InChI
1S/C9H6N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H
SMILES string
N#Cc1c[nH]c2ccccc12
InChI key
CHIFTAQVXHNVRW-UHFFFAOYSA-N
assay
98%
mp
179-182 °C (lit.)
General description
3-Cyanoindole undergoes regiospecific bromination to afford 6-bromo-3-cyanoindole. 3-Cyanoindole is formed during the flash vacuum thermolysis (FVT) of 3-azidoquinoline.
Application
Reactant for preparation of:
Reactant for:
- 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
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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
法规信息
新产品
此项目有
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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