7597-09-3

Basic information

• Product Name: N~1~,N~1~-diethyl-N~4~-(7-methoxyquinolin-4-yl)pentane-1,4-diamine
• Synonyms: 1,4-pentanediamine, N~1~,N~1~-diethyl-N~4~-(7-methoxy-4-quinolinyl)-
• CAS NO: 7597-09-3
• Molecular Formula: C₁₉H₂₉N₃O
• Molecular Weight: 315.4531
• Mol File: 7597-09-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 466.8°C at 760 mmHg
• Flash Point: 236.1°C
• Density: 1.051g/cm³
• Vapor Pressure: 6.85E-09mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: N~1~,N~1~-diethyl-N~4~-(7-methoxyquinolin-4-yl)pentane-1,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N~1~,N~1~-diethyl-N~4~-(7-methoxyquinolin-4-yl)pentane-1,4-diamine(7597-09-3)
• EPA Substance Registry System: N~1~,N~1~-diethyl-N~4~-(7-methoxyquinolin-4-yl)pentane-1,4-diamine(7597-09-3)

Safety Data

• Hazardous Substances Data: 7597-09-3(Hazardous Substances Data)

Upstream product

• 82121-05-9 4-hydroxy-7-methoxyquinoline 

Relevant articles and documents

Structure-activity relationships for antiplasmodial activity among 7- substituted 4-aminoquinolines

Aminoquinolines (AQs) with diaminoalkane side chains (-HNRNEt2) shorter or longer than the isopentyl side chain [-HNCHMe(CH2)3NEt2] of chloroquine are active against both chloroquine-susceptible and -resistant Plasmodium falciparum. (De, D.; et al. Am. J. Trop. Med. Hyg. 1996, 55, 579-583). In the studies reported here, we examined structure-activity relationships (SARs) among AQs with different N,N-diethyldiaminoalkane side chains and different substituents at the 7-position occupied by Cl in chloroquine. 7-Iodo- and 7- bromo-AQs with diaminoalkane side chains [-HN(CH2)2NEt2, -HN(CH2)3NEt2, or -HNCHMeCH2NEt2] were as active as the corresponding 7-chloro-AQs against both chloroquine-susceptible and -resistant P. falciparum (IC50s of 3-12 nM). In contrast, with one exception, 7-fluoro-AQs and 7-trifluoromethyl-AQs were less active against chloroquine-susceptible P. falciparum (IC50s of 15-50 nM) and substantially less active against chloroquine-resistant P. falciparum (IC50s of 18-500 nM). Furthermore, most 7-OMe-AQs were inactive against both chloroquine-susceptible (IC50s of 17-150 nM) and -resistant P. falciparum (IC50s of 90-3000 nM).