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Merck

H47003

Sigma-Aldrich

5-羟基对萘醌

97%

别名:

胡桃酮

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About This Item

经验公式(希尔记法):
C10H6O3
CAS号:
分子量:
174.15
Beilstein:
1909764
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

97%

mp

161-163 °C (lit.)

SMILES 字串

Oc1cccc2C(=O)C=CC(=O)c12

InChI

1S/C10H6O3/c11-7-4-5-9(13)10-6(7)2-1-3-8(10)12/h1-5,12H

InChI 密鑰

KQPYUDDGWXQXHS-UHFFFAOYSA-N

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應用

5-羟基-1,4-萘醌(胡桃醌)可作为起始材料用于合成:
  • 杀锥虫药。
  • 他克林-萘醌杂合物,治疗阿茲海默症的潜力药物。
  • 基于胡桃醌的电活性聚合物聚(5-羟基-1,4-萘醌-co-5-羟基-3-硫代醋酸-1,4-萘醌),用于DNA杂交的电化学检测。
  • Ent-nocardione A,天然存在的酪氨酸磷酸酶抑制剂。

胡桃醌还可在狄尔斯–阿尔德反应中作为亲双烯体合成各种C-芳基糖苷。

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Multitarget drug design strategy: quinone-tacrine hybrids designed to block amyloid-β aggregation and to exert anticholinesterase and antioxidant effects.
Nepovimova E, et al.
Journal of medicinal chemistry, 57(20), 8576-8589 (2014)
Application of an Enyne Metathesis/Diels-Alder Cycloaddition Sequence: A New Versatile Approach to the Syntheses of C-Aryl Glycosides and Spiro-C-Aryl Glycosides.
Subrahmanyam AV, et al.
Chemistry?A European Journal, 16(28), 8545-8556 (2010)
2-and 3-substituted 1, 4-naphthoquinone derivatives as subversive substrates of trypanothione reductase and lipoamide dehydrogenase from trypanosoma c ruzi: synthesis and correlation between redox cycling activities and in vitro cytotoxicity.
Salmon-Chemin L, et al.
Journal of Medicinal Chemistry, 44(4), 548-565 (2001)
Study of the DNA hybridization transduction behavior of a quinone-containing electroactive polymer by cyclic voltammetry and electrochemical impedance spectroscopy.
Piro B, et al.
Journal of Electroanalytical Chemistry, 577(1), 155-165 (2005)
Formal Radical Cyclization onto Benzene Rings: A General Method and Its Use in the Synthesis of ent-Nocardione A.
Clive DLJ, et al.
The Journal of Organic Chemistry, 69(10), 3282-3293 (2004)

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