purity: 0.97
154235-77-5
Z-48051

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

Purity: 95%
1007112-35-7
Z-45623

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

Purity: 95%
924869-24-9
Z-45627

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

Purity: 95%
N/A
Z-44579

5-(Chloromethyl)-3-(4-methoxyphenyl)isoxazole

Purity: 95%
N/A
Z-45629

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

Purity: 95%
924862-20-4
Z-44787

5-Methyl-4-((3-(trifluoromethyl)phenyl)carbamoyl)isoxazole-3-carboxylic acid

Purity: 95%
N/A
Z-45633

Methyl 2-(chloromethyl)benzo[d]oxazole-6-carboxylate

Purity: 95%
N/A
Z-44907

5-((2-Chlorobenzamido)methyl)-4,5-dihydroisoxazole-3-carboxylic acid

Purity: 95%
N/A
Z-45652

5-Bromo-2-(chloromethyl)benzo[d]oxazole

Purity: 95%
N/A
Z-45113

Ethyl 4-(cyclopropanecarbonyl)isoxazole-3-carboxylate

Purity: 95%
N/A
Z-45795

5-Bromo-2-butylbenzo[d]oxazole

Purity: 95%
N/A
Z-45276

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

Purity: 95%
N/A
Z-45813

2-((tert-Butoxycarbonyl)amino)-4-(trifluoromethyl)oxazole-5-carboxylic acid

Purity: 95%
N/A
Z-45522

2-(2-Chloropyridin-3-yl)benzo[d]oxazole

Purity: 95%
N/A
Z-45986

7-Bromo-5-methoxy-2-methylbenzo[d]oxazole

Purity: 95%
N/A
Z-45523

2-(6-Chloropyridin-3-yl)benzo[d]oxazole

Purity: 95%
N/A
Z-45987

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

Purity: 95%
N/A
Z-45541

Methyl benzo[d]oxazole-5-carboxylate

Purity: 0.95
924869-17-0
Z-46051

7-Bromo-2-ethyl-5-methoxybenzo[d]oxazole

Purity: 95%
N/A
Z-45581

Ethyl 2-((tert-butoxycarbonyl)amino)-4-(trifluoromethyl)oxazole-5-carboxylate

Purity: 95%
N/A
Z-46064

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

Purity: 95%
952182-69-3
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-43845

3-Bromo-5-cyclopropylisoxazole

Purity: 95%
1187933-05-6
Z-44111

Ethyl 2,5-dimethyloxazole-4-carboxylate

Purity: 95%
23000-15-9
Z-43848

Methyl 2-(3-fluorophenyl)oxazole-4-carboxylate

Purity: 95%
1065102-74-0
Z-44220

N-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)-3-(hydrazinecarbonyl)-5-methylisoxazole-4-carboxamide

Purity: 95%
N/A
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