132244-31-6

Basic information

• Product Name: 5-BROMO-BENZOOXAZOLE
• Synonyms: 5-BROMO-BENZOOXAZOLE;5-BROMOBENZOXAZOLE;CHEMBRDG-BB 4002139;5-BROMO-1,3-BENZOXAZOLE;5-BROMOBENZO[D]OXAZOLE;5-BROMOBENZO[D]OXAZOLE ,97%;5-bromo-1,3-benzoxazole(SALTDATA: FREE);Benzoxazole, 5-broMo-
• CAS NO: 132244-31-6
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.01676
• Product Categories: Miscellaneous
• Mol File: 132244-31-6.mol

Chemical Properties

• Melting Point: 38-40°
• Boiling Point: 251.169 °C at 760 mmHg
• Flash Point: 105.704 °C
• Appearance: /
• Density: 1.711g/cm³
• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: -0.85±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-BENZOOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-BENZOOXAZOLE(132244-31-6)
• EPA Substance Registry System: 5-BROMO-BENZOOXAZOLE(132244-31-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 132244-31-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
5-Bromo-Benzooxazole is used as a raw material for the synthesis of various chemical compounds, contributing to the development of new substances with potential applications in different industries.
Used in Pharmaceutical Research:
5-Bromo-Benzooxazole is used as a reagent in the pharmaceutical industry, aiding in the creation of new drugs and therapeutic agents. Its chemical properties make it a valuable component in the synthesis of pharmaceutical compounds.
Used in Synthesis of Dyes and Pigments:
5-Bromo-Benzooxazole is used as a chemical intermediate in the production of dyes and pigments, providing a stable and reactive platform for the creation of colorants used in various applications.
Used in Material Science:
5-Bromo-Benzooxazole is used as a component in the development of new materials, such as polymers and composites, due to its chemical stability and reactivity, which can enhance the properties of these materials.

InChI:InChI=1/C7H4BrNO/c8-5-1-2-7-6(3-5)9-4-10-7/h1-4H

Upstream product

• 40925-68-6 2-amino-4-bromo-phenol 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 
• 95-56-7 2-hydroxybromobenzene 
• 7693-52-9 4-bromo-2-nitrophenol 
• 124-38-9 carbon dioxide 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 628710-98-5 4-methoxy-3-(benzoxazol-5-yl)benzenecarboxyaldehyde 
• 1383324-92-2 5-bromo-2-(1,2,3-triphenylpropan-2-yl)benzo[d]oxazole 
• 1383325-03-8 5-bromo-2-(1,2-diphenylethyl)benzo[d]oxazole 
• 915921-41-4 2-benzyl-5-bromobenzo[d]oxazole 
• 954239-61-3 5-bromo-benzoxazole-2-carboxylic acid methyl ester 
• 944898-52-6 5-bromo-1,3-benzoxazole-2-carboxylic acid 
• 1427691-01-7 (1,3-benzoxazol-5-yl)(3,4,5-trimethoxyphenyl)methanol 
• 1427691-02-8 C₁₇H₁₅NO₅ 
• 1638125-49-1 (5-bromobenzo[d]oxazol-2-yl)(phenyl)methanone 
• 638192-65-1 benzo[d]oxazole-5-carbaldehyde 
• 69918-19-0 5-bromo-2-phenylbenzo[d]oxazole 
• 945531-29-3 5-bromo-2-(p-tolyl)benzo[d]oxazole 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS

Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

1,8-NAPHTHYRIDINONE COMPOUNDS AND USES THEREOF

1,8-naphthyridinone compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

Room-temperature palladium-catalyzed direct 2-alkenylation of azole derivatives with alkenyl bromides

Pd-catalyzed direct C2-alkenylation of azole derivatives proceeds efficiently under mild conditions, and the reaction of substituted benzoxazoles, oxazole and benzothiazole occurred even at room temperature. The substrate scope of the reaction was turned out to include mono-, di- and trisubstituted alkenyl bromides. To validate the scalability of this method, 5-Methyl-2-(prop-1-en-2-yl)benzoxazole (3c) was prepared on one-gram scale at room temperature.

Cu-Catalyzed Direct C-P Bond Formation through Dehydrogenative Cross-Coupling Reactions between Azoles and Dialkyl Phosphites

A direct dehydrogenative cross-coupling of azoles [C(sp2)-H] with dialkyl phosphites [P(O)-H] to access 2-phosphonated azoles using Cu(I)/Cu(II) as catalyst and K2S2O8/di-tert-butylperoxide as oxidant has been achieved. A remarkable advantage over reported procedures includes that oxazoles, imidazoles, benz(ox/othi/imid)azoles, and indole are found to react under optimized reaction conditions to provide corresponding adducts in high yields. The mechanistic insight of cross-coupling was obtained by deuterium kinetic isotope effect studies.

Cobalt-catalyzed synthesis of N-containing heterocycles: Via cyclization of ortho -substituted anilines with CO2/H2

The CO2-involved synthesis of chemicals is of great significance from the green and sustainable chemistry viewpoint. Herein, we report a non-noble metal catalytic system composed of CoF2, CsF and P(CH2CH2PPh2)3 (denoted as PP3) for the synthesis of N-containing heterocycles from ortho-substituted anilines and CO2/H2. Mechanism investigation indicates that [Co(PP3)H(CO2)]+ is a catalytically active intermediate under working conditions; and CsF plays important roles in activating ortho-substituted anilines via hydrogen bond interactions, thus promoting the formation of the final products. This catalytic system is highly efficient, and allows a wide scope of ortho-substituted anilines, together with excellent functional group tolerance, affording various N-containing heterocycles in good to excellent yields.

Method for synthesizing benzoxazole through microwave radiation of benzamide compound in water phase

The invention discloses a method for synthesizing benzoxazole through microwave radiation of a benzamide compound in a water phase. The benzamide compound is added into the water phase under the microwave condition to be subjected to a cyclization reaction for generating the benzoxazole under the alkali condition, and the method for preparing the benzoxazole is environmentally friendly, easy and convenient to operate, safe, low in cost and efficient. Compared with the prior art, the method can be applied to a large number of functional groups, the yield is high, the number of by-products is small, and the method is easy to operate, safe, low in cost and environmentally friendly. (Please see the specifications for the formula).

1H-[1,2,3]triazolo[4,5-c]quinoline derivative, preparation method and uses thereof

The invention belongs to the field of chemical medicine, particularly relates to a 1H-[1,2,3]triazolo[4,5-c]quinoline derivative, a preparation method and uses thereof, and provides a 1H-[1,2,3]triazolo[4,5-c]quinoline derivative, which has a structure represented by a formula I. The invention further provides a preparation method and uses of the 1H-[1,2,3]triazolo[4,5-c]quinoline derivative. Theformula I is defined in the specification.

Discovery of Potent and Selective Inhibitors of Cdc2-Like Kinase 1 (CLK1) as a New Class of Autophagy Inducers

Autophagy inducers represent new promising agents for the treatment of a wide range of medical illnesses. However, safe autophagy inducers for clinical applications are lacking. Inhibition of cdc2-like kinase 1 (CLK1) was recently found to efficiently induce autophagy. Unfortunately, most of the known CLK1 inhibitors have unsatisfactory selectivity. Herein, we report the discovery of a series of new CLK1 inhibitors containing the 1H-[1,2,3]triazolo[4,5-c]quinoline scaffold. Among them, compound 25 was the most potent and selective, with an IC50 value of 2 nM against CLK1. The crystal structure of CLK1 complexed with compound 25 was solved, and the potency and kinase selectivity of compound 25 were interpreted. Compound 25 was able to induce autophagy in in vitro assays and displayed significant hepatoprotective effects in the acetaminophen (APAP)-induced liver injury mouse model. Collectively, due to its potency and selectivity, compound 25 could be used as a chemical probe or agent in future mechanism-of-action or autophagy-related disease therapy studies.

Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reactions of (Benz)oxazoles with Ethers

The cobalt-catalyzed cross-dehydrogenative coupling of (benz)oxazoles and ethers is described. Access to some important bioactive heteroaryl ether derivatives was achieved using CoCO3 as an inexpensive catalyst at levels as low as 1.0 mol %. In