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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-00448

5-(4-chlorophenyl)oxazole-4-carboxylic acid

Purity: 98%
143659-14-7
X-00524

2-chloromethyloxazole

Purity: 98%
185246-17-7
X-00460

2-isopropyl-4,5-dihydrooxazole-4-carboxylic acid

Purity: 98%
153180-21-3
X-00526

2,5,6-trimethylbenzoxazole

Purity: 98%
19219-98-8
X-00468

4,5-dihydro-2-methyl-1,3-oxazole-4-carboxylic acid methyl ester

Purity: 98%
155884-28-9
X-00528

5-chloro-2-methylbenzoxazole

Purity: 98%
19219-99-9
X-00474

ethyl 4-acetyl-5-methylisoxazole-3-carboxylate

Purity: 98%
15911-11-2
X-00530

3-trifluoromethyl-7-propyl-6-hydroxybenzisoxazole

Purity: 98%
194608-88-3
X-00480

3-chloro-1,2-benzisoxazole

Purity: 98%
16263-52-8
X-00532

methyl 5-methyl-3-isoxazolecarboxylate

Purity: 98%
19788-35-3
X-00406

5-(hydroxymethyl)-1,3-oxazole

Purity: 98%
127232-41-1
X-00364

3-bromo-isoxazole-5-carboxylic acid ethyl ester

Purity: 98%
105174-97-8
X-00408

ethyl 5-(4-chlorophenyl)oxazole-4-carboxylate

Purity: 98%
127919-28-2
X-00368

4-bromo-3,5-dimethylisoxazole

Purity: 98%
10558-25-5
X-00412

3-(bromomethyl)-5-methylisoxazole

Purity: 98%
130628-75-0
X-00382

5-(2-methylpropyl)-3-isoxazolecarboxylic acid ethyl ester

Purity: 98%
110578-27-3
X-00424

5-bromobenzooxazole

Purity: 98%
132244-31-6
X-00386

3-bromoisoxazole

Purity: 98%
111454-71-8
X-00432

2-methyl-1,3-benzoxazole-6-carboxylic acid

Purity: 98%
13452-14-7
X-00388

2-piperazino-1,3-benzoxazole

Purity: 98%
111628-39-8
X-00390

5-methyl-3-phenylisoxazole-4-carboxylic acid

Purity: 98%
1136-45-4
X-00340

3-hydroxy-5-methylisoxazole

Purity: 98%
10004-44-1
X-00394

4-(bromomethyl)-3-methyl-5-phenylisoxazole

Purity: 98%
113841-59-1
X-00342

3-methyl-4-isoxazolemethanol

Purity: 98%
100367-83-7
X-00396

ethyl 2-amino-1,3-oxazole-5-carboxylate

Purity: 98%
113853-16-0
X-00344

methyl 3-hydroxy-5-isoxazolecarboxylate

Purity: 98%
10068-07-2
X-00398

ethyl 5-methyl-3-phenylisoxazole-4-carboxylate

Purity: 98%
1143-82-4
X-00350

2-methyl-4-oxazolecarboxylic acid ethyl ester

Purity: 98%
10200-43-8
X-00404

5-oxazolecarboxylic acid methyl ester

Purity: 98%
121432-12-0
X-00362

2-ethyl-4,5-dihydrooxazole

Purity: 98%
10431-98-8
NT-00608

4-Bromo-benzooxazole-2-carboxylic acid

Purity: 97%
944907-35-1
T-10062

2-chlorooxazole-4-carboxylic acid

Purity: 98%
706789-07-3
NT-00612

7-Bromo-benzooxazole-2-carboxylic acid

Purity: 97%
944898-67-3
TC-00174

ethyl 2-bromooxazole-4-carboxylate

Purity: 97%
460081-20-3
NT-00614

Isoxazole-4-carbonitrile

Purity: 97%
68776-58-9
TC-00424

5-(chloromethyl)-2,4-dimethyloxazole

Purity: 97%
885061-06-3
NT-00622

6-Bromo-benzooxazole-2-carboxylic acid methyl ester

Purity: 97%
954239-67-9
TC-00460

oxazole-2-carboxylic acid

Purity: 97%
672948-03-7
NT-00624

6-Bromo-benzooxazole-2-carboxylic acid

Purity: 97%
944907-30-6
TC-00470

ethyl 2-aminooxazole-4-carboxylate

Purity: 97%
177760-52-0
NT-00628

Oxazole-5-carboxylic acid

Purity: 97%
118994-90-4
TC-00596

5-bromooxazole-4-carboxylic acid

Purity: 97%
1240611-09-9
NT-00632

isoxazole-3-carboxylic acid

Purity: 97%
3209-71-0
NT-00644

5-Chloro-benzooxazole-2-carboxylic acid

Purity: 97%
49559-65-1
NT-00602

6-Bromo-benzooxazole

Purity: 97%
375369-14-56
NT-00648

5-(bromomethyl)isoxazole

Purity: 97%
69735-35-9
NT-00604

5-Bromo-benzooxazole-2-carboxylic acid methyl ester

Purity: 97%
954239-61-3
NT-00650

5-Amino-benzooxazole-2-carboxylic acid methyl ester

Purity: 97%
1035093-77-6
NT-00606

methyl 4-aminobenzo[d]oxazole-2-carboxylate

Purity: 97%
1187930-27-3
T-10061

ethyl 2-chlorooxazole-4-carboxylate

Purity: 98%
460081-18-9
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