37641-36-4

Basic information

• Product Name: 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 1,3,4-Oxadiazole-2-carboxylic acid, 5-Methyl-, ethyl ester;2-carboxyethyl-5-Methyl-1,3,4-oxadiazole;5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER;5-Methyl-1,3,4-oxadiazole-2-carboxylic ethyl ester;ethyl 5-methyl-1,3,4-oxadiazole-2-carboxylate
• CAS NO: 37641-36-4
• Molecular Formula: C₆H₈N₂O₃
• Molecular Weight: 156.13932
• Mol File: 37641-36-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 43-45℃
• Boiling Point: 238℃
• Flash Point: 98℃
• Appearance: /
• Density: 1.207
• Vapor Pressure: 0.000284mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: 2-8°C
• PKA: -4.10±0.10(Predicted)
• CAS DataBase Reference: 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER(37641-36-4)
• EPA Substance Registry System: 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER(37641-36-4)

Safety Data

• Hazardous Substances Data: 37641-36-4(Hazardous Substances Data)

Usage

General Description

5-Methyl-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester is a chemical compound that belongs to the oxadiazole family. It is a derivative of 1,3,4-oxadiazole, a five-membered heterocycle containing one oxygen and two nitrogen atoms. 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is commonly used in organic synthesis and medicinal chemistry as a building block for the synthesis of pharmaceuticals and agrochemicals. Its ethyl ester form makes it more soluble in organic solvents, which enhances its utility in reactions and formulations. The presence of the methyl group at the 5-position of the oxadiazole ring provides specific chemical and biological properties, making it a valuable molecule in the development of diverse products and drugs.

InChI:InChI=1/C6H8N2O3/c1-3(2)4-7-8-5(11-4)6(9)10/h3H,1-2H3,(H,9,10)

Upstream product

• 37641-22-8 (Acetyl-hydrazono)-acetic acid ethyl ester 
• 1068-57-1 acetic acid hydrazide 
• 4755-77-5 Ethyl oxalyl chloride 
• 42042-84-2 ethyl 2-(2-acetylhydrazineyl)-2-oxoacetate 
• 110694-84-3 ethyl α,α-diazidoacetoacetate 
• 4076-36-2 5-methyl-1,2,3,4-tetrazole 

Downstream Products

• 888504-28-7 5-methyl-1,3,4-oxadiazole-2-carboxylic acid potassium salt 
• 1445797-05-6 5-methyl-[1,3,4]oxadiazole-2-carboxylic acid (3-chloro-4-{[4-(4-methoxyphenyl)tetrahydropyran-4-ylmethyl]carbamoyl}phenyl)amide 
• 164024-09-3 5-methyl-1,3,4-oxadiazole-2-carbaldehyde 
• 99367-57-4 5-methyl-1,3,4-oxadiazole-2-carbohydrazide 
• 28867-76-7 benzaldehyde benzylidenehydrazone 

Relevant articles and documents

Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles

A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.

5 - Alkyl - [1, 3, 4] - oxadiazole -2 - carboxylic acid alkyl ester method

The invention discloses a synthetic method of 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate. The synthetic method comprises the following steps: 1, performing ammonolysis reaction on dialkyl ester oxalate and hydrazine hydrate to obtain mono alkyl ester hydrazide oxalate; 2, performing acylation reaction on the obtained mono alkyl ester hydrazide oxalate and fatty acid anhydride to obtain 2-acylhydrazino-mono alkyl ester oxalate; and 3, performing dehydration cyclization reaction on the obtained 2-acylhydrazino-mono alkyl ester oxalate to obtain a target product, namely 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate. The synthetic method of the 5-alkyl-[1,3,4]-oxadiazole-2-alkyl ester formate, disclosed by the invention, can avoid the use of reagents with strong toxicity and strong corrosivity by improving the process, and is novel in route, high in yield, low in raw material and solvent price, safe, simple and convenient to operate, and suitable for industrial production.

3. 4 - diphenyl - 4H - 1, 2, 4 - triazole derivative and its preparation method and application (by machine translation)

The invention discloses 3, 4 - diphenyl - 4H - 1, 2, 4 - triazole derivative and its preparation method and application. In particular, the invention relates to the formula (I) structure of 3, 4 - diphenyl - 4H - 1, 2, 4 - triazole derivatives, its stereoisomers or its pharmaceutically acceptable salt, formula (I) in the definition of each substituent is as defined in the specification. These structure of novel compound with heat shock protein HSP90 inhibitory activity, can be used for treating cancer, neurodegenerative diseases, inflammatory diseases, autoimmune diseases, ischemic brain injury and the like, it has broad application prospects. (by machine translation)