53316-57-7

Basic information

• Product Name: 6-AMINO-3-METHYL-1,4-DIPHENYL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE
• Synonyms: Pyrano[2,3-c]pyrazole-5-carbonitrile,6-amino-1,4-dihydro-3-methyl-1,4-diphenyl-;6-amino-3-methyl-1,4-diphenyl-4H-pyrano[2,3-c]pyrazole-5-carbonitrile
• CAS NO: 53316-57-7
• Molecular Formula: C₂₀H₁₆N₄O
• Molecular Weight: 328.37
• Mol File: 53316-57-7.mol
• Article Data: 91

Chemical Properties

• Melting Point: 170-171 °C(Solv: ethanol (64-17-5))
• Boiling Point: 555.4°Cat760mmHg
• Flash Point: 289.7°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 2.24E-12mmHg at 25°C
• Refractive Index: 1.681
• PKA: 2.76±0.40(Predicted)
• CAS DataBase Reference: 6-AMINO-3-METHYL-1,4-DIPHENYL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO-3-METHYL-1,4-DIPHENYL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(53316-57-7)
• EPA Substance Registry System: 6-AMINO-3-METHYL-1,4-DIPHENYL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE(53316-57-7)

Safety Data

• Hazardous Substances Data: 53316-57-7(Hazardous Substances Data)

Usage

General Description

6-AMINO-3-METHYL-1,4-DIPHENYL-1,4-DIHYDRO-PYRANO[2,3-C]PYRAZOLE-5-CARBONITRILE is a chemical compound with potential pharmaceutical applications. It is a derivative of pyrazole, containing a carbonitrile group and an amino group. The compound's structure includes a pyrano ring system, which may contribute to its biological activity. This chemical may have potential uses in medicinal chemistry, particularly in the development of new drugs for various diseases or conditions. Its unique structure and functional groups make it an interesting target for further research and exploration in the field of drug discovery.

InChI:InChI=1/C20H16N4O/c1-13-17-18(14-8-4-2-5-9-14)16(12-21)19(22)25-20(17)24(23-13)15-10-6-3-7-11-15/h2-11,18H,22H2,1H3/t18-/m1/s1

Upstream product

• 39143-05-0 (Z)-4-benzylidene-3-methyl-1-phenyl-1H-pyrazolidinyl-5(4H)-ketone 
• 109-77-3 malononitrile 
• 2700-22-3 Benzylidenemalononitrile 
• 89-25-8 edaravone 
• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 100-52-7 benzaldehyde 
• 141-97-9 ethyl acetoacetate 
• 100-63-0 phenylhydrazine 
• 942-32-5 5-methyl-2-phenyl-2H-pyrazol-3-ol 
• 76281-02-2 3-Methyl-1-phenyl-4-(1-phenyl-2,2-dicyanoethyl)-5-pyrazolone 
• 23901-60-2 4-benzylidene-3-methyl-1-phenylpyrazolone 

Downstream Products

• 130593-38-3 6-chlorocarbonylamino-1,4,5,6-tetrahydro-5-imino-3-methyl-1,4-diphenylpyrazolo<4',3':5,6>pyrano<2,3-d>pyrimidine 
• 130593-36-1 9,12-dihydro-3,11-dimethyl-9,12-diphenyl-2H-pyrazolo<4'',3'':5',6'>pyrano<2',3':4,5>pyrimido<1,6-b><1,2,4>triazin-2-one 
• 130593-34-9 9,12-dihydro-3-hydroxy-11-methyl-9,12-diphenyl-2H-pyrazolo<4'',3'':5',6'>pyrano<2',3':4,5>pyrimido<1,6-b><1,2,4>triazine 
• 130593-37-2 9,12-dihydro-11-methyl-9,12-diphenyl-2H-pyrazolo<4'',3'':5',6'>pyrano<2',3':4,5>pyrimido<1,6-b><1,2,4>triazine-2,3(4H)-dione 
• 1334596-79-0 5-amino-3-methyl-1,4-diphenyl-4,8-dihydro-2(H)-pyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine-7(1H)-thione 
• 1334596-68-7 5-amino-3-methyl-1,4-diphenyl-4,8-dihydro-2(H)-pyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine-7(1H)-one 

Relevant articles and documents

A facile one pot synthesis of pyrano[2,3-c]pyrazole derivatives under microwave irradiation

A series of substituted pyrano[2,3-c]pyrazole derivatives were synthesized by the one pot reaction of aromatic aldehydes, malononitrile and 3-methyl-1-phenyl-2-pyrazolin-5-one under microwave irradiation in good yields.

HClO4-sio2 nanoparticles: An efficient and versatile catalyst for synthesis of 1,4-dihydropyrano[2,3-c]pyrazoles

The reaction between aromatic aldehydes, malononitrile and 3-methyl-1-phenyl-2-pyrazoline-5-one catalysed by silica supported perchloric acid nanoparticles (HClO4-sio2 nanoparticles) in solvent H2O under reflux provided a

Synthesis and in vitro antimicrobial, antioxidant, and antiproliferative activities of some new pyrano[2,3-c]pyrazoles containing 1,2-azaphospholes, 1,3,2-diazaphosphinines and phosphonate moieties

New 1,2-azaphosphole, 1,3,2-diazaphosphinine, and phosphonate derivatives containing pyrano[2,3-c]pyrazole moiety were achieved. The synthetic pathways depended on the reaction of 6-amino-3-methyl-1,4-diphenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile with some phosphorus reagents such as diethyl phosphite, phosphorus sulfides, and phenyl phosphorus halides under different conditions. Compounds 6 and 7 recorded potent antibacterial and antifungal activities with lower toxicity, while compounds 4 and 6 displayed promising antioxidative properties. Further, compounds 4 and 9 exhibited potent cytotoxic effects against MCF-7, HepG-2, and HCT-116 cancer cells. The early apoptotic cell death was observed by the compounds in all types of the treated cells. Compounds 3, 5, 7, 10, and 14 recorded low to moderate percentages of necrosis and late apoptosis toward all treated cells.

Sugarcane Bagasse Ash-Based Silica-Supported Boric Acid (SBA-SiO2-H3BO3): A Versatile and Reusable Catalyst for the Synthesis of 1,4Dihydropyrano[2,3c]pyrazole Derivatives

Abstract: A simple, green, and efficient protocol has been developed for the synthesis of biologically active 1,4dihydropyrano[2,3c]pyrazole derivatives via one-pot four-component reaction of various substituted benzaldehydes, hydrazine hydrate or phenylh