This section provides an overview for oxazole as well as their applications and principles. Also, please take a look at the list of 8 oxazole manufacturers and their company rankings. Here are the top-ranked oxazole companies as of November, 2024: 1.Biotium.
Table of Contents
Oxazole is an organic compound with the chemical formula C3H3NO, belonging to the class of heterocyclic aromatic compounds. Its CAS registration number is 288-42-6. Oxazole is a colorless to light yellow liquid at room temperature, with a molecular weight of 69.06, a melting point of -87 to -84°C, and a boiling point of 69-70°C. It has a density of 1.05 g/mL and exhibits a low pKa of 0.8 for its conjugated acids.
This compound is highly flammable, both as a liquid and vapor, with a flash point as low as 66°F (19°C).
Oxazole is utilized in various applications due to its property as a raw material for heat-resistant, high-strength polymers. Its applications include construction curing sheets in industrial sheet materials requiring heat and pressure resistance, and in the electronics field, for insulating films in semiconductor chips and adhesive polymer films in heat sinks for electronic devices.
While oxazole is an aromatic compound, it is considered less aromatic than thiazole. It is an isomer of imidazole, with the nitrogen replaced by oxygen, and exhibits weak basicity. The pKa of oxazole's conjugate acid is 0.8, compared to imidazole's pKa of about 7. Oxazole can undergo de-protonation at the C2 position, potentially leading to ring-opened isonitrile formations. In addition, oxazole participates in Diels-Alder reactions, leading to the formation of pyridine bodies and the loss of an oxygen atom.
4-Acyloxazoles are known to undergo thermal rearrangement reactions, such as conforcing, where acyl residues rearrange to the C5 position. Oxazole also undergoes various oxidation reactions; for instance, adding three equivalents of cerium ammonium nitrate (CAN) to 4,5-diphenyloxazole yields formamide and benzoic acid, consuming three equivalents of water per oxazole equivalent.
Oxazole is primarily sold as a reagent for research and development in small quantities, such as 1 g or 10 g, and is relatively expensive. Large quantities require individual quotations from manufacturers. Depending on the specific type, oxazole reagents may be stored at room temperature or under refrigeration. Many analogs of oxazole, including non-halogenated heterocyclic building blocks like 2,4,5-trimethyloxazole, benzoxazole, and their derivatives, are also available.
There are various methods reported for synthesizing oxazole. Classical methods include Robinson-Gabriel synthesis from 2-acylaminoketones, Fischer's oxazole synthesis from cyanohydrin and aldehydes, and the Brederek reaction involving α-haloketone and formaldehyde. Other methods include cycloisomerization of propargylic amides and reactions of benzoyl chlorides with isonitrile to produce oxazole derivatives.
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Biotium was founded in 2001 and is located in San Francisco, U.S.A., and is a manufacturer and supplier of life science reagents for various medical applications. The company provides DNA-binding dyes, antibody & protein labeling kits, fluorescent proteins, nucleotides, and, nucleic acid gel stains for life science-related applications. The company specializes in microbiology, neuroscience, and cancer research as well as developed patented technologies including GelRed dyes, CF Dyes, NucView Caspase-3 Substrates, EvaGreen Dyes, and TrueBlack Background Reducers for the medical science sector.
Biosynth is a Swiss manufacturer of life science reagents established in 1966 and headquartered in Staad. The company sources and manufactures biochemical products such as carbohydrates, nucleosides, and enzyme substrates, as well as various peptides and biologics. They also operate as a contract manufacturer offering custom synthesis and manufacturing services for their clients in the pharmaceutical, diagnostic, food, and agrochemical sectors. Biosynth has regional sales offices and specialized facilities in Europe and North America, including in the Netherlands, United Kingdom, and United States.
Apollo Scientific Ltd, a subsidiary of Japan’s Central Glass Europe Limited, is a research chemicals manufacturer and supplier founded in 1993 and headquartered in Bredbury, United Kingdom. Performing chemical syntheses in their Manchester-based laboratories, Apollo Scientific offers a selection of over 100,000 chemical products, from fluorinated compounds to non-fluorinated building blocks, for research and industry applications. Their life science products include antibiotics and buffers, as well as customized products for stem cell, molecular biology, and proteomics research. Additionally, Apollo Scientific offers spectroscopy products, such as consumables for infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy, as well as mass spectrometry standards.
Merck, started in 1668 and based in Darmstadt, Germany, is a supplier of solutions and services for research, development, and manufacture of pharmaceutical and biotechnological drug therapies. The company serves the life science industry and has a broad portfolio of 300,000 products, including biopharmaceutical manufacturing, industrial microbiology, reagent, life science research, and water purification products. It is available in 66 countries, brings together six brands, and has several ISO certifications, including ISO 13485, ISO 14001, ISO 13485, and ISO 50001.
J&W Pharmlab was founded in 2002 and is headquartered in Pennsylvania, United States, as a custom synthesis, contract manufacturer, and outsourced contract R&D services. The company provides pharmaceutical services encompassing contract research and development (R&D), organic custom synthesis, process development, and the establishment of ground-breaking research chemicals. Regardless of the scale of the clients' bespoke synthesis project, whether it pertains to a small or large undertaking or whether it involves a research and development medicinal chemistry project or bulk manufacturing production, the company possesses the necessary resources to accommodate these requirements.
BLDpharm was founded in 2014 and headquartered in Shanghai, China is a manufacturer and supplier of various research chemicals. The company offers a wide range of laboratory chemicals including heterocycles, boron acids, amino acids, metal catalysts, and chiral compounds. These quality products find an array of applications as inhibitors for metabolic enzymes, pharmaceutical intermediates for antipsychotic drugs, catalysts for chiral resolving reagents, and material science for OLED material and synthesis intermediates.
Alfa Aesar is based in Lancashire, United Kingdom. Alfa Aesar is part of Thermo Fisher Scientific, is a manufacturer and supplier of chemicals, metals, and life science products for research and development. Alfa Aesar’s product lines include chemicals, life science, materials & metals, catalysts, and analytical & lab ware. Chemical offerings include inorganic compounds, organic compounds, organometallic, and solvents. Life sciences include biotechnology products, cellular & molecular biology, genomics, and immunology. Materials & metal include alloys, carbon, etchants, and more. Catalysts include ferrocenes, fuel cell products, and precious metals & catalysts. Alfa Aesar also offers custom manufacturing options.
Accela ChemBio Co., Ltd., founded in China in 2007, is a supplier of customized services for synthesizing milligrams to kilograms of building blocks including intermediates of Protacs, sugars, and ADCs. The company specializes in the production of intermediates required for the development of Proteolysis Targeting Chimeras (Protacs), a cutting-edge approach in drug discovery. It serves industries such as pharmaceutical, biotechnology, and chemical research and it has sales offices and warehouses in San Diego, CA (USA) and Shanghai (China). "
Ranking as of November 2024
Derivation MethodRank | Company | Click Share |
---|---|---|
1 | Biotium |
100.0%
|
Derivation Method
The ranking is calculated based on the click share within the oxazole page as of November 2024. Click share is defined as the total number of clicks for all companies during the period divided by the number of clicks for each company.Number of Employees
Newly Established Company
Company with a History
*Including some distributors, etc.
*Including some distributors, etc.
Country | Number of Companies | Share (%) |
---|---|---|
United Kingdom | 2 | 40.0% |
United States of America | 1 | 20.0% |
Switzerland | 1 | 20.0% |
China | 1 | 20.0% |