957500-07-1

Usage

Uses

Used in Pharmaceutical Industry:
5-Cyclopropyl-2-methyl-2H-pyrazole-3-carboxylic Acid is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block in the development of new drugs.
Used in Organic Chemistry Research:
5-Cyclopropyl-2-methyl-2H-pyrazole-3-carboxylic Acid serves as a key component in the study of pyrazole chemistry, providing insights into the reactivity and potential applications of this class of compounds. Researchers use it to explore new reaction pathways and develop novel synthetic methods.
Used in Material Science:
5-Cyclopropyl-2-methyl-2H-pyrazole-3-carboxylic Acid is utilized in the development of new materials with specific properties, such as improved stability or reactivity. Its incorporation into polymers or other materials can lead to enhanced performance in various applications.
Used in Agrochemical Industry:
5-Cyclopropyl-2-methyl-2H-pyrazole-3-carboxylic Acid is employed as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides. Its versatility in chemical reactions enables the creation of compounds with targeted effects on pests or weeds, improving agricultural productivity and crop protection.

Upstream product

• 21080-80-8 ethyl 4-cyclopropyl-2,4-dioxobutanoate 
• 765-43-5 Cyclopropyl methyl ketone 
• 133261-11-7 ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate 

Downstream Products

• 136283-92-6 C₈H₉ClN₂O 

Relevant academic research and scientific papers

Design, synthesis, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring

Pyrazolecarboxamide fungicides are one of the most important classes of agricultural fungicides, which belong to succinodehydrogenase inhibitors (SDHIS). To discover new pyrazolecarboxamide analogues with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring were designed by scaffold hopping and bioisosterism, and 36 pyrazole carboxamide derivatives with antifungal activity were synthesized. Those compounds were evaluated against five phytopathogenic fungi, Gibberella zeae, Phytophythora capsici, Sclerotonia sclerotiorum, Erysiphe graminis and Puccinia sorghi. The results indicated that most of the compounds displayed good fungicidal activities, especially against E. graminis. Theoretical calculations were carried out at the B3LYP/6-31G (d, p) level and the full geometry optimization was carried out using the 6-31G (d, p) basis set, and the frontier orbital energy, atomic net charges, molecular docking were discussed, and the structure-activity relationships were also studied.

Design, synthesis and biological evaluation of 1H-pyrazole-5-carboxamide derivatives as potential fungicidal and insecticidal agents

A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides. Graphical Abstract: A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides.[Figure not available: see fulltext.]