1593735-41-1

Basic information

• Product Name: N-(2,4-dimethoxyphenyl)-11H-indolo[3,2-c]quinolin-6-amine
• Synonyms: N-(2,4-dimethoxyphenyl)-11H-indolo[3,2-c]quinolin-6-amine
• CAS NO: 1593735-41-1
• Molecular Weight: 369.423
• Mol File: 1593735-41-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(2,4-dimethoxyphenyl)-11H-indolo[3,2-c]quinolin-6-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-dimethoxyphenyl)-11H-indolo[3,2-c]quinolin-6-amine(1593735-41-1)
• EPA Substance Registry System: N-(2,4-dimethoxyphenyl)-11H-indolo[3,2-c]quinolin-6-amine(1593735-41-1)

Safety Data

• Hazardous Substances Data: 1593735-41-1(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 4403-69-4 2-amino-1-benzylamine 
• 2735-04-8 2,4-Dimethoxyaniline 
• 108832-13-9 6-Chlor-11H-indolo<3,2-c>chinolin 
• 18735-98-3 5,11-dihydro-indolo[3,2-c]quinolin-6-one 

Relevant articles and documents

INDOLO[3, 2-C]QUINOLINE DERIVATIVE, METHOD FOR PRODUCING THE DERIVATIVE, AND ANTIMALARIAL AGENT AND ANTICANCER AGENT COMPRISING THE DERIVATIVE

PROBLEM TO BE SOLVED: To provide an antimalarial agent having high antimalarial activity (especially, effective even against chloroquine-resistant malaria parasites) and high safety, and an anticancer agent having high antitumor activity and low toxicity for non-tumor cells. SOLUTION: Provided are an antimalarial agent and an anticancer agent comprising an indolo [3,2-c] quinoline derivative (A) represented by the following formula (A) or a pharmaceutically acceptable salt thereof as an active ingredient. In the formula (A), R1 represents a prescribed substituent such as a halogen atom or the like; R2 represents a prescribed substituent such as an aminoalkylamino group or the like; R3 represents an alkyl group; R4 represents a prescribed substituent such as a halogen atom or the like; n represents an integer of 1 to 4; and m represents an integer of 0 to 4. COPYRIGHT: (C)2015,JPO&INPIT

Synthesis and in vitro cytotoxic effect of 6-amino-substituted 11H- and 11Me-indolo[3,2-c]quinolines

A series of 6-amino-11H- indolo[3,2-c]quinoline derivatives with various substituents on the quinoline ring were synthesized. A methyl group introduced to N-11 of the intermediate 4 to elaborate novel analog 7. The cytotoxic effect of these 6-amino-substituted 11H- and 11-methyl-indolo[3,2-c]quinoline derivatives in vitro were tested against MV4-11 (human leukemia), A549 (non-small cell lung cancer) and HCT116 (colon cancer) and BALB/3T3 (normal murine fibroblasts). All the N-11 methylated compounds significantly increased the cytotoxicity. Compound 7p was most active with the IC50 value of 0.052 μM against the MV4-11 cell line, and also exhibited a selective activity against A549, HCT116 and BALB/3T3 cell line, with the respective IC50 values of 0.112, 0.007 and 0.083 μM, which were higher or comparable to those of the anticancer drug doxorubicin HCl. The binding constants of 5g and 7h to salmon fish sperm DNA were also evaluated using UV-vis absorption spectroscopy, indicating intercalation binding with constants of 1.05 × 106 L/mol and 4.84 × 106 L/mol.