70380-75-5

Basic information

• Product Name: 5-(4-PYRIDYL)-1,3-OXAZOLE
• Synonyms: 5-(4-PYRIDYL)-1,3-OXAZOLE;5-(Pyridin-4-yl)-1,3-oxazole;5-(Pyridin-4-yl)-1,3-oxazole 97%;5-(PYRID-4-YL)OXAZOLE;4-(1,3-Oxazol-5-yl)pyridine97%
• CAS NO: 70380-75-5
• Molecular Formula: C₈H₆N₂O
• Molecular Weight: 146.15
• Mol File: 70380-75-5.mol

Chemical Properties

• Melting Point: 122-125
• Boiling Point: 274.6 °C at 760 mmHg
• Flash Point: 126.3 °C
• Appearance: /
• Density: 1.179 g/cm³
• Vapor Pressure: 0.00897mmHg at 25°C
• Refractive Index: 1.547
• PKA: 3.41±0.10(Predicted)
• CAS DataBase Reference: 5-(4-PYRIDYL)-1,3-OXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-PYRIDYL)-1,3-OXAZOLE(70380-75-5)
• EPA Substance Registry System: 5-(4-PYRIDYL)-1,3-OXAZOLE(70380-75-5)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 70380-75-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-PYRIDYL)-1,3-OXAZOLE is used as a synthetic intermediate for the preparation of various pharmaceuticals. Its presence in the molecular structure can contribute to the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(4-PYRIDYL)-1,3-OXAZOLE is utilized as a synthetic intermediate in the production of agrochemicals, such as pesticides and herbicides, to enhance their effectiveness and selectivity.
Used in Cancer Research:
5-(4-PYRIDYL)-1,3-OXAZOLE has been studied for its potential as an anti-cancer agent. Its biological activities are being investigated for its ability to target and inhibit specific cancer-related pathways, offering a promising avenue for the development of novel cancer therapies.
Used in Inflammation Management:
As a selective COX-2 inhibitor, 5-(4-PYRIDYL)-1,3-OXAZOLE is being explored for its potential role in managing inflammation and pain. Its selective inhibition of COX-2 enzyme can help reduce inflammation without causing the side effects associated with non-selective COX inhibitors.
Used in Material Science:
5-(4-Pyridyl)-1,3-oxazole has been investigated for its potential role in the development of novel materials. Its unique structure and properties make it a valuable building block for the synthesis of new materials with specific characteristics, such as conductivity, stability, or responsiveness to external stimuli.
Used in Organic Synthesis:
As a building block for organic synthesis, 5-(4-PYRIDYL)-1,3-OXAZOLE is employed in the synthesis of various organic compounds. Its presence in the molecular structure can impart specific properties to the final product, making it a valuable component in the development of new organic compounds for various applications.

InChI:InChI=1/C8H6N2O/c1-3-9-4-2-7(1)8-5-10-6-11-8/h1-6H

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 288-42-6 oxazol 
• 19524-06-2 4-bromopyridine hydrochloride 

Downstream Products

• 892548-23-1 2-iodo-5-(4-pyridyl)oxazole 
• 1435232-03-3 5-(pyridin-4-yl)-2-(3,4,5-trimethoxyphenyl)oxazole 
• 1435232-34-0 (E)-5-(pyridin-4-yl)-2-(3,4,5-trimethoxystyryl)oxazole 

Relevant articles and documents

Convergent and Practical Synthesis of Fluorescent Triphenylamine Derivatives and Their Localization in Living Cells

In the search for new fluorescent triphenylamine (TP) derivatives, we studied the influence of the position and substitution of diverse heterocyclic substituents. A library of 10 fluorescent triphenylamines bearing either oxazoles or thiazoles and pyridiniums, substituted at different positions has been developed. The approach is based on a convergent C?H activation reaction between pyridine-oxazoles or pyridine-thiazoles and di-iodo triphenylamine. We showed that the nature and substitution pattern of the 5-membered- (oxazole, thiazole) or 6-membered heterocycle (pyridine) has a strong influence on their fluorescence properties and on their localization in living cells as they stain either the nucleus or mitochondria.

First discovery of pimprinine derivatives and analogs as novel potential herbicidal, insecticidal and nematicidal agents

Pimprinine and streptochlorin are indole natural products produced by many species of organisms, and they are reported to possess a wide range of biological activities, such as anticancer, antiviral, antifungal activity and so on. In this study, three series of pimprinine derivatives or analogs were efficiently synthesized under the optimized methods. Biological assays conducted at Syngenta firstly indicated the pimprinine derivatives or analogs possessed potential herbicidal and insecticidal activity, and this is highlighted by compounds 21g, 21h, 21i, 21j, 21l, 22h, 22i and 23h, they possessed significant biological activity as well as broad spectrum. Meanwhile, compounds with benzothiophene-oxazole core (21h, 22h and 23h), showed effective nematicidal activity in primary screening. Compounds 21g and 21i were identified as the most promising lead structures for further study.

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

Synthesis and antifungal activity of novel indole-replaced streptochlorin analogues

Based on examples of the successful applications in drug discovery of bioisosterism, a series of streptochlorin analogues in which indole has been replaced by other heterocycles has been designed and synthesized, as a continuation of our studies aimed at the discovery of novel streptochlorin analogues with improved antifungal activity. Biological testing showed that most of the indole-replaced streptochlorin analogues were inactive, though compound 6f had a broad spectrum of antifungal activity with significant activity against Alternaria solani. The SAR study demonstrated that indole ring is an essential moiety for the antifungal activity of streptochlorin analogues, promoting the idea of indole ring as a framework that might be exploited in the future.

Synthesis and evaluation of photophysical properties of Series of π-conjugated oxazole dyes

Incorporation of π-conjugated spacers at the 2 or 5 position of a 2,5-disubstitutedaryloxazole led to new series of fluorescent dyes. They show emissions from visible to 700 nm along with significant Stokes shift up to 208 nm and a strong solvatochromic fluorescence. These compounds are easily accessible in one step through direct C-H bond functionalization.

Reactions between weinreb amides and 2-magnesiated oxazoles: A simple and efficient preparation of 2-acyl oxazoles

(Chemical Equation Presented) Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the corresponding 2-Grignard reagents, which react with Weinreb amides to provide exclusively 2-acyl oxazole products.

NICOTINIC ACETYLCHOLINE RECEPTOR LIGANDS

Acetylcholine receptor ligands of formula I wherein A, Ar1 and Ar2 are as described in the specification, diastereoisomers, enantiomers, pharmaceutically-acceptable salts, methods of making, pharmaceutical compositions containing and methods for using the same.

Oxazole synthesis with minimal purification: Synthesis and application of a ROMPgel tosmic reagent

equations presented The synthesis of ring opening metathesis, polymer-supported Tosmic reagent 1 is described. This reagent was utilized in the conversion of aldehydes to oxazoles in good yields and purities.