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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
X-02900

ethyl 5-isopropyl-3-isoxazolecarboxylate

Purity: 98%
91240-30-1
X-02856

2-phenylbenzoxazole

Purity: 98%
833-50-1
X-02746

5-methylisoxazole

Purity: 98%
5765-44-6
X-02802

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride

Purity: 98%
69399-79-7
X-02748

6-methoxy-1,2-benzisoxazole-3-carboxylic acid ethyl ester

Purity: 98%
57764-51-9
X-02806

5-bromomethylisoxazole

Purity: 98%
69735-35-9
X-02758

2-amino-5-chlorobenzoxazole

Purity: 98%
61-80-3
X-02810

2-chlorooxazole-4-carboxylic acid

Purity: 98%
706789-07-3
X-02760

2-methyl-6-phenylbenzoxazole

Purity: 98%
61309-99-7
X-02820

2-mercaptobenzooxazole-6-carboxylic acid methyl ester

Purity: 98%
72752-81-9
X-02762

2-chlorobenzoxazole

Purity: 98%
615-18-9
X-02764

2-methyl-5-phenylbenzoxazole

Purity: 98%
61931-68-8
X-02772

4-isoxazolecarboxylic acid

Purity: 98%
6436-62-0
X-02732

oxazole-4-carbonitrile

Purity: 98%
55242-84-7
X-02774

ethyl 6-bromobenzo(d)isoxazole-3-carboxylate

Purity: 98%
651780-27-7
X-02738

5-tert-butyl-3-isocyanatoisoxazole

Purity: 98%
55809-53-5
X-02780

3-bromoisoxazole-5-carboxylic acid

Purity: 98%
6567-35-7
X-02740

2,5-dimethylbenzoxazole

Purity: 98%
5676-58-4
X-02788

oxazole-2-carboxylic acid

Purity: 98%
672948-03-7
X-02742

6-amino-2-methylbenzoxazole

Purity: 98%
5676-60-8
X-02798

isoxazole-3-carbonitrile

Purity: 98%
68776-57-8
X-02648

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid

Purity: 98%
3919-74-2
X-02690

3-methylisoxazole-5-carboxylic acid

Purity: 98%
4857-42-5
X-02650

3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carboxylic acid

Purity: 98%
3919-76-4
X-02698

5-ethoxy-4-methyloxazole

Purity: 98%
5006-20-2
X-02652

5-methylisoxazole-3-carbonyl chloride

Purity: 98%
39499-34-8
X-02704

ethyl 5-methylisoxazole-4-carboxylate

Purity: 98%
51135-73-0
X-02654

3-phenylbenzo(c)isoxazole-5-carboxylic acid

Purity: 98%
39695-71-1
X-02708

2-(4-chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid

Purity: 98%
51234-28-7
X-02656

2-(chloromethyl)-1,3-benzoxazole

Purity: 98%
41014-43-1
X-02712

5-ethylisoxazole-3-carboxylic acid

Purity: 98%
52320-59-9
X-02664

5-methyl-4-isoxazolecarboxylic acid

Purity: 98%
42831-50-5
X-02722

5-isopropyl-3-isoxazolecarbonyl chloride

Purity: 98%
53064-56-5
X-02670

2-methylthio-5-methylbenzoxazole

Purity: 98%
439608-30-7
X-02674

3-(2,6-dichlorophenyl)-5-methylisoxazole-4-carbonyl chloride

Purity: 98%
4462-55-9
X-02676

4-methyl-1,3-oxazole-5-methanol

Purity: 98%
45515-23-9
X-02638

3-bromomethyl-1,2-benzisoxazole

Purity: 98%
37924-85-9
X-02678

5-methyloxazole-2-carboxylic acid

Purity: 98%
45676-69-5
X-02646

5-(2-bromophenyl)isoxazole

Purity: 98%
387358-52-3
X-02684

ethyl 2-chloro-1,3-oxazole-4-carboxylate

Purity: 98%
460081-18-9
X-02604

5-methylisoxazole-3-carboxylic acid

Purity: 98%
3405-77-4
X-02576

5-aminooxazole-4-carboxamide

Purity: 98%
30380-27-9
X-02612

3-(chloromethyl)-5-methylisoxazole

Purity: 98%
35166-37-1
X-02578

4-(chloromethyl)-2-phenyl-1,3-oxazole

Purity: 98%
30494-97-4
X-02614

5-phenyl-1,3-oxazole-4-methanol

Purity: 98%
352018-88-3
X-02580

3,5-dimethylisoxazole-4-carbonyl chloride

Purity: 98%
31301-45-8
X-02616

5-amino-3-methyl-4-isoxazolecarbonitrile

Purity: 98%
35261-01-9
X-02582

4-amino-3,5-dimethylisoxazole

Purity: 98%
31329-64-3
X-02624

2-amino-4-(trifluoromethyl)oxazole

Purity: 98%
35629-71-1
X-02586

3-isoxazolecarboxylic acid

Purity: 98%
3209-71-0
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