106753-78-0

Basic information

• Product Name: 6-AMINO-3-METHYL-4-(4-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE
• Synonyms: AKOS PAO-1243;6-AMINO-3-METHYL-4-PYRIDIN-4-YL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE;6-AMINO-3-METHYL-4-(4-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE
• CAS NO: 106753-78-0
• Molecular Formula: C13H11N5O
• Molecular Weight: 253.26
• Mol File: 106753-78-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 200-202 °C(Solv: ethanol (64-17-5))
• Boiling Point: 563.7±50.0 °C(Predicted)
• Appearance: /
• Density: 1.44±0.1 g/cm3(Predicted)
• PKA: 11.31±0.70(Predicted)
• CAS DataBase Reference: 6-AMINO-3-METHYL-4-(4-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO-3-METHYL-4-(4-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(106753-78-0)
• EPA Substance Registry System: 6-AMINO-3-METHYL-4-(4-PYRIDINYL)-1,4-DIHYDROPYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(106753-78-0)

Safety Data

• Hazardous Substances Data: 106753-78-0(Hazardous Substances Data)

Usage

Uses

6-Amino-3-methyl-4-(4-pyridinyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile can be prepared via four-component reaction of ethyl acetoacetate, malononitrile, hydrazine and aryl aldehydes. It showed some potential antifungal and anticancer activity.

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 4344-87-0 3-hydroxy-5-methyl-1H-pyrazole 
• 109-77-3 malononitrile 
• 63080-75-1 4-pyridinylmethylenepropanedinitrile 
• 108-26-9 3-methyl-2-pyrazoline-5-one 
• 141-97-9 ethyl acetoacetate 

Relevant articles and documents

Novel grinding synthesis of pyranopyrazole analogues and their evaluation as antimicrobial agents

The paper describes the results of a new four-component synthesis of pyranopyrazole heterocycles by solvent-free one-pot grinding of malononitrile, hydrazine, ethyl acetoacetate, and various aldehydes in the presence of a base. The reaction proceeded smoothly at room temperature with good yields in very short reaction time. The synthesised compounds were evaluated for their in vitro antibacterial activity against three different bacterial and three different fungal strains. The highlight of this work is that the synthesis was activity-driven. The brief SAR correlation found that the tested compounds showed better activity against fungal strains.

Using magnetized water as a solvent for a green, catalyst-free, and efficient protocol for the synthesis of pyrano[2,3-c]pyrazoles and pyrano[4′,3′:5,6]pyrazolo [2,3-d]pyrimidines

A facile, eco-friendly, and highly efficient one-pot four-component protocol is demonstrated for the synthesis of the pyrano[2,3-c]pyrazole and pyrano[4′,3′:5,6]pyrazolo [2,3-d]pyrimidine derivatives using magnetized water as a new green solvent. Simplici

Screening of a library of 4-aryl/heteroaryl-4H-fused pyrans for xanthine oxidase inhibition: Synthesis, biological evaluation and docking studies

A series of 4-aryl/heteroaryl-4H-fused pyrans was synthesized via multicomponent reaction in a microwave synthesizer. All the pyrans were evaluated for in vitro xanthine oxidase inhibition. Structure-activity relationship was also established. Among the s