524-15-2

Basic information

• Product Name: gamma-fagarine
• Synonyms: gamma-fagarine;8-Methoxydictamnine;gamma-Fagarine (Aegelenine, Haplophine, 8-Methoxydictamnine);FAGARIN (Gamma-)
• CAS NO: 524-15-2
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.234
• Product Categories: Alkaloids
• Mol File: 524-15-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 142°
• Boiling Point: 371.13°C (rough estimate)
• Flash Point: 184.2°C
• Appearance: /
• Density: 1.2084 (rough estimate)
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: 6.55±0.40(Predicted)
• CAS DataBase Reference: gamma-fagarine(CAS DataBase Reference)
• NIST Chemistry Reference: gamma-fagarine(524-15-2)
• EPA Substance Registry System: gamma-fagarine(524-15-2)

Safety Data

• Hazardous Substances Data: 524-15-2(Hazardous Substances Data)

Usage

Description

Gamma-fagarine is a natural compound derived from the Fagara plant, which belongs to the Rutaceae family. It is known for its various biological activities, including anti-inflammatory and anti-HIV-1 properties. gamma-fagarine has gained attention in the scientific community due to its potential therapeutic applications.

Uses

Used in Pharmaceutical Applications:
Gamma-fagarine is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate pain. Its anti-inflammatory constituents make it a promising candidate for the development of new drugs to treat various inflammatory conditions.
Used in Antiviral Applications:
Gamma-fagarine is used as an anti-HIV-1 agent for its potential to inhibit the replication of the Human Immunodeficiency Virus (HIV-1). gamma-fagarine can be synthesized and evaluated for its effectiveness in preventing the progression of HIV-1 infection, offering a new avenue for the development of antiretroviral therapies.

InChI:InChI=1/C13H11NO3/c1-15-10-5-3-4-8-11(10)14-13-9(6-7-17-13)12(8)16-2/h3-7H,1-2H3

Upstream product

• 117409-80-0 4-chloro-8-methoxy-furo[2,3-b]quinoline 
• 132129-89-6 3-chloro-4,8-dimethoxy-furo[2,3-b]quinoline 
• 827303-67-3 (2,4,8-trimethoxy-quinolin-3-yl)-acetaldehyde 
• 827303-70-8 2,4,8-trimethoxy-3-oxiranyl-quinoline 
• 186581-53-3 diazomethane 
• 2255-50-7 robustine 
• 865878-25-7 dictamnine 7,8-oxide 
• 865878-14-4 (7S,8R)-4-methoxy-7,8-dihydrofuro[2,3-b]quinoline-7,8-diol 
• 865878-22-4 (7S,8R)-4-methoxy-5,6,7,8-tetrahydrofuro[2,3-b]quinoline-7,8-diol 
• 865878-23-5 (7S,8S)-8-bromo-4-methoxy-5,6,7,8-tetrahydrofuro[2,3-b]quinolin-7-yl acetate 
• 865878-24-6 Acetic acid (7S,8S)-5,8-dibromo-4-methoxy-5,6,7,8-tetrahydro-furo[2,3-b]quinolin-7-yl ester 
• 55934-30-0 2,4,8-trimethoxy-quinoline-3-carbaldehyde 
• 20387-71-7 2,4,8-trimethoxyquinoline 
• 90-04-0 2-methoxy-phenylamine 

Relevant articles and documents

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cis-dihydrodiol, arene oxide and phenol metabolites of dictamnine: Key intermediates in the biodegradation and biosynthesis of furoquinoline alkaloids

Biotransformation of the parent furoquinoline alkaloid dictamnine and its 4-chlorofuroquinoline precursor, using the B8/ 36 bacterial mutant strain of Sphingomonas yanoikuyae, yielded, via biphenyl dioxygenase-catalysed dihydroxylation, the first isolable alkaloid cis-dihydrodiol metabolites; these metabolites were used in the chemoenzymatic synthesis of postulated arene oxide and phenol intermediates, and a range of derived furoquinoline alkaloids. The Royal Society of Chemistry 2005.