132813-99-1

Basic information

• Product Name: 6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE
• Synonyms: AKOS PAO-1244;6-AMINO-3-METHYL-4-PYRIDIN-3-YL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE;6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE;BUTTPARK 124\40-38
• CAS NO: 132813-99-1
• Molecular Formula: C13H11N5O
• Molecular Weight: 253.26
• Mol File: 132813-99-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(132813-99-1)
• EPA Substance Registry System: 6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(132813-99-1)

Safety Data

• Hazardous Substances Data: 132813-99-1(Hazardous Substances Data)

Usage

Description

6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE is a chemical compound that serves as an important intermediate in the synthesis of various organic compounds, particularly chromene and pyrano[2,3-c]pyrazole derivatives. These derivatives exhibit molluscicidal activity, making them valuable in the development of treatments for parasitic infections.

Uses

Used in Pharmaceutical Industry:
6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE is used as a key intermediate in the synthesis of chromene and pyrano[2,3-c]pyrazole derivatives for their molluscicidal activity. These derivatives have potential applications in the development of drugs to treat parasitic infections, particularly those caused by mollusks.
Used in Chemical Research:
6-AMINO-3-METHYL-4-(3-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE is also used in chemical research for the exploration of new synthetic pathways and the development of novel compounds with potential applications in various fields, such as pharmaceuticals, materials science, and agrochemicals.

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 108-26-9 3-methyl-2-pyrazoline-5-one 
• 109-77-3 malononitrile 
• 141-97-9 ethyl acetoacetate 
• 7803-57-8 hydrazine hydrate 
• 7424-56-8 2-(3-pyridylmethylene)malononitrile 

Relevant articles and documents

Convenient synthesis, characterization, cytotoxicity and toxicity of pyrazole derivatives

3-Methyl-1H-pyrazol-5(4H)-one (1) was used as a template to develop new anticancer compounds and investigate their SAR. The ring modification of compound 1 occurred through its reaction with aromatic aldehydes and various reagents to afford the corresponding 6-oxopyrano[2,3-c]pyrazoles 4a-c and their amino analogues 6-aminopyrano[2,3-c]pyrazoles 6a-c,8; the pyrazolopyrano[2,3-b]pyridines 10a-c and the chromenopyrano[2,3-c]pyrazolones 13,14. The reaction of 1 with thiourea and appropriate aromatic aldehydes afforded the pyrazolo[3,4-d]pyrimidine derivatives 17a-c. On the other hand, the pyrazolo[3,4-d]thiazole derivatives 22a-d were obtained via the reaction of 1 with sulfur and aryl isothiocyanates in the presence of triethylamine. The reaction of 1 with phenylisothiocyanate followed by treatment with the α-halocarbonyl compounds 24a-c afforded the thiazole derivatives 25a-c. The synthesized products were evaluated for their cytotoxicity against cancer and normal cell lines. Most compounds showed significant anticancer activity without affecting the normal fibroblast cells. The toxicity of the most pontent cytotoxic compounds was measured using Brine-Shrimp Lethality Assay.

Morpholine triflate promoted one-pot, four-component synthesis of dihydropyrano[2,3-c]pyrazoles

A one-pot, four-component reaction of ethyl acetoacetate, hydrazine hydrate, aldehydes, and malononitrile was discussed using Lewis acid catalyst morpholine triflate (MorT) to afford a series of dihydropyrano[2,3-c]pyrazoles, which were generally catalyze

Multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles catalyzed by lipase from Aspergillus niger

Lipase from Aspergillus niger (ANL) was found to be an extremely effective catalyst for four-component synthesis of dihydropyrano[2,3-c]pyrazoles from a stoichiometric mixture of ethyl acetoacetate, hydrazine hydrate, aldehyde/ketone, and malononitrile in