113698-22-9

Basic information

• Product Name: 3-methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione
• Synonyms: 1H-indolo[3,2-c]quinoline-1,4(11H)-dione, 3-methoxy-6-methyl-; 3-Methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione
• CAS NO: 113698-22-9
• Molecular Formula: C₁₇H₁₂N₂O₃
• Molecular Weight: 292.2888
• Mol File: 113698-22-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 602.6°C at 760 mmHg
• Flash Point: 318.2°C
• Density: 1.44g/cm³
• Vapor Pressure: 1.78E-14mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: 3-methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione(113698-22-9)
• EPA Substance Registry System: 3-methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione(113698-22-9)

Safety Data

• Hazardous Substances Data: 113698-22-9(Hazardous Substances Data)

Usage

Properties

1. Chemical Name: 3-methoxy-6-methyl-1H-indolo[3,2-c]quinoline-1,4(11H)-dione
2. Molecular Formula: C18H13NO3
3. Alias: Tryptanthrin
4. Structure: Derivative of the indoloquinoline structure
5. Pharmacological Activities:
Anti-inflammatory
Antimicrobial
Anticancer
6. Enzyme Inhibition: Exhibits inhibitory effects on certain enzymes.
7. Potential Medical Applications:
Treatment of inflammatory and immune-related diseases
Development of pharmaceuticals for various therapeutic applications
8. Antioxidant Properties: Exhibits antioxidant properties.

Specific Content

1. Chemical Formula: C18H13NO3
2. Derivative Structure: Derived from the indoloquinoline structure
3. Alias: Also known as Tryptanthrin
4. Pharmacological Activities:
Anti-inflammatory: Reduces inflammation in the body.
Antimicrobial: Fights against microbial infections.
Anticancer: Shows potential in inhibiting cancer cell growth.
5. Enzyme Inhibition: Can inhibit specific enzymes, potentially affecting biochemical pathways.
6. Medical Applications:
Inflammatory and Immune-related Diseases: Could be used in treating conditions related to inflammation and immune dysfunction.
Pharmaceutical Development: Provides a basis for the development of new drugs for various therapeutic uses.
7. Antioxidant Properties: Helps in neutralizing harmful free radicals in the body, potentially reducing oxidative stress-related damage.

Upstream product

• 113698-15-0 3-methoxy-6-methyl-11H-indolo<3,2-c>quinoline-4-amine 

Downstream Products

• 113698-23-0 3-(1-aziridinyl)-6-methyl-11H-indolo<3,2-c>quinoline-1,4-dione 

Relevant articles and documents

Heterocyclic quinones VIII. Synthesis and anti-neoplastic evaluation of 7-substituted-1H-pyrroloquinoline-6,9-diones and 3-substituted-11H-indoloquinoline-1,4-diones

7-Methoxy-2,3,4-trimethyl-1H-pyrroloquinoline-6,9-dione 13 and 3-methoxy-6-methyl-11H-indoloquinoline-1,4-diones 15 and 19 were obtained by oxidation of quinolinamines 9, 11 and 12 with Fremy's salt.The synthesis method of amines 9 and 11 consists of creating the pyrrole or indole nucleus according to Fischer's indolic reaction applied to hydrazones 8 and 10.Aromatization of 11 yielded quinolinamine 12.The nucleophilic substitution of methoxy by aziridine leads to quinones 14, 16 and 20.These quinones are highly cytotoxic for L1210 cells, but no activity could be established for the P388 lymphocytic leukemia in vivo.Keywords: anti-tumor agents / cytotoxicity / Fischer indolic reaction / Fremy's salt / heterocyclic quinones / 11H-indoloquinoline-1,4-diones / 1H-pyrroloquinoline-6,9-diones / P388 lymphocytic leukemia