105263-07-8

Basic information

• Product Name: 5-ACETYL-2-AMINO-4-(4-METHOXYPHENYL)-6-METHYL-4H-PYRAN-3-CARBONITRILE
• Synonyms: 5-ACETYL-2-AMINO-4-(4-METHOXYPHENYL)-6-METHYL-4H-PYRAN-3-CARBONITRILE;5-acetyl-2-amino-4-(4-methoxyphenyl)-6-methyl-4H-
• CAS NO: 105263-07-8
• Molecular Formula: C₁₆H₁₆N₂O₃
• Molecular Weight: 284.31
• Product Categories: Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pyrans
• Mol File: 105263-07-8.mol

Chemical Properties

• Melting Point: 159-163 °C(lit.)
• Boiling Point: 533.3°C at 760 mmHg
• Flash Point: 276.3°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.89E-11mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 5-ACETYL-2-AMINO-4-(4-METHOXYPHENYL)-6-METHYL-4H-PYRAN-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ACETYL-2-AMINO-4-(4-METHOXYPHENYL)-6-METHYL-4H-PYRAN-3-CARBONITRILE(105263-07-8)
• EPA Substance Registry System: 5-ACETYL-2-AMINO-4-(4-METHOXYPHENYL)-6-METHYL-4H-PYRAN-3-CARBONITRILE(105263-07-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 105263-07-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
AMPC is used as a potential antiviral and anticancer agent for its ability to inhibit certain enzymes and pathways involved in disease progression.
Used in Medicinal Chemistry Research:
AMPC is used as a subject of interest for medicinal chemists and pharmaceutical researchers for further exploration and potential development into new therapeutic agents.

InChI:InChI=1/C16H16N2O3/c1-9(19)14-10(2)21-16(18)13(8-17)15(14)11-4-6-12(20-3)7-5-11/h4-7,15H,18H2,1-3H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 105-45-3 acetoacetic acid methyl ester 
• 109-77-3 malononitrile 
• 123-54-6 acetylacetone 
• 15725-17-4 3-(4-methoxybenzylidene)-2,4-pentanedione 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 

Downstream Products

• 138565-98-7 3-Acetyl-5-amino-4-(4-methoxy-phenyl)-2-methyl-7-phenyl-4H,7H-pyrano[2,3-b]pyridine-6,6-dicarbonitrile 
• 120811-06-5 5-Amino-3-acetyl-4,7-di(p-methoxyphenyl)-2-methyl-6,7-dihydro-4H-pyrano<2,3-b>pyridine-6,6-dicarbonitrile 

Relevant articles and documents

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A clean and efficient method for the synthesis of 4H-pyran derivatives through the one-pot condensation of aromatic aldehydes, malononitriles, and β-dicarbonyl compounds, using guanidine base tetramethylguanidine in [bmim] [BF4] ionic liquid as

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Baker's yeast catalyzed one-pot three-component synthesis of polyfunctionalized 4H-pyrans

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Efficient Three-Component One-Pot Synthesis of 4H-Pyrans

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Ferric Sulfasalazine Sulfa Drug Complex Supported on Cobalt Ferrite Cellulose; Evaluation of Its Activity in MCRs

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Preparation of a superior liquid catalyst by hybridization of three solids of nanoZnO, urea, and choline chloride for Knoevenagel-based reactions

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Kinetics of the reactions of stabilized carbanions (derived from nitroethane, diethyl malonate, ethyl cyanoacetate, ethyl acetoacetate, acetyl acetone) with benzylidenemalononitriles have been determined in dimethyl sulfoxide solution at 20 °C. The second-order rate constants are employed to determine the electrophilicity parameters E of the benzylidenemalononitriles according to the correlation equation log k (20 °C) = s(E + N). Comparison with literature data shows that this equation allows the semiquantitative prediction of the reactivities of benzylidenemalononitriles toward a wide variety of nucleophiles, including carbanions, enamines, amines, water, and hydroxide.

REACTIONS OF SIX-MEMBERED HETEROCYCLIC β-ENAMINONITRILES WITH ELECTROPHILIC REAGENTS

The nitriles I reacted with acetylacetone and with ethyl acetoacetate to afford 2-amino-3-cyano-4H-pyran derivatives.They reacted further to yield pyranopyridine derivatives.The reaction of V with acetylacetone afforded the pyridinethione VIII.This afford