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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-65929

3-Methylisoxazole-5-carboxaMide

Purity: 95%
38955-11-2
Z-64831

Ethyl 5-aminoisoxazole-3-carboxylate

Purity: 95%
485807-08-7
Z-60703

6-Chloro-2-ethylbenzo[d]oxazole

Purity: 95%
1027019-12-0
Z-63165

(S)-4-(tert-Butyl)-2-(6-methylpyridin-2-yl)-4,5-dihydrooxazole

Purity: 95%
199277-80-0
Z-60704

7-Bromo-2-ethylbenzo[d]oxazole

Purity: 95%
1267428-95-4
Z-63391

2-Phenyl-4,5-dihydrooxazole

Purity: 95%
7127-19-7
Z-60991

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

Purity: 95%
903094-60-0
Z-63412

Ethyl 4-methylisoxazole-3-carboxylate

Purity: 95%
38061-69-7
Z-61069

Ethyl isoxazole-4-carboxylate

Purity: 95%
80370-40-7
Z-63589

Ethyl 5-aminoisoxazole-4-carboxylate

Purity: 95%
34859-64-8
Z-61740

2,5-Dimethylbenzo[d]oxazole

Purity: 0.98
5676-58-4
Z-64198

Methyl 5-formylisoxazole-3-carboxylate

Purity: 95%
22667-21-6
Z-61766

N'-Benzyl-5-methylisoxazole-3-carbohydrazide

Purity: 95%
59-63-2
Z-64237

N-(6-((2-Methoxyethyl)(methyl)amino)pyridin-3-yl)-2-phenyl-4-(trifluoromethyl)oxazole-5-carboxamide

Purity: 95%
939376-09-7
Z-61826

5-(Bromomethyl)-3-methylisoxazole

Purity: 95%
36958-61-9
Z-64275

5-Acetylisoxazole-3-carboxylic acid

Purity: 95%
145441-17-4
Z-61832

3-Ethylisoxazole-5-carboxylic acid

Purity: 95%
14633-21-7
Z-64282

Methyl 5-methylisoxazole-4-carboxylate

Purity: 95%
100047-54-9
Z-61954

(R)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-4,5-dihydrooxazole

Purity: 95%
164858-78-0
Z-62228

5-Ethyloxazole-4-carboxylic acid

Purity: 95%
898227-93-5
Z-60702

6-Chloro-2-methylbenzo[d]oxazole

Purity: 95%
63816-18-2
Z-62229

5-(4-Fluorophenyl)isoxazole-4-carboxylic acid

Purity: 95%
618383-51-0
Z-58854

Methyl 5-(2,4-difluorophenyl)isoxazole-3-carboxylate

Purity: 95%
1105191-49-8
Z-60688

4-Methylbenzo[d]oxazole

Purity: 95%
107165-67-3
Z-58855

5-(2,4-Dichloro-5-fluorophenyl)isoxazole-3-carboxylic acid

Purity: 95%
763109-73-5
Z-60689

2,4-Dimethylbenzo[d]oxazole

Purity: 95%
72692-90-1
Z-59316

2-Phenylbenzo[d]oxazole

Purity: 0.98
833-50-1
Z-60690

2-Ethylbenzo[d]oxazole-6-carboxylic acid

Purity: 95%
501918-66-7
Z-59391

Benzo[c]isoxazole-3-carboxylic acid

Purity: 95%
642-91-1
Z-60691

2-Ethyl-5-fluorobenzo[d]oxazole

Purity: 95%
1267772-21-3
Z-59504

Ethyl 5-(p-tolyl)isoxazole-3-carboxylate

Purity: 95%
88958-15-0
Z-60697

5-(Trifluoromethyl)benzo[d]oxazole

Purity: 95%
1267217-46-8
Z-59505

Ethyl 5-(4-chlorophenyl)isoxazole-3-carboxylate

Purity: 95%
81282-12-4
Z-60698

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

Purity: 95%
175785-41-8
Z-59506

Ethyl 5-(4-fluorophenyl)isoxazole-3-carboxylate

Purity: 95%
377052-00-1
Z-60699

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

Purity: 95%
1267428-36-3
Z-59539

Ethyl 5-(m-tolyl)isoxazole-3-carboxylate

Purity: 95%
893638-47-6
Z-60700

2-Ethyl-5-methylbenzo[d]oxazole

Purity: 95%
20514-29-8
Z-60562

5-Bromo-2-ethylbenzo[d]oxazole

Purity: 0.98
938458-80-1
Z-60701

6-Chlorobenzo[d]oxazole

Purity: 95%
227197-72-0
Z-60643

Ethyl 5-cyclopropylisoxazole-3-carboxylate

Purity: 95%
21080-81-9
Z-60644

Methyl 5-cyclopropylisoxazole-3-carboxylate

Purity: 95%
887360-91-0
Z-58698

Ethyl 2-cyclopropyloxazole-4-carboxylate

Purity: 95%
1060816-03-6
Z-58843

Methyl 5-(4-bromophenyl)isoxazole-3-carboxylate

Purity: 95%
517870-15-4
Z-58364

5-(4-Bromophenyl)isoxazole-3-carboxylic acid

Purity: 95%
33282-23-4
Z-58845

5-(Pyridin-3-yl)isoxazole-3-carboxylic acid

Purity: 95%
893638-39-6
Z-58365

5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

Purity: 95%
33282-15-4
Z-58846

5-(Pyridin-4-yl)isoxazole-3-carboxylic acid

Purity: 95%
893638-41-0
Z-58366

Methyl 5-(4-hydroxyphenyl)isoxazole-3-carboxylate

Purity: 95%
60640-71-3
Z-58847

5-(Pyridin-2-yl)isoxazole-3-carboxylic acid

Purity: 95%
893638-37-4
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