55010
2-Hydroxycarbazole
purum, ≥95.0% (HPLC)
Synonym(s):
2-Carbazolol
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About This Item
Empirical Formula (Hill Notation):
C12H9NO
CAS Number:
Molecular Weight:
183.21
EC Number:
201-699-7
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
135859
MDL number:
grade
purum
assay
≥95.0% (HPLC)
mp
270-273 °C
SMILES string
Oc1ccc2c(c1)[nH]c3ccccc23
InChI
1S/C12H9NO/c14-8-5-6-10-9-3-1-2-4-11(9)13-12(10)7-8/h1-7,13-14H
InChI key
GWPGDZPXOZATKL-UHFFFAOYSA-N
General description
2-Hydroxycarbazole (HC) is a hydroxylated nitrogen heterocycle commonly found in coal liquid. It can be prepared by the hydrolysis of 9-ethoxycarbonyl-2-hydroxycarbazole. HC has the ability to behave as a proton donor and proton acceptor.
Application
2-Hydroxycarbazole may be used in the preparation of the following pyrido[3,2,1-jk]carbazol-6-one systems:
- 3,4-dihydroxy-5-methyl-6H-pyrido[3,2,1-jk]carbazol-6-one
- 3,4-dihydroxy-5-phenyl-6H-pyrido[3,2,1- jk]carbazol-6-one
- 3,4-dihydroxy-5-methyl-2-quinolin-2-yl-6H-pyrido[3,2,1- jk]carbazol-6-one
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Isolation and determination of hydroxylated nitrogen heterocycles in a coal liquid.
Nishioka M, et al.
Analytical Chemistry, 57(12), 2211-2215 (1985)
Synthesis and structure elucidation of 3, 4-dihydroxy-2-quinolin-2-ylpyrido [3, 2, 1-jk] carbazol-6-ones.
Dang HV, et al.
Journal of Heterocyclic Chemistry, 44(1), 161-165 (2007)
Study of solvent and pH dependence of the absorption and luminescence characteristics of 2-hydroxycarbazole.
Krishnamurthy M and Dogra SK.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 42(7), 793-798 (1986)
Diels-Alder reactions of 2-and 3-nitroindoles. A simple hydroxycarbazole synthesis.
Kishbaugh TLS, and Gribble GW.
Tetrahedron Letters, 42(29), 4783-4785 (2001)
J Doutheil et al.
Cell calcium, 25(6), 419-428 (1999-12-01)
In the physiological state, protein synthesis is controlled by calcium homeostasis in the endoplasmic reticulum (ER). Recently, evidence has been presented that dividing cells can adapt to an irreversible inhibition of the ER calcium pump (SERCA), although the mechanisms underlying
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