128141-47-9

Usage

Chemical structure

A pyrazole ring with a carbonyl chloride group, a chloride group, and two methyl groups attached.

Type of compound

Carbonyl chloride derivative of pyrazole.

Usage

Commonly used in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals.

Versatility

A versatile building block in the production of heterocyclic compounds and can be used as an intermediate in the synthesis of diverse chemical entities.

Research and development

Used as a reagent in the preparation of novel compounds with potential biological activity and pharmacological properties.

Upstream product

• 98198-65-3 1,3-dimethyl-4-chloropyrazole-5-carboxylic acid 
• 615-79-2 ethyl 2,4-diketopentanoate 
• 4027-57-0 ethyl 5-methyl-2H-pyrazole-3-carboxylate 
• 5744-40-1 ethyl 1,3-dimethylpyrazole-5-carboxylate 
• 119169-63-0 ethyl 1,3-dimethyl-4-chloropyrazole-5-carboxylate 

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 Acaricidal Activities of Novel Pyrazole Acrylonitrile Compounds

Using cyenopyrafen as the lead compound, a series of novel pyrazole acrylonitrile compounds were designed and synthesized via the reaction of butylphenylacetonitrile with the corresponding (substituted pyrazol-5-yl) methanone of pyrethroid alcohols in the presence of potassium tert-butoxide. These compounds showed prominent acaricidal activity against Tetranchus urticae. In particular, IIf, IIh, IIo, and IIp displayed excellent activities, which the median lethal concentrations were all lower 0.4 mg/L. In addition, the structure-activity relationship for the target compounds was discussed.

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.]

Synthesis and insecticidal activities of novel 1H-pyrazole-5-carboxylic acid derivatives

Fourteen 1H-pyrazole-5-carboxylic acid derivatives containing oxazole and thiazole rings were synthesized and characterized by 1H NMR, mass spectrometry and elemental analysis. Most target compounds were obtained in overall yields in the range of 30-50%. The insecticidal activities of these new compounds against Aphis fabae were evaluated. The bioassays' results indicate that some of these compounds exhibit good activities, especially compound 7h which shows 85.7% mortality against A. fabae at a concentration of 12.5 mg/L. This activity is comparable to that of the commercial insecticide imidacloprid.

A including wo carboxylic acid ester compound and use thereof

The invention belongs to the field of agricultural herbicides, and concretely relates to an oxime-containing carboxylate compound and a use thereof. The oxime-containing carboxylate compound is represented by general formula (I), has very good weeding activity, can effectively control barnyard grass, piemarker, setaria viridis, Zinnia elegans and other weeds, realizes a very good weeding effect under a low dosage, is highly safe to crops, is especially safe to corn and rice (post-emergence), and can be used as a herbicide in the agricultural field.

PYRAZOLES AND AGRICULTURAL CHEMICALS CONTAINING THEM AS ACTIVE INGREDIENTS

A pyrazole compound represented by formula (I): wherein R1represents a hydrogen atom, a C1-4alkyl group, a C1-4haloalkyl group, a C1-4alkoxy group or a phenyl group; R2represents a hydrogen atom, a halogen atom, a hydroxyl group, a C1-4alkyl group, a C1-4alkoxy group, a C1-4haloalkoxy group, a C2-8alkoxyalkoxy group or a benzyloxy group; or R1and R2are taken together to form a group: wherein R4represents a hydrogen atom or a C1-4alkyl group; R3represents a hydrogen atom, a C1-4alkyl group, a C2-5alkenyl group, a C5-7cycloalkenyl group, a C2-5alkoxyalkyl group, a C8-12benzyloxyalkyl group, a formyl group, a C2-5alkanoyl group, a benzoyl group, a C2-5alkoxycarbonyl group, a benzyloxycarbonyl group, a C1-4alkylsulfonyl group or a C6-10arylsulfonyl group; and R represents a group represented by formulae: wherein R5represents a hydrogen atom, a halogen atom or a C1-4alkoxy group; R6represents a halogen atom, a C1-4alkyl group, a C1-4haloalkyl group, a C1-4alkoxy group or a C1-4haloalkoxy group; and n represents 1 or 2,and a pesticide, such as a fungicide, a bacteriocide, an insecticide or an acaricide, comprising the same as an active ingredient. The pyrazole compound exhibits higher pesticidal activities than conventional pesticidal compounds and are of high safety.