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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-58509

5-((1H-Indol-1-yl)methyl)-3-methylisoxazole

Purity: 95%
528593-71-7
Z-58853

5-(2,4-Difluorophenyl)isoxazole-3-carboxylic acid

Purity: 95%
1083224-23-0
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
Z-58369

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

Purity: 95%
763109-71-3
Z-58848

Methyl 5-(thiophen-2-yl)isoxazole-3-carboxylate

Purity: 95%
517870-23-4
Z-55832

Methyl 2-(pyridin-4-yl)benzo[d]oxazole-7-carboxylate

Purity: 95%
579525-07-8
Z-54216

2-Methyloxazole-4-carboxamide

Purity: 95%
100959-91-9
Z-55954

6-Fluorobenzo[d]oxazole-2(3H)-thione

Purity: 95%
145096-57-7
Z-54322

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

Purity: 95%
224441-73-0
Z-56733

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

Purity: 0.97
954230-39-8
Z-54337

Oxazole-4-carbohydrazide

Purity: 95%
885274-12-4
Z-57230

Benzo[d]oxazole-5-carboxylic acid

Purity: 95%
15112-41-1
Z-54338

Methyl 2-aminooxazole-5-carboxylate

Purity: 0.97
934236-40-5
Z-58159

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

Purity: 95%
745078-74-4
Z-54412

5-Aminoisoxazole-4-carbonitrile

Purity: 95%
98027-17-9
Z-58283

5-(2-Bromophenyl)oxazole

Purity: 95%
328270-70-8
Z-54472

2-Methylbenzo[d]oxazole-5-carboxylic acid

Purity: 0.95
90322-32-0
Z-58303

5-(3-Chlorophenyl)oxazole

Purity: 95%
89808-76-4
Z-54802

2-Methyloxazole-4-carbohydrazide

Purity: 95%
500341-65-1
Z-55137

6-Bromo-3-methylbenzo[d]isoxazole

Purity: 95%
66033-69-0
Z-53544

Isoxazole-3-carbonitrile

Purity: 95%
68776-57-8
Z-55557

3-Ethoxy-5-methylisoxazole

Purity: 95%
127020-20-6
Z-53828

5-(4-Bromophenyl)oxazole

Purity: 95%
72571-06-3
Z-55582

4-Bromo-3-ethoxy-5-methylisoxazole

Purity: 95%
169310-98-9
Z-53847

5-(3-Bromophenyl)oxazole

Purity: 95%
243455-57-4
Z-51994

Oxazole-2-carboxamide

Purity: 95%
884539-45-1
Z-52801

5,6,7,8-Tetrahydro-4H-cyclohepta[d]isoxazole-3-carboxylic acid

Purity: 95%
33230-32-9
Z-52077

5-Methylbenzo[d]oxazole

Purity: 0.98
10531-78-9
Z-52906

(S)-Ethyl 5-(1-((tert-butoxycarbonyl)amino)ethyl)oxazole-4-carboxylate

Purity: 95%
672310-07-5
Z-52103

5-Aminoisoxazole-4-carboxamide

Purity: 95%
95298-76-3
Z-53056

2-Chloro-5-phenyloxazole

Purity: 0.95
62124-43-0
Z-52317

Ethyl 2-chloro-4-(trifluoromethyl)oxazole-5-carboxylate

Purity: 95%
78451-14-6
Z-53181

(S,E)-Ethyl 4-((2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-(5-methylisoxazole-3-carboxamido)-4-oxoheptanam

Purity: 95%
223537-30-2
Z-52392

Methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Purity: 95%
4415-09-2
Z-53271

Ethyl 5-methyloxazole-2-carboxylate

Purity: 95%
33123-68-1
Z-52437

Methyl 2-chlorooxazole-5-carboxylate

Purity: 95%
934236-41-6
Z-53275

5-Ethyloxazole

Purity: 95%
32999-02-3
Z-52726

Ethyl 2-chlorooxazole-5-carboxylate

Purity: 95%
862599-47-1
Z-53502

3,7-Dichlorobenzo[d]isoxazole

Purity: 95%
16263-55-1
Z-52747

7-Bromo-2-methylbenzo[d]oxazole

Purity: 95%
1239489-82-7
Z-53503

3-Chloro-7-fluorobenzo[d]isoxazole

Purity: 95%
1352899-19-4
Z-52796

5-Aminoisoxazole-4-carboxamide sulfate

Purity: 95%
1273577-24-4
Z-52799

3-Chloroisoxazole-5-carboxylic acid

Purity: 95%
20724-56-5
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