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Documentos Principais

543896

Sigma-Aldrich

4-Hydroxycarbazole

95%

Sinônimo(s):

9H-Carbazol-4-ol

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About This Item

Fórmula empírica (Notação de Hill):
C12H9NO
Número CAS:
Peso molecular:
183.21
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

95%

pf

169-173 °C (lit.)

cadeia de caracteres SMILES

Oc1cccc2[nH]c3ccccc3c12

InChI

1S/C12H9NO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13-10/h1-7,13-14H

chave InChI

UEOHATPGKDSULR-UHFFFAOYSA-N

Descrição geral

4-Hydroxycarbazole can be obtained from 1,2,3,4-tetrahydro-4-oxocarbazole via dehydrogenation with freshly prepared Raney nickel.

Aplicação

4-Hydroxycarbazole may be used in the synthesis of the following:
  • 4-(2-bromoethoxy)-9H-carbazole
  • 4-(3-bromopropoxy)-9H-carbazole
  • 4-(4-bromobutoxy)-9H-carbazole
  • 4-(5-bromopentyloxy)-9H-carbazole
  • 4-(6-bromohexyloxy)-9H-carbazole

It participates as an electron donor for the preparation of nonlinear optical (NLO) chromophores.

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Synthesis and characterization of novel electro-optic chromophores based on 4-hydroxycarbazole.
Zhou T, et al.
Materials Letters, 97, 117-120 (2013)
E A Dubois et al.
Journal of medicinal chemistry, 39(17), 3256-3262 (1996-08-16)
A new (radio)iodinated, beta-adrenoceptor ligand, (S)-(-)-4-[3-[(1,1-dimethyl-3-iodo-(2E)-propenyl)-amino]-2- hydroxypropoxy]carbazole (CYBL8E, 1), was prepared. 1 is an iodinated analogue of the high-affinity beta-adrenoceptor antagonist carazolol (2). The asymmetric synthesis was achieved in four steps starting from 4-hydroxycarbazole. The iodine-123-labeled form was obtained by
Pramod V Chavan et al.
Bioorganic chemistry, 85, 475-486 (2019-02-19)
A series of spirochromenocarbazole tethered 1,2,3-triazoles were synthesized via click chemistry based one-pot, five component reaction between N-propargyl isatins, malononitrile, 4-hydroxycarbazole, aralkyl halides and sodium azide using cellulose supported CuI nanoparticles (Cell-CuI NPs) as the heterogeneous catalyst. Antiproliferative activity of
Synthesis, biological evaluation, and molecular modeling of berberine derivatives as potent acetylcholinesterase inhibitors.
Huang L, et al.
Bioorganic & Medicinal Chemistry, 18(3), 1244-1251 (2010)
Michela Rosini et al.
Journal of medicinal chemistry, 51(15), 4381-4384 (2008-07-09)
Alzheimer's disease (AD) is a multifactorial syndrome with several target proteins contributing to its etiology. To confront AD, an innovative strategy is to design single chemical entities able to simultaneously modulate more than one target. Here, we present compounds that

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