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About This Item
Empirical Formula (Hill Notation):
C12H9NO
CAS Number:
Molecular Weight:
183.21
Beilstein:
135859
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
270-273 °C (lit.)
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
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General description
2-Hydroxycarbazole is a compound structurally related to the Ca2+-mobilizing marine toxin, 9-methyl-7-bromoeudistomin. Room temperature electronic absorption and fluorescence spectra of 2-hydroxycarbazole has been studied in concentrated aqueous potassium hydroxide solutions. It undergoes chemoselective N-alkylation using NaH as a base in a THF-DMF solvent system.
Application
2-Hydroxycarbazole was used in the synthesis of isochromene fused carbazol, (4aS,13bR)-2,5,5-trimethyl-3,4,4a,5,8,13b-hexahydroisochromeno[3,4-b]carbazole.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Nguyen Manh Cuong et al.
Natural product communications, 4(7), 921-924 (2009-09-08)
The first synthesis of isochromene fused carbazols, (4aS, 13bR)-2,5,5-trimethyl-3,4,4a,5,8,13b-hexahydroisochromeno[3,4-b]carbazole (2) and its epi-isomer 3 by condensation of citral and 2-hydroxycarbazole using Ti(OEt)4 and MeAlC12 as catalysts is described.
Tamanna Mallick et al.
Colloids and surfaces. B, Biointerfaces, 172, 440-450 (2018-09-10)
Six structurally different carbazoles (1-6) were explored as the green reducing agents for the synthesis of the fluorescent Au nanoparticles with tailor-made morphology in anionic (sodium dodecyl sulphate, SDS), cationic (cetyltrimethylammonium bromide, CTAB) and neutral (polyvinylpyrrolidone, PVP) micelle medium. Structure
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
S C Tovey et al.
European journal of pharmacology, 354(2-3), 245-251 (1998-10-01)
2-Hydroxycarbazole was shown to induce Ca2+ release from skeletal muscle and cardiac muscle sarcoplasmic reticulum at concentrations between 100-500 microM. This release was blocked by both 1 mM tetracaine and 30 microM ruthenium red which inhibit the ryanodine receptor or
Young Ki Park et al.
Polymers, 12(11) (2020-11-08)
For the immediate detection of strong gaseous alkalis and acids, colorimetric textile sensors based on halochromic dyes are highly valuable for monitoring gas leakages. To date, colorimetric textile sensors for dual-gas detection have usually been fabricated by electrospinning methods. Although
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