16101-08-9

Basic information

• Product Name: 9-methoxy-1,5-dimethyl-6H-pyrido[4,3-b]carbazole
• Synonyms: 9-methoxy-1,5-dimethyl-6H-pyrido[4,3-b]carbazole;Einecs 240-265-1
• CAS NO: 16101-08-9
• Molecular Formula: C₁₈H₁₆N₂O
• Molecular Weight: 276.33244
• EINECS: 240-265-1
• Mol File: 16101-08-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 291-293 °C
• Boiling Point: 523.4°Cat760mmHg
• Flash Point: 168.1°C
• Appearance: /
• Density: 1.256g/cm³
• Vapor Pressure: 1.59E-10mmHg at 25°C
• Refractive Index: 1.739
• PKA: 16.23±0.40(Predicted)
• CAS DataBase Reference: 9-methoxy-1,5-dimethyl-6H-pyrido[4,3-b]carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-methoxy-1,5-dimethyl-6H-pyrido[4,3-b]carbazole(16101-08-9)
• EPA Substance Registry System: 9-methoxy-1,5-dimethyl-6H-pyrido[4,3-b]carbazole(16101-08-9)

Safety Data

• Hazardous Substances Data: 16101-08-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 708, 1985 DOI: 10.1021/jm00383a004

InChI:InChI=1/C18H16N2O/c1-10-13-6-7-19-11(2)14(13)9-16-15-8-12(21-3)4-5-17(15)20-18(10)16/h4-9,20H,1-3H3

Upstream product

• 95835-26-0 dimethyl-1,5 dihydro-3,4 methoxy-9-6H-pyrido<4,3-b>carbazole 
• 95589-87-0 9-methoxyguatambuine 
• 93841-60-2 2-<2-(acetylmethylamino)ethyl>-6-methoxy-1-methyl-9H-carbazole 
• 94200-72-3 4,6-dihydro-9-methoxy-1,2,5-trimethyl-3H-pyrido[4,3-b]carbazolium chloride 
• 79853-92-2 2-<2-(methylamino)ethyl>-6-methoxy-1-methyl-9H-carbazole 
• 72237-80-0 6-methoxy-1-methyl-carbazole-2-carbaldehyde 
• 95835-25-9 2-(6-methoxy-1-methyl-9H-carbazol-2-yl)ethylamine 
• 95835-24-8 methyl-1 β-acetamido-ethyl-2 methoxy-6 carbazole 
• 95835-23-7 methyl-1 β-nitroethyl-2 methoxy-6 carbazole 
• 95835-22-6 methyl-1 trans-β-nitrovinyl-2 methoxy-6 carbazole 
• 56724-03-9 3-methoxy-2-methyl-benzaldehyde 
• 1165923-81-8 2-(3-methoxy-2-methylphenyl)ethanamine 

Downstream Products

• 70173-18-1 9-hydroxyolivacine 

Relevant articles and documents

Synthesis and activity against mycobacterium tuberculosis of olivacine and oxygenated derivatives

The tetracyclic pyrido[4,3-b]carbazole olivacine and four of its oxygenated derivatives have been synthesized by a late-stage palladium-catalyzed Heck-type cyclization of the pyrrole ring as a key step. In a test for the inhibition of the growth of Mycobacterium tuberculosis, 9-methoxyolivacine showed the most significant inhibitory activity against Mycobacterium tuberculosis, with an MIC90 value of 1.5 μM.

Synthesis and biological activity of N-(N,N-dialkylaminoalkyl)-1-aminomethyl-5-methyl-9-methoxy (6H) pyrido-[4,3-b] carbazoles (ellipticines)

9-methoxy olivacine, which was obtained by a 6-step synthesis starting from 1-methyl 2-formyl 6-methoxy carbazole, undergoes 1-methyl oxidation by selenic anhydride, giving 1-formyl 5-methyl 9-methoxy (6H0 pyrido [4,3-b] carbazole. Reductive amination by amine plus sodium borohydride then leads to 1-aminomethyl N(dialkylaminoalkyl) substituted 5-methyl 9-methoxy (6H) pyrido [4,3-b] carbazoles. These new aminomethyl substituted olivacine derivatives exhibit some cytotoxic properties but weak antitumoral activity.