Wang, Wei et al. published their research in Pest Management Science in 2021 | CAS: 14678-93-4

5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Synthetic Route of C11H11N3O2

Synthesis and biological activity of novel Pyrazolo[3,4-d]pyrimidin-4-one derivatives as potent antifungal agent was written by Wang, Wei;Cheng, Xiang;Cui, Xue;Xia, Dongguo;Wang, Ziqing;Lv, Xianhai. And the article was included in Pest Management Science in 2021.Synthetic Route of C11H11N3O2 This article mentions the following:

To promote the discovery and development of new fungicide with novel scaffolds or modes of action, a series of novel 5-(2-chloroethyl)-1-phenyl-6-(pyridin-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one derivatives I [R1 = pyridin-3-yl, pyridin-4-yl, 2-chloropyridin-3-yl, etc.; R2 = H, Me, F, Cl; R3 = H, Me] were synthesized and evaluated for their antifungal activities. The bioassay data showed that compound I [R1 = 6-chloropyridin-3-yl, R2 = Cl, R3 = H] (EC50 = 1.93 mg L-1) was superior to boscalid (EC50 = 6.71 mg L-1) against Valsa mali. Chiral groups was introduced on the structure of cmpnd. I [R1 = 6-chloropyridin-3-yl, R2 = Cl, R3 = H] and two chiral configurations were resp. synthesized, which were (R/S) I [R1 = 2-chloropyridin-3-yl, R2 = Cl, R3 = Me]. Surprisingly, cmpnd. (S) I [R1 = 2-chloropyridin-3-yl, R2 = Cl, R3 = Me] showed significant antifungal activities against Valsa mali and Physalospora piricola with EC50 values of 0.22 and 0.55 mg L-1. Physiol. and biochem. studies showed that the primary action mechanism of compound (S) I [R1 = 2-chloropyridin-3-yl, R2 = Cl, R3 = Me] on Valsa mali may involve changing mycelial morphol. and increasing cell membrane permeability. These results demonstrated that cmpnd. (S) I [R1 = 2-chloropyridin-3-yl, R2 = Cl, R3 = Me] was modified as fungicide and provided a valuable reference for antifungal agents with pyrazolo[3,4-d]pyrimidin-4-one skeleton. In the experiment, the researchers used many compounds, for example, 5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4Synthetic Route of C11H11N3O2).

5-Amino-1-(p-tolyl)-1H-pyrazole-4-carboxylic acid (cas: 14678-93-4) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Pyrazoles and pyrimidines have diverse biological and pharmacological activities. There are a number of antimicrobial compounds containing pyrazole moiety as the core unit. Pyrazofurin is important antimicrobial drug and 2-methylpyrimidine-4-ylamine derivatives I and II were found to be effective inhibitors of Escherichia coli PDHc-E1 with antibacterial and antifungal activity.Synthetic Route of C11H11N3O2

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics