37641-36-4

Usage

Uses

Used in Organic Synthesis:
5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is used as a building block in organic synthesis for the creation of various chemical compounds. Its unique structure and properties make it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is utilized as a key intermediate in the synthesis of pharmaceuticals. Its presence in the molecular structure can impart specific biological activities, contributing to the development of novel drugs with potential therapeutic applications.
Used in Agrochemicals:
5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is also employed in the agrochemical industry as a building block for the synthesis of agrochemicals. Its incorporation into the molecular structure of these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Drug Development:
In drug development, 5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is used as a structural component in the design of new drugs. Its unique chemical and biological properties can contribute to the discovery of innovative therapeutic agents with improved efficacy and selectivity.
Used in Chemical Research:
5-METHYL-[1,3,4]OXADIAZOLE-2-CARBOXYLIC ACID ETHYL ESTER is utilized in chemical research to explore its potential applications and properties. Researchers investigate its reactivity, stability, and interactions with other molecules to gain insights into its potential uses in various chemical and biological processes.

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

Upstream product

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

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 academic research and scientific papers

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.

Synthesis method for 5-alkyl-[1,3,4]-oxadiazole-2-formic ether

The invention discloses a synthesis method for 5-alkyl-[1, 3, 4]-oxadiazole-2-formic ether. The synthesis method comprises the following steps of: carrying out condensation reaction on alkyl hydrazideand glyoxylic acid ester to obtain an intermediate; then, in the presence of alkali, enabling the intermediate and halogenated reagent to generate halogenation and ring closure reaction to obtain a target production, i.e., the 5-alkyl-[1, 3, 4]-oxadiazole-2-formic ether. By use of the synthesis method for the 5-alkyl-[1, 3, 4]-oxadiazole-2-formic ether, a synthesis route is improved, utilizationof virulent and explosive hazardous chemical raw materials is successfully avoided, and the adopted raw material and solvent is cheap and abundant. The synthesis method is safe and convenient to operate, has a novel route, high product yield and purity and is suitable for industrial production.

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.

COMPOUNS, COMPOSITIONS AND METHODS OF USE

Herein, compounds, compositions and methods for modulating inclusion formation and stress granules in cells related to the onset of neurodegenerative diseases, musculoskeletal diseases, cancer, ophthalmological diseases, and viral infections are described.

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)

COMPOUNDS AS HEPATITIS C INHIBITORS AND USES THEREOF IN MEDICINE

Provided herein are compounds as hepatitis C inhibitors and uses thereof in medicine. Specifically, provided herein is a compound of Formula (I) or a stereoisomer, a tautomer, an enantiomer, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, which can be used for treating HCV infection or hepatitis C diseases. Also provided herein are a pharmaceutically acceptable composition containing such compound and a method of treating HCV infection or hepatitis C diseases comprising administering the compound or pharmaceutical composition thereof disclosed herein.

Synthesis of the 1,3,4-Oxadiazole Core through Thermolysis of Geminal Diazides

The thermolysis of geminal diazides derived from acylacetate compounds is an efficient tool for the rapid construction of the 1,3,4-oxadiazole core. While a broad range of ethyl esters undergoes smooth transformation to the desired heterocycles that contain the ester moiety in moderate to high yields, the analogous tert-butyl esters give rise to the oxadiazoles with acyl groups, presumably through a pathway of decarboxylation followed by a new acyl transfer.

WNT PATHWAY INHIBITORS

Wnt pathway inhibitors A class of compounds having general formula (I) has been identified. These compounds function as inhibitors of the Wnt pathway. Compounds of formula (I) are suitable for the treatment and/or prevention of any condition or disease in which it is desirable to inhibit signaling in the Wnt pathway, in particular inhibiting the proliferation of tumor cells, especially those associated with breast cancer, non-small cell lung cancer, pancreatic and colorectal cancers (e.g. colon carcinoma cells). The compounds also find use in methods of preventing metastasis and methods of promoting and/or directing cellular differentiation of progenitor cells.

Hydroxyl may not be indispensable for raltegravir: Design, synthesis and SAR Studies of raltegravir derivatives as HIV-1 inhibitors

A series of raltegravir derivatives 20-42 were prepared and systematically evaluated for their anti-HIV activity. The bioassay results showed that most of the compounds possess good to excellent anti-HIV activity. Especially, compounds 25 and 35 with subpicomole IC50 values seemed to be the most potent anti-HIV agents among all of the reported synthesized compounds. These compounds may therefore be considered as new potent anti-HIV agents. The 5-hydroxyl modification of raltegravir derivatives significantly increased the anti-HIV activity, which indicates that the hydroxyl may not be indispensable for raltegravir. The introducing of acyl at 5-position of raltegravir derivatives is favorable for antiviral activity. In addition, a high-throughput cell-based assay method with pseudotyped virus stocks was developed and used to identify HIV inhibitors.

NOVEL PYRIMIDINECARBOXAMIDE DERIVATIVES

This disclosure relates to novel HIV integrase inhibitors their derivatives, pharmaceutically acceptable salts, solvates, and hydrates thereof. This disclosure also provides compositions comprising a compound of this disclosure and the use of such compositions in methods of treating HIV infections.