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Merck
CN

347949

Sigma-Aldrich

3-氰基吲哚

98%

别名:

3-吲哚甲腈

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About This Item

经验公式(希尔记法):
C9H6N2
CAS号:
分子量:
142.16
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:

方案

98%

mp

179-182 °C (lit.)

SMILES字符串

N#Cc1c[nH]c2ccccc12

InChI

1S/C9H6N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H

InChI key

CHIFTAQVXHNVRW-UHFFFAOYSA-N

一般描述

3-Cyanoindole undergoes regiospecific bromination to afford 6-bromo-3-cyanoindole. 3-Cyanoindole is formed during the flash vacuum thermolysis (FVT) of 3-azidoquinoline.

应用

Reactant for preparation of:
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Inhibitors of the C-terminal domain of RNA polymerase II with antitumor activities
  • 4-substituted β-lactams
  • Biologically active Indoles
  • Inhibitors of glycogen synthase kinase 3β (GSK-3)
  • HIV-1 integrase inhibitors
  • Indole fragments as inosine monophosphate dehydrogenase (IMPDH) inhibitors
  • Aziridinomitosene skeleton
  • Potential antiviral agents

Reactant for:
  • Intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Interconversion of Nitrenes, Carbenes, and Nitrile Ylides by Ring Expansion, Ring Opening, Ring Contraction, and Ring Closure: 3-Quinolylnitrene, 2-Quinoxalylcarbene, and 3-Quinolylcarbene.
Kvaskoff D, et al.
Australian Journal of Chemistry, 62(3), 275-286 (2009)
F Y Miyake et al.
Organic letters, 2(14), 2121-2123 (2000-07-13)
[reaction: see text] A concise synthesis of topsentin A (R(1) = R(2) = H) and nortopsentins B (R(1) = Br, R(2) = H) and D (R(1) = R(2) = H) is described from oxotryptamine 5 via reduction of acyl cyanide

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