80554-58-1

Basic information

• Product Name: schinifoline
• Synonyms: schinifoline;1-Methyl-2-heptyl-4(1H)-quiline;1-Methyl-2-heptyl-4(1H)-quinolinone;2-Heptyl-1-methyl-4(1H)-quinolinone;2-Heptyl-1-Methylquinolin-4(1H)-one;Blue and white pepper oleoresin;Water soluble oleoresin
• CAS NO: 80554-58-1
• Molecular Formula: C17H23NO
• Molecular Weight: 257.37062
• Product Categories: Alkaloids
• Mol File: 80554-58-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 82-83 °C
• Boiling Point: 362.6 °C at 760 mmHg
• Flash Point: 124 °C
• Appearance: /
• Density: 1.008 g/cm³
• Vapor Pressure: 1.91E-05mmHg at 25°C
• Refractive Index: 1.53
• PKA: 2.59±0.70(Predicted)
• CAS DataBase Reference: schinifoline(CAS DataBase Reference)
• NIST Chemistry Reference: schinifoline(80554-58-1)
• EPA Substance Registry System: schinifoline(80554-58-1)

Safety Data

• Hazardous Substances Data: 80554-58-1(Hazardous Substances Data)

Usage

General Description

Schinifoline is a natural alkaloid compound found in the leaves and stems of the plant Schindleria brevipinguis, which is native to China and Vietnam. It has been isolated and studied for its potential pharmacological properties, including antitumor, anti-inflammatory, and antioxidant activities. Schinifoline has been shown to inhibit the growth of several cancer cell lines and has potential as a drug candidate for the treatment of cancer. Additionally, it has exhibited anti-inflammatory effects by inhibiting the release of inflammatory mediators and suppressing the activation of inflammatory pathways. Its antioxidant properties are also of interest for potential therapeutic applications. Further research is needed to fully understand the potential of schinifoline for drug development and medical use.

InChI:InChI=1/C17H23NO/c1-3-4-5-6-7-10-14-13-17(19)15-11-8-9-12-16(15)18(14)2/h8-9,11-13H,3-7,10H2,1-2H3

Upstream product

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• 66696-81-9 5-(1-hydroxyoctylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 40522-46-1 2-heptyl-quinolin-4(1H)-one 
• 77-78-1 dimethyl sulfate 
• 62-53-3 aniline 
• 67342-98-7 2-acetyl-3-oxo-decanoic acid ethyl ester 
• 13195-66-9 ethyl 3-oxodecanoate 
• 74-88-4 methyl iodide 
• 13283-92-6 β-ketodecanoic acid 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 111-64-8 n-octanoic acid chloride 

Relevant articles and documents

Synthesis and biological activity of methylated derivatives of the Pseudomonas metabolites HHQ, HQNO and PQS

Selectively methylated analogues of naturally occurring 2-heptyl-4(1H)-quinolones, which are alkaloids common within the Rutaceae family and moreover are associated with quorum sensing and virulence of the human pathogen Pseudomonas aeruginosa, have been prepared. While the synthesis by direct methylation was successful for 3-unsubstituted 2-heptyl-4(1H)-quinolones, methylated derivatives of the Pseudomonas quinolone signal (PQS) were synthesized from 3-iodinated quinolones by methylation and iodine–metal exchange/oxidation. The two N- and O-methylated derivatives of the PQS showed strong quorum sensing activity comparable to that of PQS itself. Staphylococcus aureus, another pathogenic bacterium often co-occurring with P. aeruginosa especially in the lung of cystic fibrosis patients, was inhibited in planktonic growth and cellular respiration by the 4-O-methylated derivatives of HQNO and HHQ, respectively.

Synthesis of some 2-alkyl-4-quinolone and 2-alkyl-4-methoxyquinoline alkaloids

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