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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-14813

3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

Purity: 97%
832114-00-8
Z-17268

5-Phenyl-1,3-oxazole

Purity: 95%
1006-68-4
Z-13185

3,5-Dimethylisoxazole-4-sulfonylchloride

Purity: 98%
80466-79-1
Z-11621

3-(Chloromethyl)-5-methylisoxazole

Purity: 95%
35166-37-1
Z-13271

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

Purity: 97%
84163-13-3
Z-11655

2,6-Dichlorobenzoxazole

Purity: 95%
3621-82-7
Z-13272

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole

Purity: 95%
84163-77-9
Z-11786

Ethyl 5-(4-hydroxyphenyl)oxazole-4-carboxylate

Purity: 95%
391248-24-1
Z-11990

3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carbonylchloride

Purity: 95%
4462-55-9
Z-10509

3-Methylisoxazole-4-carboxylic acid

Purity: 97%
17153-20-7
Z-12218

Methyl 5-phenylisoxazole-3-carboxylate

Purity: 95%
51677-09-9
Z-10587

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

Purity: 95%
176593-36-5
Z-12222

2-(Piperidin-3-yl)benzo[d]oxazole hydrochloride

Purity: 95%
51785-15-0
Z-10677

2-(Chloromethyl)oxazole

Purity: 95%
185246-17-7
Z-12223

Methyl 5-(tert-butyl)isoxazole-3-carboxylate

Purity: 98%
517870-22-3
Z-10787

4-(Chloromethyl)-3,5-dimethylisoxazole

Purity: 97%
19788-37-5
Z-12251

2-Amino-6-bromobenzoxazole

Purity: 95%
52112-66-0
Z-11069

5-Phenylisoxazole-3-carboxamide

Purity: 95%
23088-52-0
Z-12260

5-Ethylisoxazole-3-carboxylic acid

Purity: 95%
52320-59-9
Z-11220

3-Bromo-5-methylisoxazole

Purity: 99%
25741-97-3
Z-12956

5-Isopropylisoxazole-3-carboxamide

Purity: 95%
71433-23-3
Z-11409

3,5-Dimethylisoxazole

Purity: 95%
300-87-8
Z-08781

6-Chlorobenzo[d]isoxazole-3-carboxylic acid

Purity: 95%
28691-49-8
Z-09718

3-Bromoisoxazole

Purity: 95%
111454-71-8
Z-08823

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

Purity: 95%
13452-14-7
Z-09745

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

Purity: 95%
113841-59-1
Z-08860

2-(2-Bromo-5-chlorophenyl)-4,4-dimethyl-4,5-dihydrooxazole

Purity: 95%
849106-18-9
Z-09943

2-Bromo-5-phenyloxazole

Purity: 95%
129053-70-9
Z-08934

5-Phenyloxazole-4-carboxylic acid

Purity: 95%
99924-18-2
Z-10180

5-Amino-3-methylisoxazole

Purity: 95%
14678-02-5
Z-08957

3-Methyl-5-phenylisoxazole-4-carboxylic acid

Purity: 97%
17153-21-8
Z-08961

Methyl 5-methylisoxazole-3-carboxylate

Purity: 97%
19788-35-3
Z-08312

5-(Methoxymethyl)isoxazole-4-carboxylic acid

Purity: 95%
134541-08-5
Z-09345

5-Methylisoxazole-4-carboxylic acid

Purity: 97%
42831-50-5
Z-08447

4-(2-(Methylthio)pyrimidin-4-yl)isoxazole

Purity: 95%
956721-96-3
Z-09513

Methyl 3-hydroxyisoxazole-5-carboxylate

Purity: 97%
10068-07-2
Z-08547

Methyl benzo[d]oxazole-2-carboxylate

Purity: 95%
27383-86-4
Z-09527

5-(Chloromethyl)-3-phenylisoxazole

Purity: 95%
1011-37-6
Z-08548

Ethyl benzo[d]oxazole-2-carboxylate

Purity: 95%
27383-87-5
Z-09537

Methyl 5-isopropylisoxazole-3-carboxylate

Purity: 95%
1018053-71-8
Z-08677

Ethyl 5-phenyloxazole-2-carboxylate

Purity: 95%
13575-16-1
Z-09651

Methyl 2-phenyloxazole-5-carboxylate

Purity: 95%
106833-83-4
Z-06958

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

Purity: 98%
3919-76-4
Z-08153

4-Chlorobenzo[d]isoxazole

Purity: 95%
1260783-81-0
Z-07024

4-(Chloromethyl)-2-(4-fluorophenyl)-5-methyloxazole

Purity: 95%
625826-69-9
Z-08154

4-Fluorobenzo[d]isoxazole

Purity: 95%
1260751-84-5
Z-07160

3-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

Purity: 95%
374715-22-7
Z-08190

Ethyl benzo[d]isoxazole-3-carboxylate

Purity: 95%
57764-49-5
Z-07364

2-Methyloxazole-4-carbonitrile

Purity: 95%
89282-09-7
Z-08191

Benzo[d]isoxazole-3-carboxylic acid

Purity: 98%
28691-47-6
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