129117-54-0

Basic information

• Product Name: 6-methoxy-1,4-dimethyl-9H-carbazol-3-amine
• Synonyms: 6-Methoxy-1,4-dimethyl-9H-carbazol-3-amine; 9H-carbazol-3-amine, 6-methoxy-1,4-dimethyl-
• CAS NO: 129117-54-0
• Molecular Formula: C₁₅H₁₆N₂O
• Molecular Weight: 240.3003
• Mol File: 129117-54-0.mol

Chemical Properties

• Boiling Point: 479.8°C at 760 mmHg
• Flash Point: 244°C
• Density: 1.233g/cm³
• Vapor Pressure: 2.29E-09mmHg at 25°C
• Refractive Index: 1.719
• CAS DataBase Reference: 6-methoxy-1,4-dimethyl-9H-carbazol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methoxy-1,4-dimethyl-9H-carbazol-3-amine(129117-54-0)
• EPA Substance Registry System: 6-methoxy-1,4-dimethyl-9H-carbazol-3-amine(129117-54-0)

Safety Data

• Hazardous Substances Data: 129117-54-0(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 130005-62-8 3-amino-1,4-dimethyl-6-hydroxy-9H-carbazole 
• 129117-60-8 3-(1,4-dimethyl-6-methoxy-9H-carbazolyl)carboxylic acid 
• 129117-59-5 1,4-dimethyl-6-methoxy-3-nitro-9H-carbazole 
• 13482-23-0 4-methoxycyclohexanone 
• 145655-66-9 6-Methoxy-1,4-dimethyl-3-nitro-5,6,7,8-tetrahydrocarbazole 
• 18028-57-4 6-methoxy-1,4-dimethyl-9H-carbazole 
• 136950-67-9 1-(6-Methoxy-1,4-dimethyl-9H-carbazol-3-yl)-ethanone 
• 72917-35-2 1,4-dimethyl-6-hydroxy-3-nitro-9H-carbazole 
• 129117-55-1 1,4-dimethyl-6-ethoxy-carbonyloxy-9H-carbazole 
• 129117-56-2 1,4-dimethyl-6-ethoxycarbonyloxy-3-nitro-9H-carbazole 
• 18073-15-9 6-methoxy-1,4-dimethyl-9-H-carbazole-3-carbaldehyde 
• 69902-43-8 1,4-dimethyl-6-hydroxy-9H-carbazole 

Downstream Products

• 130005-62-8 3-amino-1,4-dimethyl-6-hydroxy-9H-carbazole 

Relevant articles and documents

Isomeric Ellipticines. Part 1. Synthesis of two Linear Isomers of the Antitumour Alkaloid Ellipticine

Two linear isomers of the parent 5,11-dimethyl-6H-pyridocarbazole ellipticine 1a, belonging to the 6H- and 10H-pyridocarbazoles series and their methoxylated derivatives, have been synthesized by three different methods using the Skraup reaction and the Fischer-Borsche cyclization.One of these (method A) afforded an angular monomethyl-7H-pyridocarbazol 9 instead of the expected linear 6H-isomer 8a on cyclisation of 5,8-dimethyl-6-hydrazinoquinoline 21 with cyclohexanone via the Fischer-Borsche indol synthesis.The two other methods (B and C) afforded the desired linear isomers 7 and 8 when the Skraup reaction was performed with aminocarbazoles 26 or with tetrahydroaminocarbazoles 17 and 27 respectively, followed by aromatization of the A ring.Oxidized species were isolated after the aromatization step in method C and were tentatively assigned structures 30-33.

EFFICIENT SYNTHESIS OF 6-SUBSTITUTED 3-NITRO- AND -3-AMINO-1,4-DIMETHYLCARBAZOLES

The acylation of 1,4-dimethylcarbazole, 1, by an acid chloride or acetic anhydride according to the Friedel-Crafts reaction led to diacylcarbazoles 4, 6, 8, 10, 11 or to monoacylcarbazoles 5, 7, 9, 12, 13 and 14.The 3-acetyl-6-methoxy-6-nitrocarbazoles co

Etude de la cytotoxicite in vitro de derives du carbazole III. 3-Amino et 3-nitro-1,4-dimethyl-9H-carbazoles diversement substitutes en position 6

The synthesis of a series of nitro and amino-1,4-dimethyl-9H-carbazoles is described.The cytotoxic activities, as assayed in vitro using clonogenic cell culture of murine leukemia L1210, vary greatly with the nature and position of substituents.The most cytotoxic derivatives, 3-amino-6-hydroxy 1,4-dimethyl-9H-carbazole, displays an activity similar to that of N2-methyl-9-hydroxy ellipticinium acetate (NMHE).These results, together with those previously published by us, allow a detailed analysis of structure-activity relationships in the 9H-carbazole and1,4-dimethyl-9H-carbazole series.For the 3-amino-1,4-dimethyl 9H-carbazole derivatives, a mechanism of action similar to that of ellipticine derivatives is proposed.

A SIMPLE ROUTE TO 3-AMINO-1,4-DIMETHYL-6-HYDROXY- (OR METHOXY-)CARBAZOLES

A convenient synthesis of 3-amino-1,4-dimethyl-6-hydroxy- (or methoxy-)carbazoles was described starting from 1,4-dimethyl-6-hydroxycarbazole.Structures were confirmed by unequivocal synthesis.