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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-02596

ethyl oxazole-2-carboxylate

Purity: 98%
33036-67-8
X-02636

4-(bromomethyl)-5-phenyl-1,3-oxazole

Purity: 98%
368869-94-7
X-02598

4-(aminomethyl)-2-phenyloxazole hydrochloride

Purity: 98%
33105-95-2
X-02600

oxazole-2-carboxylic acid

Purity: 98%
33123-68-1
X-02574

3,5-dimethylisoxazole

Purity: 98%
300-87-8
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-02516

2-mercapto-5-methylbenzoxazole

Purity: 98%
22876-22-8
X-02556

4-methylisoxazole-5-carboxylic acid

Purity: 98%
261350-46-3
X-02518

2,5-dimethyl-1,3-oxazole-4-carboxylic acid

Purity: 98%
23000-14-8
X-02558

benzoxazole

Purity: 98%
273-53-0
X-02520

1,3-oxazole-4-carboxylic acid

Purity: 98%
23012-13-7
X-02562

2-oxo-2,3-dihydrobenzooxazole-6-sulfonyl chloride

Purity: 98%
27685-90-1
X-02522

oxazole-4-carboxylic acid ethyl ester

Purity: 98%
23012-14-8
X-02564

3-(2,6-dichlorophenyl)-5-isopropylisoxazole-4-carboxylic acid methyl ester

Purity: 98%
278597-28-7
X-02526

2-methyloxazole-4-carboxylic acid

Purity: 98%
23062-17-1
X-02568

benzo(d)isoxazole-3-carboxylic acid

Purity: 98%
28691-47-6
X-02532

3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylic acid

Purity: 98%
23598-72-3
X-02570

isoxazole

Purity: 98%
288-14-2
X-02536

2(3h)-benzoxazolethione

Purity: 98%
2382-96-9
X-02572

1,3-oxazole

Purity: 98%
288-42-6
X-02538

6-bromo-2(3h)-benzoxazolethione

Purity: 98%
24316-84-5
X-02548

4-methyloxazole-5-carboxylic acid

Purity: 98%
2510-32-9
X-02512

5-chloro-2-mercaptobenzoxazole

Purity: 98%
22876-19-3
X-02550

3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride

Purity: 98%
25629-50-9
X-02514

6-chlorobenzoxazole-2(3h)-thione

Purity: 98%
22876-20-6
X-02552

ethyl 5-amino-3-methyl-4-isoxazolecarboxylate

Purity: 98%
25786-72-5
X-02482

2,4,5-trimethyloxazole

Purity: 98%
20662-84-4
X-02450

2-chloromethyloxazole

Purity: 98%
185246-17-7
X-02484

2-methylnaphth(2,1-d)oxazole

Purity: 98%
20686-65-1
X-02454

2,5,6-trimethylbenzoxazole

Purity: 98%
19219-98-8
X-02486

5-(hydroxymethyl)-n-methylisoxazole-3-carboxamide

Purity: 98%
210641-15-9
X-02456

5-chloro-2-methylbenzoxazole

Purity: 98%
19219-99-9
X-02488

isoxazole-5-carboxylic acid

Purity: 98%
21169-71-1
X-02460

3-trifluoromethyl-7-propyl-6-hydroxybenzisoxazole

Purity: 98%
194608-88-3
X-02492

4-methylisoxazole-3-carboxylic acid

Purity: 98%
215872-46-1
X-02462

methyl 5-methylisoxazole-3-carboxylate

Purity: 98%
19788-35-3
X-02496

benzooxazole-2-carboxylic acid

Purity: 98%
21598-08-3
X-02468

5-amino-3,4-dimethyl-isoxazole

Purity: 98%
19947-75-2
X-02504

5-fluorobenzoxazole

Purity: 98%
221347-71-3
X-02470

ethyl 2-(4'-hydroxyphenyl)-1,3-oxazole-4-carboxylate

Purity: 98%
200400-76-6
X-02506

5-tert-butyl-2-(chloromethyl)oxazole

Purity: 98%
224441-73-0
X-02472

2-trifluoromethylbenzoxazole

Purity: 98%
2008-04-0
X-02508

methyl 5-formylisoxazole-3-carboxylate

Purity: 98%
22667-21-6
X-02474

5-(bromomethyl)-3-phenylisoxazole

Purity: 98%
2039-50-1
X-02478

4-methyl-oxazole-5-carboxylic acid ethyl ester

Purity: 98%
20485-39-6
X-02434

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

Purity: 98%
177760-52-0
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