163008-86-4

Usage

Uses

Used in Pharmaceutical Research:
4-Methyl-1,2,3-thiadiazole-5-methanol is used as a building block for the synthesis of biologically active molecules, contributing to the development of potential drug candidates. Its unique structure allows for the creation of compounds with diverse therapeutic properties.
Used in Chemical Research:
In the field of chemical research, 4-Methyl-1,2,3-thiadiazole-5-methanol is employed as a component in the synthesis of new materials, showcasing its versatility and potential in material science.
Used in Medicinal Chemistry:
4-Methyl-1,2,3-thiadiazole-5-methanol is used as a key intermediate in the design and synthesis of novel therapeutic agents, particularly those targeting various diseases and conditions.
Used in Organic Synthesis:
4-METHYL-1,2,3-THIADIAZOLE-5-METHANOL serves as a valuable precursor in organic synthesis strategies, enabling the creation of a wide range of chemical products with potential applications in various industries.
Used in Chemical Biology:
4-Methyl-1,2,3-thiadiazole-5-methanol is utilized in chemical biology to explore its interactions with biological systems, potentially leading to new insights into its biological activity and applications in therapeutic interventions.

InChI:InChI=1/C4H6N2OS/c1-3-4(2-7)8-6-5-3/h7H,2H2,1H3

Upstream product

• 183298-93-3 methyl 4-methyl-1,2,3-thiadiazole-5-carboxylate 
• 18212-20-9 4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester 

Downstream Products

• 127108-66-1 4-methyl-1,2,3-thiadiazole-5-carbaldehyde 

Relevant academic research and scientific papers

Synthesis of 1,2,3-thiadiazole and thiazole-based strobilurins as potent fungicide candidates

Strobilurin fungicides play a crucial role in protecting plants against different pathogens and securing food supplies. A series of 1,2,3-thiadiazole and thiazole-based strobilurins were rationally designed, synthesized, characterized, and tested against various fungi. Introduction of 1,2,3-thiadiazole greatly improved the fungicidal activity of the target molecules. Compounds 8a, 8c, 8d, and 10i exhibited a relatively broad spectrum of fungicidal activity. Compound 8a showed excellent activities against Gibberella zeae, Sclerotinia sclerotiorum, and Rhizoctonia cerealis with median effective concentrations (EC50) of 2.68, 0.44, and 0.01 μg/mL, respectively; it was much more active than positive controls enestroburin, kresoxim-methyl, and azoxystrobin with EC50 between 0.06 and 15.12 μg/mL. Comparable or better fungicidal efficacy of compound 8a compared with azoxystrobin and trifloxystrobin against Sphaerotheca fuliginea and Pseudoperonspera cubensis was validated in cucumber fields at the same application dosages. Therefore, compound 8a is a promising fungicidal candidate worthy of further development.

Synthesis and biological evaluation of 4-methyl-1,2,3-thiadiazole-5-carboxaldehyde benzoyl hydrazone derivatives

To find new lead compounds with high biological activity, a series of novel 4-methyl-1,2,3-thiadiazole-5-carboxaldehyde benzoyl hydrazone derivatives were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, IR spectrum and elemental analysis. Preliminary bioassay indicated that the title compounds exhibited moderate to strong fungicidal activity against six fungi in vitro at 50?μg/mL. Moreover, some of the title compounds exhibited good curative activity against TMV in vivo at 500?μg/mL. The structure-activity relationship analysis of compounds against Valsa mali showed that compounds containing halogen at the para position on phenyl exhibited the best activity. Especially compound 8k showed broad spectrum fungicidal activities against Valsa mali, Botrytis cinerea, Pythium aphanidermatum, Rhizoctonia solani, Fusarium moniliforme and Alternaria solani with the EC50 values of 8.20, 24.42, 15.80, 40.53, 41.48, and 34.16?μg/mL, respectively.

1,2,3-thiadiazole-containing benzoyl hydrazone derivative as well as preparation method and application thereof

The invention belongs to the field of organic compound synthesis and particularly relates to a 1,2,3-thiadiazole-containing benzoyl hydrazone derivative as well as a preparation method and application thereof. The structure of the compound is shown by a f

Synthesis of tetrazole containing 1,2,3-thiadiazole derivatives via U-4CR and their anti-TMV activity

A series of novel tetrazole containing 1,2,3-thiadiazole derivatives were designed and synthesized via Ugi reaction. Their structures were confirmed by melting points, IR, 1H NMR, and HRMS (ESI). Preliminary bioassay indicated that most target

Synthesis, crystal structure and herbicidal activity of novel 1,2,3-thiadiazole substituted 2-cyanoacrylates

A series of novel 2-cyanoacrylates containing the 1,2,3-thiadiazole ring moiety were synthesized and characterized by 1H NMR, 13C NMR, elemental analysis and, in one case, by X-ray crystallography. Most of these cyanoacrylates exhibi

Synthesis and antiviral activity of new acrylamide derivatives containing 1,2,3-thiadiazole as inhibitors of hepatitis B virus replication

A series of new acrylamide derivatives containing 1,2,3-thiadiazole were synthesized, characterized, and evaluated for their anti-hepatitis B virus (HBV) activities in vitro. The IC50 of compounds 9b (10.4?μg/mL), 9c (3.59?μg/mL) and 17a (9.00?μg/mL) of the inhibition on the replication of HBV DNA were higher than that of the positive control lamivudine (14.8?μg/mL). Compound 9d exhibited significant activity against secretion of HBeAg (IC50?=?12.26?μg/mL).

Heteroarylnitrones as drugs for neurodegenerative diseases: Synthesis, neuroprotective properties, and free radical scavenger properties

New 1,2,4-thiadiazolylnitrones and furoxanylnitrones were developed and evaluated as neuroprotective agents on a human neuroblastoma (SH-SY5Y) cells model. They inhibited at low micromolar concentrations the oxidative damage and the death induced by exposure to hydrogen peroxide. These heteroarylnitrones showed excellent peroxyl free radical absorbance capacities, analyzed by oxygen radical absorbance capacity (ORAC) assay with fluorescein as the fluorescent probe, ranging from 1.5- to 16.5-fold the value of the reference nitrone, α-phenyl-N-tert-butylnitrone (PBN). The electron spin resonance spectroscopy (ESR) demonstrated the ability of these derivatives to directly trap and stabilize oxygen, carbon, and sulfur-centered free radicals. These results demonstrated the potential use of these heteroarylnitrones as neuroprotective agents in preventing the death of cells exposed to enhanced oxidative stress and damage.

NOVEL HERBICIDES

Compounds of formula I: wherein R1, R2, R3, R4, m, R5, R6, n and Y are as defined in claim 1; or N-oxides, salts and optical isomers thereof. Furthermore, the present invention relates to processes for preparing compounds of formula (I), to herbicidal compositions comprising them and to methods of using them to control plants or to inhibit plant growth.

BICYCLIC COMPOUNDS WHICH INHIBIT BETA-SECRETASE ACTIVITY AND METHODS OF USE THEREOF

The present invention provides bicyclic beta-secretase inhibitors and methods for their use, including methods of treating of Alzheimer’s disease.

Compounds for the treatment of ischemia

A3 agonists, methods of using such A3 agonists and pharmaceutical compositions containing such A3 agonists. The A3 agonists are useful for the reduction of tissue damage resulting from tissue ischemia or hypoxia