115294-67-2

Basic information

• Product Name: 1H-Pyrazole-5-carboxylicacid,1,3,4-trimethyl-(6CI,9CI)
• Synonyms: 1H-Pyrazole-5-carboxylicacid,1,3,4-trimethyl-(6CI,9CI);1,3,4-triMethyl-1H-pyrazol-5-carboxylic acid;1,3,4-Trimethyl-1H-pyrazole-5-carboxylic acid;1H-Pyrazole-5-carboxylic acid, 1,3,4-trimethyl-
• CAS NO: 115294-67-2
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.17
• Product Categories: GLYCINESCAFFOLD
• Mol File: 115294-67-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 312.7±37.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• PKA: 0.76±0.50(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-5-carboxylicacid,1,3,4-trimethyl-(6CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-5-carboxylicacid,1,3,4-trimethyl-(6CI,9CI)(115294-67-2)
• EPA Substance Registry System: 1H-Pyrazole-5-carboxylicacid,1,3,4-trimethyl-(6CI,9CI)(115294-67-2)

Safety Data

• Hazardous Substances Data: 115294-67-2(Hazardous Substances Data)

Usage

Class

Pyrazole carboxylic acids This compound belongs to a group of chemical compounds that consist of a pyrazole ring and a carboxylic acid group.

Pyrazole ring

A five-membered heterocyclic ring The pyrazole ring is the central structure of the compound, containing four carbon atoms and one nitrogen atom arranged in a ring shape.

Carboxylic acid group

-COOH A functional group consisting of a carbonyl group (C=O) and a hydroxyl group (OH) connected to the same carbon atom.

Substitution with methyl groups

1, 3, and 4 positions The pyrazole ring in this compound is substituted with three methyl groups (CH3) at positions 1, 3, and 4, which are adjacent to the carboxylic acid group.

Building block in organic synthesis

This compound can be used as a starting material or intermediate in the synthesis of more complex organic compounds, such as pharmaceuticals, agrochemicals, and other fine chemicals.

Potential applications

Medicinal and pharmaceutical research Due to its structural features and reactivity, 1H-Pyrazole-5-carboxylic acid, 1,3,4-trimethyl has potential applications in the development of new drugs and therapies.

Upstream product

• 166313-45-7 1,3-dimethyl-4-chloromethylpyrazole-5-carboxylic acid ethyl ester 
• 5744-40-1 ethyl 1,3-dimethylpyrazole-5-carboxylate 
• 4027-57-0 ethyl 5-methyl-2H-pyrazole-3-carboxylate 
• 615-79-2 ethyl 2,4-diketopentanoate 
• 60858-33-5 4,5-dimethyl-1⁽²⁾H-pyrazole-3-carboxylic acid methyl ester 
• 98547-00-3 1,3,4-trimethyl-5-trichloromethyl-1H-pyrazole 
• 773136-70-2 methyl 1,3,4-trimethylpyrazole-5-carboxylate 
• 15803-27-7 Ethyl 3⁽⁵⁾,4-dimethylpyrazole-5⁽³⁾-carboxylate 
• 89202-90-4 1-methyl-3-methyl-4-methyl-5-pyrazolecarboxylic acid ethyl ester 

Downstream Products

• 264272-46-0 2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acrylonitrile 

Relevant articles and documents

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.

Pyrazole amide compound, and preparation method and application thereof

The invention discloses a pyrazole amide compound represented by the formula (I), and a preparation method and an application thereof, wherein R, R1, R2 and W have the definitions indicated in the specification. The compound represented by the formula (I) has bactericidal, insecticidal or acaricidal biological activities, and specially has quite high activity on pathogenic bacteria such as sphaerotheca fuliginea, botrytis cinerea, melampsora lini and the like.

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.]