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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-34101

3-Hydroxyisoxazole-5-carboxylic acid

Purity: 0.95
13626-60-3
Z-35335

3,6-Dichlorobenzo[d]isoxazole

Purity: 0.95
16263-54-0
Z-34156

Methyl 2-methylbenzo[d]oxazole-5-carboxylate

Purity: 95%
136663-21-3
Z-35731

3,3'-Biisoxazole

Purity: 95%
16840-55-4
Z-34302

(R)-4-(tert-Butyl)-2-methyl-4,5-dihydrooxazole

Purity: 95%
137542-74-6
Z-36128

2-([1,1'-Biphenyl]-4-yl)benzo[d]oxazole

Purity: 95%
17064-45-8
Z-34454

5-(5-Bromothiophen-2-yl)isoxazole

Purity: 95%
138716-31-1
Z-36217

2-([1,1'-Biphenyl]-4-yl)-6-phenylbenzo[d]oxazole

Purity: 95%
17064-47-0
Z-34455

5-(4-Fluorophenyl)isoxazole

Purity: 0.98
138716-37-7
Z-34552

5-(Hydroxymethyl)isoxazole-3-carboxylic acid

Purity: 95%
139297-56-6
Z-33824

Ethyl 5-isopropylisoxazole-4-carboxylate

Purity: 95%
134540-96-8
Z-34791

4-(Chloromethyl)-2-methyloxazole

Purity: 95%
141399-53-3
Z-31589

Methyl 5-methyloxazole-2-carboxylate

Purity: 95%
124999-43-5
Z-32812

Ethyl 5-acetyl-3-methylisoxazole-4-carboxylate

Purity: 95%
129663-13-4
Z-31593

2-(Piperazin-1-yl)benzo[d]oxazole-5-sulfonamide

Purity: 95%
1035840-39-1
Z-32813

Ethyl 5-acetyl-3-phenylisoxazole-4-carboxylate

Purity: 95%
129663-15-6
Z-31609

3-(1,3-Dimethyl-1H-pyrazol-4-yl)-5-methylisoxazole-4-carboxylic acid

Purity: 95%
1171972-67-0
Z-32991

3-(Bromomethyl)-5-methylisoxazole

Purity: 95%
130628-75-0
Z-31790

4-(Chloromethyl)-5-methyl-2-phenyloxazole

Purity: 95%
103788-61-0
Z-33041

5-(3-Chloropropyl)-3-methylisoxazole

Purity: 95%
130800-76-9
Z-31920

Ethyl 5-isobutylisoxazole-3-carboxylate

Purity: 95%
110578-27-3
Z-33191

(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-phenyl-4,5-dihydrooxazole)

Purity: 95%
131457-46-0
Z-31936

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

Purity: 95%
109544-39-0
Z-33286

(4S,4'S)-2,2'-(Propane-2,2-diyl)bis(4-(tert-butyl)-4,5-dihydrooxazole)

Purity: 95%
131833-93-7
Z-31959

5-((4-Methyl-1H-pyrazol-1-yl)methyl)isoxazole-3-carboxylic acid

Purity: 95%
1170258-35-1
Z-33287

(4R,4'R)-2,2'-(Propane-2,2-diyl)bis(4-(tert-butyl)-4,5-dihydrooxazole)

Purity: 95%
131833-97-1
Z-32037

5-Methyl-4-((4-methylpiperidin-1-yl)methyl)isoxazole-3-carboxylic acid

Purity: 95%
1119452-18-4
Z-33340

Ethyl 2-(3-chlorophenyl)oxazole-4-carboxylate

Purity: 95%
132089-43-1
Z-32280

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

Purity: 95%
127919-32-8
Z-33341

Ethyl 2-(3-methoxyphenyl)oxazole-4-carboxylate

Purity: 95%
132089-44-2
Z-32697

Ethyl 5-(4-bromophenyl)isoxazole-3-carboxylate

Purity: 95%
33277-15-5
Z-32756

5-(Bromomethyl)-3-(p-tolyl)isoxazole

Purity: 95%
129135-66-6
Z-29821

2-Ethyloxazole-4-carboxylic acid

Purity: 95%
75395-42-5
Z-29869

5-tert-Butyl 3-ethyl 6,6a-dihydro-3aH-pyrrolo[3,4-d]isoxazole-3,5(4H)-dicarboxylate

Purity: 95%
N/A
Z-26998

Ethyl 2-formyloxazole-4-carboxylate

Purity: 95%
181633-60-3
Z-30269

N-(4-((2-Methoxyethyl)(methyl)amino)phenyl)-2-phenyl-5-(trifluoromethyl)oxazole-4-carboxamide

Purity: 95%
1231243-91-6
Z-27101

Ethyl 2,4-dimethyloxazole-5-carboxylate

Purity: 95%
23012-30-8
Z-30500

2-Phenyloxazole-4-carboxylic acid

Purity: 95%
23012-16-0
Z-27137

5-Ethoxy-4-methyloxazole

Purity: 95%
5006-20-2
Z-30517

Ethyl 4-methyl-2-phenyloxazole-5-carboxylate

Purity: 95%
4620-52-4
Z-27182

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

Purity: 95%
1123169-17-4
Z-30518

Ethyl 5-phenyloxazole-4-carboxylate

Purity: 95%
32998-97-3
Z-27368

Ethyl 5,5-diphenyl-4,5-dihydroisoxazole-3-carboxylate

Purity: 95%
163520-33-0
Z-30604

2-(Bromomethyl)benzo[d]oxazole

Purity: 0.95
73101-74-3
Z-29744

5-Fluorobenzo[d]oxazole

Purity: 95%
221347-71-3
Z-30700

3-Phenylisoxazole-5-carboxylic acid

Purity: 0.97
14442-12-7
Z-29748

5-Chloro-2-methylbenzo[d]oxazole

Purity: 95%
19219-99-9
Z-30837

Methyl 4-acetyl-5-methylisoxazole-3-carboxylate

Purity: 95%
104149-61-3
Z-29754

Methyl 5-formyl-3-methylisoxazole-4-carboxylate

Purity: 95%
161126-47-2
Z-31332

4,4-Dimethyl-2-(2,4,5-trifluorophenyl)-4,5-dihydrooxazole

Purity: 95%
125290-72-4
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