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Merck

325325

Sigma-Aldrich

9-Methylcarbazole

99%

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About This Item

Fórmula empírica (notación de Hill):
C13H11N
Número de CAS:
Peso molecular:
181.23
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:

Ensayo

99%

mp

90-92 °C (lit.)

cadena SMILES

Cn1c2ccccc2c3ccccc13

InChI

1S/C13H11N/c1-14-12-8-4-2-6-10(12)11-7-3-5-9-13(11)14/h2-9H,1H3

Clave InChI

SDFLTYHTFPTIGX-UHFFFAOYSA-N

Descripción general

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.

Aplicación

9-Methylcarbazole was used in facile synthesis of an organic electric conducting nanowire.

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1

Código de clase de almacenamiento

13 - Non Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Mireia Marin et al.
Organic letters, 14(7), 1788-1791 (2012-03-16)
Photocyclization of N-methyldiphenylamine to N-methylcarbazole is achieved within the microenvironment provided by site I of serum albumins. Quantum yield determinations, combined with transient absorption spectroscopic detection of the dihydrocarbazole intermediate, demonstrate that protein encapsulation provides a subtle control of the
W Yang et al.
Toxicology letters, 60(3), 307-314 (1992-05-01)
The formation of N-hydroxymethylcarbazole (NHMC), carbazole, 1-hydroxy-N-methylcarbazole, 2-hydroxy-N-methylcarbazole, and 3-hydroxy-N-methylcarbazole as products of mammalian liver microsomal metabolism of N-methylcarbazole (NMC) has been documented by several investigators. In previous studies in our laboratory, the fungus Cunninghamella echinulata (ATCC 9244) produced two
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
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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