1072249-89-8

Usage

Uses

Used in Pharmaceutical Industry:
3-methyl-1H-pyrazolo[3,4-c]pyridine is used as a pharmaceutical agent for its potential anti-inflammatory, antitumor, and antifungal properties. Its unique structure allows it to modulate various biological pathways, offering therapeutic benefits in treating inflammation, tumors, and fungal infections.
Used in Agrochemical Industry:
3-methyl-1H-pyrazolo[3,4-c]pyridine is utilized as an agrochemical agent, leveraging its antifungal activity to protect crops from fungal diseases, thereby improving crop yield and quality.
Used in Organic Synthesis:
3-methyl-1H-pyrazolo[3,4-c]pyridine serves as a key intermediate in the synthesis of new chemical compounds and materials. Its unique structure makes it an attractive building block for the development of novel molecules with potential applications in various fields, including medicinal chemistry and materials science.

InChI:InChI=1S/C7H7N3/c1-5-6-2-3-8-4-7(6)10-9-5/h2-4H,1H3,(H,9,10)

Upstream product

• 3430-27-1 3-amino-4-methylpyridine 
• 180253-66-1 3-(tert-butyloxycarbonylamino)-4-methyl-pyridine 
• 1072249-86-5 tert-butyl (4-ethylpyridin-3-yl)carbamate 
• 101084-17-7 4-ethyl-[3]pyridylamine 

Relevant academic research and scientific papers

The Excited-State Triple Proton Transfer Reaction of 2,6-Diazaindoles and 2,6-Diazatryptophan in Aqueous Solution

3-Me-2,6-diazaindole ((2,6-aza)Ind) was strategically designed and synthesized to probe water molecule catalyzed excited-state proton transfer in aqueous solution. Upon electronic excitation (λmax ～ 300 nm), (2,6-aza)Ind undergoes N(1)-H to N(6) long-distance proton transfer in neutral H2O, resulting in normal (340 nm) and proton-transfer tautomer (480 nm) emissions with an overall quantum yield of 0.25. The rate of the water-catalyzed proton transfer shows a prominent H/D kinetic isotope effect, which is determined to be 8.3 × 108 s-1 and 4.7 × 108 s-1 in H2O and D2O, respectively. Proton inventory experiments indicate the involvement of two water molecules and three protons, which undergo a relay type of excited-state triple proton transfer (ESTPT) in a concerted, asynchronous manner. The results demonstrate for the first time the fundamental of triple proton transfer in pure water for azaindoles as well as pave a new avenue for 2,6-diazatryptophan, an analogue of tryptophan exhibiting a similar ESTPT property with (2,6-aza)Ind, to probe biowaters in proteins.

Discovery of 3-{5-[(6-amino-1H-pyrazolo[3,4-b]pyridine-3-yl)methoxy]-2- chlorophenoxy}-5-chlorobenzonitrile (MK-4965): A potent, orally bioavailable HIV-1 non-nucleoside reverse transcriptase inhibitor with improved potency against key mutant viruses

Non-nucleoside reverse transcriptase inhibitors (NNRTIs) have been shown to be a key component of highly active antiretroviral therapy (HAART). The use of NNRTIs has become part of standard combination antiviral therapies producing clinical outcomes with