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Documenti fondamentali

325325

Sigma-Aldrich

9-Methylcarbazole

99%

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About This Item

Formula empirica (notazione di Hill):
C13H11N
Numero CAS:
Peso molecolare:
181.23
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
Prezzi e disponibilità al momento non sono disponibili

Saggio

99%

Punto di fusione

90-92 °C (lit.)

Stringa SMILE

Cn1c2ccccc2c3ccccc13

InChI

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

Descrizione generale

9-Methylcarbazole is a nitrogen-containing polycyclic aromatic hydrocarbon.[1] 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.[2]

Applicazioni

9-Methylcarbazole was used in facile synthesis of an organic electric conducting nanowire.[3]

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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
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
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
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
W Yang et al.
Drug metabolism and disposition: the biological fate of chemicals, 20(1), 38-46 (1992-01-01)
The fungal metabolism of N-methylcarbazole (NMC) was investigated during the development of microbial models of mammalian metabolism. NMC was metabolized by the fungus Cunninghamella echinulata (ATCC 9244) to generate four metabolites: carbazole, N-hydroxymethylcarbazole (NHMC), 3-hydroxycarbazole, and 3-hydroxy-NHMC. Carbazole and NHMC

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