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C5132

Sigma-Aldrich

Carbazole

≥95% purity (GC), powder

Synonym(s):

Dibenzopyrrole; Diphenylenimine

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About This Item

Empirical Formula (Hill Notation):
C12H9N
CAS Number:
86-74-8
Molecular Weight:
167.21
Beilstein/REAXYS Number:
3956
EC Number:
201-696-0
MDL number:
MFCD00004960
UNSPSC Code:
12171500
PubChem Substance ID:
24892756
NACRES:
NA.47

product name

Carbazole, ≥95% (GC)

vapor pressure

400 mmHg ( 323 °C)

assay

≥95% (GC)

form

powder

color

white to tan

bp

355 °C (lit.)

mp

243-246 °C (lit.)

solubility

acetone: 50 mg/mL

density

1.1 g/cm3 at 18 °C

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

c1ccc2c(c1)[nH]c3ccccc23

InChI

1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H

InChI key

UJOBWOGCFQCDNV-UHFFFAOYSA-N

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General description

Carbazole is an aromatic heterocyclic organic molecule.

Application

Carbazole has been used in the uronic acid assay.

Biochem/physiol Actions

Carbazole mainly interacts with DNA and damages it. These events suppress the synthesis of new DNA or RNA. Carbazole derivatives are involved in antimicrobial, antitumor, antiepileptic, antihistaminic, antioxidant, anti-inflammatory, antidiarrhoeal, analgesic, neuroprotective, and pancreatic lipase suppression activities.

Quality

May contain dark particles.

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Aquatic Chronic 4 - Carc. 2 - Muta. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

428.0 °F - closed cup

flash_point_c

220.0 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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CARBAZOLE DERIVATIVES IN CANCER TREATMENT-A REVIEW.
Kanneti Naga M, et al.
World Journal of Pharmacy and Pharmaceutical Sciences (2015)
A complete set of hyaluronan fragments obtained from hydrolysis catalyzed by hyaluronidase: Application to studies of hyaluronan mass distribution by simple HPLC devices.
Tranchepain F, et al.
Analytical Biochemistry, 348, 232-242 (2006)
Jong-Kwan Bin et al.
Advanced materials (Deerfield Beach, Fla.), 24(21), 2911-2915 (2012-05-03)
A new carbazole derivative with two carbazole moieties on the C3 and C6 positions of carbazole and triphenylsilane directly linked to the N of carbazole is successfully used as a highly efficient blue phosphorescent host in an organic light-emitting diode
Shen H Tan et al.
Organic letters, 14(22), 5621-5623 (2012-10-31)
The racemic modification of the Aspidosperma alkaloid limaspermidine (1) has been prepared in ten steps including one involving a Raney-cobalt-mediated tandem reductive cyclization of nitrile 8 to give the tetracyclic system 9b. Compound (±)-1 has been converted over two steps
Yuji Ashikawa et al.
BMC structural biology, 12, 15-15 (2012-06-26)
Dihydroxylation of tandemly linked aromatic carbons in a cis-configuration, catalyzed by multicomponent oxygenase systems known as Rieske nonheme iron oxygenase systems (ROs), often constitute the initial step of aerobic degradation pathways for various aromatic compounds. Because such RO reactions inherently
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