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About This Item
Empirical Formula (Hill Notation):
C13H11N
CAS Number:
Molecular Weight:
181.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
assay
99%
mp
90-92 °C (lit.)
SMILES string
Cn1c2ccccc2c3ccccc13
InChI
1S/C13H11N/c1-14-12-8-4-2-6-10(12)11-7-3-5-9-13(11)14/h2-9H,1H3
InChI key
SDFLTYHTFPTIGX-UHFFFAOYSA-N
General description
9-Methylcarbazole is a nitrogen-containing polycyclic aromatic hydrocarbon. Claisen-Schmidt condensation of 3-formyl-9-methylcarbazole with various amides of 3-aminoacetophenone yields N-{3-[3-(9-methyl-9H-carbazol-3-yl)-acryloyl]-phenyl}-benzamide/amide derivatives.
Application
9-Methylcarbazole was used in facile synthesis of an organic electric conducting nanowire.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1
Storage Class
13 - Non Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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W Yang et al.
Xenobiotica; the fate of foreign compounds in biological systems, 23(9), 973-982 (1993-09-01)
1. As previously reported (Yang and Davis 1992), N-methylcarbazole (NMC) is converted to N-hydroxymethylcarbazole (NHMC), and 3-hydroxy-N-hydroxymethylcarbazole (3-OH-NHMC), two relatively stable carbinolamine metabolites by the fungus Cunninghamella echinulata (ATCC 9244). Decomposition of these two carbinolamines yields the corresponding dealkylated metabolites
G L Kedderis et al.
Molecular pharmacology, 23(3), 758-760 (1983-05-01)
The source of the oxygen atom in the product of the cytochrome P-450-catalyzed N-demethylation of N-methylcarbazole was determined by mass spectral analysis of the carbinolamine precursor of formaldehyde formed during incubation in oxygen 18-enriched medium. Initial experiments demonstrated that N-(hydroxymethyl)carbazole
T Shen et al.
Chemical research in toxicology, 7(2), 231-238 (1994-03-01)
The oxidation rate of NADPH is markedly stimulated during the mechanism-based inactivation of cytochrome P450 2B1 by N-methylcarbazole (NMC) in a reconstituted system consisting of NADPH-cytochrome P450 reductase, cytochrome P450 and phospholipid. The stimulation of NADPH oxidation in this system
B O Ibe et al.
Experimental lung research, 20(3), 207-222 (1994-05-01)
N-methylcarbazole (NMC) is a procarcinogenic component of tobacco smoke particulate matter. It is metabolized by liver microsomes into some hydroxylated metabolites such as the potent mutagen N-hydroxymethylcarbazole (NHMC). Lung metabolism and toxicity of NMC is not known. Since the lung
W Yang et al.
Toxicology, 68(3), 217-226 (1991-01-01)
N-Methycarbazole (NMC), a carcinogen and mutagen in tobacco smoke, was converted to two major metabolites by primary cultured rat hepatocytes as measured by high performance liquid chromatography (HPLC): N-hydroxymethylcarbazole (NHMC) and carbazole. These two metabolites had comparable retention times and
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