40107-15-1

Basic information

• Product Name: 4,7-Quinolinediamine(9CI)
• Synonyms: 4,7-Quinolinediamine(9CI)
• CAS NO: 40107-15-1
• Molecular Formula: C9H9N3
• Molecular Weight: 0
• Product Categories: PYRIDINE;VARIOUSAMINE
• Mol File: 40107-15-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,7-Quinolinediamine(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-Quinolinediamine(9CI)(40107-15-1)
• EPA Substance Registry System: 4,7-Quinolinediamine(9CI)(40107-15-1)

Safety Data

• Hazardous Substances Data: 40107-15-1(Hazardous Substances Data)

Upstream product

• 40107-14-0 4-amino-7-nitroquinoline 
• 25063-48-3 2,2-dimethyl-5-((3-nitrophenylamino)methylene)-1,3-dioxane-4,6-dione 
• 40107-12-8 C₁₀H₅N₂O₅^(1-)*Ag⁽¹⁺⁾ 
• 18436-76-5 4-chloro-7-nitroquinoline 
• 6270-14-0 4-hydroxy-7-nitroquinoline 
• 40107-11-7 4-hydroxy-7-nitroquinoline-3-carboxylic acid 
• 7248-88-6 7-nitro-4-hydroxy-quinoline-3-carboxylic acid ethylester 
• 40107-10-6 ethyl α-ethoxycarbonyl-β-(m-nitroanilino)acrylate 
• 99-09-2 3-nitro-aniline 

Relevant articles and documents

Structure-activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods

In order to probe structure-activity relationships of association with ferriprotoporphyrin IX (log K) and inhibition of β-hematin formation, a series of 4-aminoquinolines with varying substituents at the 7-position (X) have been synthesized. These have been further elaborated by introduction of two different R groups on the 4-amino nitrogen atom in the form of methyl (R = Me) and ethylamine (R = EtNH2) side chains. Data for a previously investigated series containing an N,N-diethyl-ethylamine side chain were also compared with the findings of this study. Experimentally, log K values for the simple 4-aminoquinoline series (R = H) were found to correlate with the hydrophobicity constant (π) of the group X. The log K values for the series with R = Me and EtNH2 were found to correlate with those of the series with R = H. The log of the 50% β-hematin inhibitory activity (log BHIA50) was found to correlate with log K and either meta (σm) or para (σp) Hammett constants for the series with R = Me and EtNH2, but not the simple series with R = H. To further improve predictability, correlations with ab initio electrostatic parameters, namely Mulliken and CHelpG charges were investigated. The best correlations were found with CHelpG charges which indicated that log K values can be predicted from the charges on atom H-8 and the group X in the quinolinium species computed in vacuum, while log BHIA50 values can be predicted from the CHelpG charges on C-7, C-8 and N-1 for the neutral species in vacuum. These correlations indicate that association and inhibition of β-hematin formation are separately determined. They also suggest that electron withdrawing groups at the 7-position, but not necessarily hydrophobic groups are required for hemozoin inhibition. The upshot is that the correlations imply that considerably more hydrophilic hemozoin inhibitors are feasible.