3069-67-8

Basic information

• Product Name: 5-Methyl-1,3,4-oxadiazol-2(3H)-one
• Synonyms: 5-Methyl-1,3,4-oxadiazol-2(3H)-one;5-methyl-1,3,4-oxadiazol-2-ol(SALTDATA: FREE);5-Methyl-2,3-dihydro-1,3,4-oxadiazol-2-one;2,3-dihydro-5-Methyl-2-oxo-1,3,4-oxadiazole
• CAS NO: 3069-67-8
• Molecular Formula: C₃H₄N₂O₂
• Molecular Weight: 100.08
• Product Categories: Heterocyclic Building Blocks
• Mol File: 3069-67-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 134 °C(Press: 14 Torr)
• Appearance: /
• Density: 1.56 g/cm³
• Refractive Index: 1.601
• Storage Temp.: 2-8°C
• PKA: 6.34±0.70(Predicted)
• CAS DataBase Reference: 5-Methyl-1,3,4-oxadiazol-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-1,3,4-oxadiazol-2(3H)-one(3069-67-8)
• EPA Substance Registry System: 5-Methyl-1,3,4-oxadiazol-2(3H)-one(3069-67-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 3069-67-8(Hazardous Substances Data)

Usage

Description

5-Methyl-1,3,4-oxadiazol-2(3H)-one is a heterocyclic chemical compound belonging to the oxadiazole class. It is known for its potential applications in medicinal chemistry due to its expected biological activities, such as anti-tumor, anti-inflammatory, antimicrobial, and analgesic properties. With a molecular formula of C3H3N2O2 and a molecular weight of 99.07 g/mol, this compound is a promising candidate for various pharmaceutical and chemical research applications.

Uses

Used in Pharmaceutical Industry:
5-Methyl-1,3,4-oxadiazol-2(3H)-one is used as a pharmaceutical candidate for its potential anti-tumor properties, making it a valuable compound in the development of cancer treatments. Its ability to modulate various oncological signaling pathways could lead to the discovery of new therapeutic strategies against different types of cancer.
Used in Anti-inflammatory Applications:
5-Methyl-1,3,4-oxadiazol-2(3H)-one is used as an anti-inflammatory agent, which could be beneficial in the treatment of various inflammatory conditions. Its potential to reduce inflammation and alleviate pain makes it a promising compound for further research and development in this area.
Used in Antimicrobial Applications:
5-Methyl-1,3,4-oxadiazol-2(3H)-one is used as an antimicrobial agent, indicating its potential to combat bacterial and other microbial infections. This property could be harnessed in the development of new antibiotics or disinfectants, contributing to the fight against antibiotic resistance and the control of infectious diseases.
Used in Analgesic Applications:
5-Methyl-1,3,4-oxadiazol-2(3H)-one is used as an analgesic agent, suggesting its potential to provide pain relief. This characteristic could be explored for the development of new pain management therapies, offering alternative solutions to existing analgesics.

InChI:InChI=1/C3H4N2O2/c1-2-4-5-3(6)7-2/h1H3,(H,5,6)

Upstream product

• 1068-57-1 acetic acid hydrazide 
• 616-38-6 carbonic acid dimethyl ester 
• 102-09-0 bis(phenyl) carbonate 
• 79-20-9 acetic acid methyl ester 
• 31130-17-3 2-mercapto-5-methyl-1,3,4-oxadiazole 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 
• 51430-95-6 N'-acetyl-hydrazinecarboxylic acid phenyl ester 
• 4114-29-8 ethyl 2-(acetyl)hydrazinocarboxylate 
• 75-44-5 phosgene 

Downstream Products

• 1068975-19-8 3-[2-(4-fluoro-phenyl)-2-oxo-ethyl]-5-methyl-3H-1,3,4-oxadiazol-2-one 
• 10305-49-4 5-Methyl-2-oxo-[1,3,4]oxadiazole-3-carboxylic acid phenylamide 
• 1785-02-0 triphenyl isocyanurate 
• 199787-62-7 N-(2,4,6-Trioxo-3,5-diphenyl-[1,3,5]triazinan-1-yl)-acetamide 

Relevant articles and documents

Investigation of Masked N-Acyl-N-isocyanates: Support for Oxadiazolones as Blocked N-Isocyanate Precursors

In contrast to carbon-substituted isocyanates that are common building blocks, N-substituted isocyanates remain underdeveloped and reports on their N-acyl derivatives (i. e. amido-isocyanates) are exceedingly rare. Herein, amido-isocyanates were investiga

The invention relates to a synthetic pymetrozine intermediate [...] physiologically carbonate method

The invention discloses a method for synthesizing a pymetrozine intermediate (oxadiazole ketone) by utilizing carbonate ester. According to the method, hydrazine hydrate and an acetic acid ester are utilized as raw materials for hydrazine-ester condensation to synthesize acethydrazide; oxadiazole ketone is generated through a ring-closure reaction between acethydrazide and carbonate ester under certain conditions. Such environmental-friendly non-toxic or low-toxic dimethyl carbonate, diphenyl carbonate or dibenzyl carbonate is utilized for replacing previously common virulent phosgene, diphosgene or triphosgene as a carbonylation ring-closure reagent; under the action of catalysts, a ring-closure cyclization reaction is performed for preparation of oxadiazole ketone; virulent phosgene and a great amount of inorganic solid hazardous waste are prevented from generating during a production process, so that major hidden dangers are reduced; the method has the advantages that the process is safe and reliable, reaction conditions are mild and easy to control, after-treatment is convenient, and an environmental-friendly effect is achieved.

A high-efficiency green pymetrozine preparation method

The invention discloses a high-efficiency and green method for preparing pymetrozine. According to the method, a byproduct methyl acetate produced in a pymetrozine condensation step serves as a raw material and replaces ethyl acetate in a traditional process for synthesizing acethydrazide, and the produced byproduct methanol can serve as a solvent in a subsequent step, so that the byproduct is recycled, and the raw material utilization rate is improved. Hydrogen chloride or concentrated hydrochloric acid in a traditional process is replaced by adopting a saturated hydrogen chloride methanol solution in the condensation step, and moisture in the system is avoided, so that amino triazone is subjected to a hydrolysis reaction, and byproducts are basically eliminated. According to the method, the yield of the product and the utilization rate of the hydrogen chloride are improved, the reaction time is shortened, emission of wastewater and waste gas is reduced, the comprehensive production cost is reduced, and better conditions are created for industrial large-scale production of the product.