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510300

2-溴-1,4-萘醌

Name: 2-溴-1,4-萘醌
Brand: ALDRICH

98%

别名:

2-溴-1,4,-二氢萘-1,4-二酮, 2-溴-1,4-萘醌, 2-溴-邻萘醌, 3-溴-1,4-萘醌, 3-溴萘醌

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关于此项目

经验公式（希尔记法）:

C₁₀H₅BrO₂

化学文摘社编号:

2065-37-4

分子量:

237.05

NACRES:

NA.22

PubChem Substance ID:

24873493

UNSPSC Code:

12352100

MDL number:

MFCD00629301

Assay:

98%

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属性

Quality Segment

100

assay

98%

mp

131-133 °C (lit.)

functional group

bromo, ketone

SMILES string

BrC1=CC(=O)c2ccccc2C1=O

InChI

1S/C10H5BrO2/c11-8-5-9(12)6-3-1-2-4-7(6)10(8)13/h1-5H

InChI key

KJOHPBJYGGFYBJ-UHFFFAOYSA-N

说明

General description

2-溴-1,4-萘醌（BrQ）是一种 1,4-萘醌衍生物，可以通过使用 N-溴代琥珀酰亚胺将 1-萘酚溴化来制备。已评估了其作为抗粉纹夜蛾（粉纹夜蛾）的拒食剂的功效。2 已经研究了在光化学条件下 BrQ 与氧杂蒽的反应。一份报告表明，用 BrQ 取代 2-甲基-1,4-萘醌可增强其产生过氧化氢的能力，该作用可用于癌症治疗。

Application

2-溴-1,4-萘醌可用于制备：

苯并[f]吲哚醌
2-叠氮基-1,4-萘醌
2-烯丙基-3-溴-1,4-萘醌
2-（3-吲哚基）-1,4-萘醌

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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2-Bromo-1,4-naphthoquinone: a potentially improved substitute of menadione in Apatone™ therapy.

F S Graciani et al.

Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 45(8), 701-710 (2012-05-16)

Apatone™, a combination of menadione (2-methyl-1,4-naphthoquinone, VK3) and ascorbic acid (vitamin C, VC) is a new strategy for cancer treatment. Part of its effect on tumor cells is related to the cellular pro-oxidative imbalance provoked by the generation of hydrogen

Stereoselective synthesis of deoxy analogues of the 3C-protease inhibitor thysanone.

Brimble MA and Elliott RJR

Tetrahedron, 58(1), 183-189 (2002)

Expedient, one-pot preparation of fused indoles via CAN-catalyzed three-component domino sequences and their transformation into polyheterocyclic compounds containing pyrrolo[1,2-a]azepine fragments.

Padmakar A Suryavanshi et al.

Organic & biomolecular chemistry, 8(15), 3426-3436 (2010-06-10)

The CAN-catalyzed three-component between reaction between primary amines, beta-dicarbonyl compounds and naphthoquinones or 2-bromonaphthoquinones afforded, respectively, 5-hydroxybenzo[g]indoles and benzo[f]indole-4,9-diones, the former of which were transformed into tetracyclic azepino[1,2-a]benzo[g]indole systems through a gamma-alkylation/ring-closing metathesis sequence.

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全球贸易项目编号

货号	GTIN
510300-10G	04061832490243