Merck
CN
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文件

213497

Sigma-Aldrich

2-羟基咔唑

97%

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别名:
2-咔唑醇
经验公式（希尔记法）:
C12H9NO
CAS号:
86-79-3
分子量:
183.21
Beilstein:
135859
EC 号:
201-699-7
MDL编号:
MFCD00004962
PubChem化学物质编号:
24852786
NACRES:
NA.22

质量水平

200

检测方案

97%

形式

solid

mp

270-273 °C (lit.)

SMILES字符串

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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相关类别

一般描述

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.

应用

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.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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.
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
Chemoselective N-alkylation of 2-hydroxycarbazole as a model for the synthesis of N-substituted pyrrole derivatives containing acidic functions.
Albanese D, et al.
Tetrahedron, 51(19), 5681-5688 (1995)
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
K Zawadzka et al.
Environmental science and pollution research international, 22(24), 19658-19666 (2015-08-16)
Nitrogen heterocyclic compounds, especially carbazole, quinolone, and pyridine are common types of environmental pollutants. Carbazole has a toxic influence on living organisms, and the knowledge of its persistence and bioconversion in ecosystems is still not complete. There is an increasing
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