18212-21-0

Basic information

• Product Name: 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid
• Synonyms: 4-METHYL-1,2,3-THIADIAZOLE-5-CARBOXYLIC ACID;4-METHYL-1,2,3-THIODIAZOLE-5-CARBOXYLIC ACID;LABOTEST-BB LT00453848;BUTTPARK 30\06-41;IFLAB-BB F2630-0005;OTAVA-BB BB7020410078;TIMTEC-BB SBB005418;4-Methyl-1,2,3-Thiadiazole-5-C
• CAS NO: 18212-21-0
• Molecular Formula: C₄H₄N₂O₂S
• Molecular Weight: 144.15
• Product Categories: Nitrogen cyclic compounds;Chemical Synthesis;Heterocyclic Building Blocks;Heterocyclic Building BlocksBuilding Blocks;New Products for Chemical Synthesis;Thiadiazoles
• Mol File: 18212-21-0.mol
• Article Data: 23

Chemical Properties

• Melting Point: 166 °C
• Boiling Point: 315.173 °C at 760 mmHg
• Flash Point: 144.412 °C
• Appearance: white to light yellow crystal powder
• Density: 1.531 g/cm³
• Vapor Pressure: 0.000188mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Aqueous Base (Slightly), DMSO
• PKA: 1.33±0.37(Predicted)
• CAS DataBase Reference: 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid(18212-21-0)
• EPA Substance Registry System: 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid(18212-21-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 18212-21-0(Hazardous Substances Data)

Usage

Description

4-Methyl-1,2,3-thiadiazole-5-carboxylic acid is an organic compound characterized by a white to light yellow crystalline powder. It features a unique chemical structure that includes a thiadiazole ring with a methyl group and a carboxylic acid functional group, which contributes to its diverse range of applications.

Uses

Used in Agrochemical Industry:
4-Methyl-1,2,3-thiadiazole-5-carboxylic acid is used as an active ingredient in agrochemicals for its antiviral, fungicidal, and insecticidal properties. Its ability to combat various pathogens and pests helps protect crops and improve agricultural yields.
In the Agrochemical Industry, 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid is used as an antiviral agent to protect plants from viral infections, ensuring healthier growth and higher crop quality.
4-Methyl-1,2,3-thiadiazole-5-carboxylic acid is also used as a fungicide, effectively controlling fungal infections that can damage crops and reduce yields.
Additionally, 4-Methyl-1,2,3-thiadiazole-5-carboxylic acid is used as an insecticide, targeting pests that threaten the productivity and quality of crops.

InChI:InChI=1/C4H4N2O2S/c1-2-3(4(7)8)9-6-5-2/h1H3,(H,7,8)/p-1

Upstream product

• 18212-20-9 4-methyl-1,2,3-thiadiazole-5-carboxylic acid ethyl ester 
• 183298-93-3 methyl 4-methyl-1,2,3-thiadiazole-5-carboxylate 
• 1260230-38-3 4-butyl-1-(4-methyl-1,2,3-thiadiazol-5-yl-carbonyl)-thiosemicarbazide 
• 1260230-39-4 4-ethyl-1-(4-methyl-1,2,3-thiadiazol-5-yl-carbonyl)-thiosemicarbazide 
• 59944-65-9 4-methyl-[1,2,3]thiadiazole-5-carbonyl chloride 
• 1047997-69-2 N'-tert-butyl-3-methoxybenzohydrazide 
• 175136-67-1 4-methyl-1,2,3-thiadiazole-5-carboxylic acid-(N-benzoyl-N-cyclohexyl)-amide 

Downstream Products

• 59944-65-9 4-methyl-[1,2,3]thiadiazole-5-carbonyl chloride 
• 18212-62-9 4-methyl-1,2,3-thiadiazole 
• 59944-66-0 (4-methyl-1,2,3-thiadiazol-5-yl)(phenyl)methanone 
• 183298-93-3 methyl 4-methyl-1,2,3-thiadiazole-5-carboxylate 
• 175136-67-1 4-methyl-1,2,3-thiadiazole-5-carboxylic acid-(N-benzoyl-N-cyclohexyl)-amide 
• 183298-95-5 isopropyl 4-methyl-1,2,3-thiadiazole-5-carboxylate 
• 1076690-18-0 4-methyl-[1,2,3]thiadiazole-5-carboxylic acid (4-{1-[2-(3,4-dimethoxy-phenyl)-acetyl]-4,5-dihydro-1H-pyrazol-3-yl}-phenyl)-amide 
• 637336-42-6 4-Methyl-[1,2,3]thiadiazole-5-carboxylic acid {4-[3-cyclopropylmethyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl]-phenyl}-methyl-amide 
• 353458-04-5 4-methyl-4'-(3-trifluoromethyl-1,4,5,6-tetrahydrocyclopentapyrazol-1-yl)-1,23-thiadiazole-5-carboxanilide 
• 1076689-91-2 4'-(5-chloro-3-trifluoromethyl-1H-pyrazol-1-yl)-4-methyl-1,2,3-thiadiazole-5-carboxanilide 
• 1076689-90-1 4-methyl-4'-[5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazol-1-yl]-1,2,3-thiadiazole-5-carboxanilide 
• 1193530-97-0 isosorbide-2-aspirinate-5-(4-methyl-1,2,3-thiadiazole-5-oate) 

Relevant articles and documents

Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB

N-(5-Chlorobenzo[d]oxazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamideox-amide has been identified as a potent inhibitor of Mtb H37Rv, with a minimum inhibitory concentration (MIC) of 0.42 μM. In this study, a series of substituted 2-acylamide-1,3-zole analogues were designed and synthesized, and their anti-Mtb activities were analyzed. In total, 17 compounds were found to be potent anti-Mtb agents, especially against the MDR- and XDR-MTB strains, with MIC values 10 μM. These analogues can inhibit both drug-sensitive and drug-resistant Mtb. Four representative compounds were selected for further profiling, and the results indicate that compound 18 is acceptably safe and has favorable pharmacokinetic (PK) properties. In addition, this compound displays potent activity against Gram-positive bacteria, with MIC values in the range of 1.48–11.86 μM. The data obtained herein suggest that promising anti-Mtb candidates may be developed via structural modification, and that further research is needed to explore other compounds.

Synthesis and biological activities of (E)-β-farnesene analogues containing 1,2,3-thiadiazole

In order to discover novel compounds with high-activity to control aphid, a series of novel (E)-β-farnesene analogues containing 1,2,3-thiadiazole were designed and synthesized, and their structures were confirmed by IR,1H NMR,13C NMR, and HRMS (ESI). The stability of representative compounds was studied by HPLC and1H NMR techniques. Repellent activity results indicated that compounds 8h and 8j displayed 60.3% and 62.0% repellent rates, respectively. The aphicidal bioassay results showed that most analogues exhibited considerable aphicidal activity against Myzus persicae. Especially, analogues 8l, 8s and 8t exhibited high activity with LC50values of 33.4?μg/mL, 50.2?μg/mL and 61.8?μg/mL, respectively, which were higher than the lead compound (E)-β-farnesene, but lower than commercial insecticide pymetrozine with a LC50of 7.1?μg/mL.

1. 2, 3 - thiadiazole - 5 - a amidine compound synthesis method

The invention discloses a novel method for synthesizing a 1,2,3-thiadiazole-5-formamidine compound. The target compound shown in general formula TDCA is prepared from a compound as shown in general formula M by virtue of a methylation reaction. The target component as shown in the general formula M is prepared from a compound as shown in general formula A and a compound as shown in general formula N by virtue of a condensation reaction, wherein during the methylation reaction, preferably, a catalyst is an organic metallic catalyst consisting of cuprous iodide and a ligand, namely 2,2,6,6-tetramethyl-3,5-heptadione; during the reaction, preferably, dimethylbenzene is taken as a solvent, and the optimum reaction temperature is 100-140 DEG C. The method disclosed by the invention is high in yield and more environment-friendly (as shown in Specification).