89808-74-2

Basic information

• Product Name: 5-(2-CHLOROPHENYL)OXAZOLE
• Synonyms: 5-(2-CHLOROPHENYL)OXAZOLE;5-(2-CHLOROPHENYL)-1,3-OXAZOLE;5-(2-Chlorophenyl)-1,3-oxazole 98%;5-(2-Chlorophenyl)-1,3-oxazole98%
• CAS NO: 89808-74-2
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.6
• Product Categories: Halides;Phenyls & Phenyl-Het;Oxazole&Isoxazole;Phenyls & Phenyl-Het
• Mol File: 89808-74-2.mol

Chemical Properties

• Melting Point: 33-35
• Boiling Point: 274.7 °C at 760 mmHg
• Flash Point: 120 °C
• Appearance: /
• Density: 1.258g/cm³
• PKA: 0.17±0.10(Predicted)
• CAS DataBase Reference: 5-(2-CHLOROPHENYL)OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-CHLOROPHENYL)OXAZOLE(89808-74-2)
• EPA Substance Registry System: 5-(2-CHLOROPHENYL)OXAZOLE(89808-74-2)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 89808-74-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(2-Chlorophenyl)oxazole is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form heterocyclic compounds with potential therapeutic properties. Its incorporation into drug molecules can enhance their pharmacological activity and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, 5-(2-Chlorophenyl)oxazole is utilized as a building block for the development of new agrochemicals, such as pesticides and herbicides. Its unique structure and reactivity contribute to the creation of effective and selective compounds for crop protection.
Used in Organic Chemistry:
5-(2-Chlorophenyl)oxazole serves as a valuable reagent in organic chemistry, facilitating various synthetic transformations and reactions. Its presence in a molecule can influence the reactivity and selectivity of other functional groups, enabling the synthesis of complex organic compounds.
Used in Biological Studies:
As a fluorescent probe, 5-(2-Chlorophenyl)oxazole is employed in biological studies to investigate the interactions between biomolecules and to visualize cellular processes. Its fluorescent properties allow for the tracking and monitoring of molecular events in living systems.
Used in the Preparation of Heterocyclic Compounds:
5-(2-Chlorophenyl)oxazole has potential applications in the preparation of various types of heterocyclic compounds, which are important in the development of new materials, catalysts, and pharmaceuticals. Its versatile reactivity and utility in organic synthesis make it a valuable component in the synthesis of diverse heterocyclic structures.

Upstream product

• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 89-98-5 2-chloro-benzaldehyde 
• 26118-14-9 o-chlorobenzoylformic acid 

Downstream Products

• 1227747-49-0 C₁₉H₁₃ClN₂OS 

Relevant articles and documents

4-PHENYL-N-(PHENYL)THIAZOL-2-AMINE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

4-phenyl-N-(phenyl)thiazol-2-amine and 4-(pyridin-3-yl)-N-( phenyl) thiazol-2-amine derivatives and the corresponding thiadiazole, thiophene, oxazole, oxadiazole, imidazole and triazole derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders.

Design, synthesis and biological evaluation of imidazole and oxazole fragments as HIV-1 integrase-LEDGF/p75 disruptors and inhibitors of microbial pathogens

We describe here the synthesis of libraries of novel 1-subtituted-5-aryl-1H-imidazole, 5-aryl-4-tosyl-4,5-dihydro-1,3-oxazole and 5-aryl-1,3-oxazole fragments via microwave (MW)-assisted cycloaddition of para-toluenesulfonylmethyl isocyanide (TosMIC) to imines and aldehydes. The compounds obtained were biologically evaluated in an AlphaScreen HIV-1 IN-LEDGF/p75 inhibition assay with six imidazole-based compounds (16c, 16f, 17c, 17f, 20a and 20d) displaying more than 50% inhibition at 10 μM, with IC50 values ranging from 7.0 to 30.4 μM. Additionally the hypothesis model developed predicts all active scaffolds except 20d to occupy similar areas as the N-heterocyclic (A) moiety and two aromatic rings (B and C) of previously identified inhibitor 5. These results indicate that the identified compounds represent a viable starting point for their use as templates in the design of next generation inhibitors targeting the HIV-1 IN and LEDGF/p75 protein-protein interaction. In addition, the in vitro antimicrobial properties of these fragments were tested by minimum inhibitory concentration (MIC) assays showing that compound 16f exhibited a MIC value of 15.6 μg/ml against S. aureus, while 17f displayed a similar MIC value against B. cereus, suggesting that these compounds could be further developed to specifically target those microbial pathogens.

Tandem cycloaddition-decarboxylation of α-keto acid and isocyanide under oxidant-free conditions towards monosubstituted oxazoles

An efficient method, tandem [3 + 2] cycloaddition-decarboxylation of α-keto acid and isocyanide promoted by copper salt, has been developed. Under oxidant-free conditions, a series monosubstituted oxazoles have been constructed. Different from the traditional application of α-oxo acids as acyl surrogates, the elegant approach herein ingeniously avoids consuming excess oxidants.