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Merck
CN

543322

Sigma-Aldrich

2-苯基吲哚-3-甲醛

97%

别名:

3-Formyl-2-phenylindole

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About This Item

经验公式(希尔记法):
C15H11NO
CAS号:
分子量:
221.25
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

mp

249-253 °C (lit.)

官能团

aldehyde
phenyl

SMILES字符串

O=Cc1c([nH]c2ccccc12)-c3ccccc3

InChI

1S/C15H11NO/c17-10-13-12-8-4-5-9-14(12)16-15(13)11-6-2-1-3-7-11/h1-10,16H

InChI key

IFIFXODAHZPTEY-UHFFFAOYSA-N

应用

2-Phenylindole-3-carboxaldehyde may be used to synthesize:
  • 2-phenylindole-3-carboxaldehyde oxime
  • 2-phenyl-1H-indole-3-carboxaldehyde O-methyl oxime
  • 2-phenylindole-3-carbonitrile
Reactant for preparation of:
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Pyrimidinones via Biginelli reaction as antimicrobial agents
  • [(phenyl)pyrazolyl]indole derivatives as antiinflammatory agents and analgesics
  • Indole thiophene chalcones via Claisen-Schmidt condensation as antimicrobial and antioxidant agents
  • Benzofuranone attached indole derivatives as PI3K inhibitors
  • Ionone-based chalcones as novel antiandrogens
  • Oxazolylindoles as antiinflammatory agents for edema

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

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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访问文档库

Iridium-catalyzed regio- and enantioselective N-allylation of indoles.
Levi M Stanley et al.
Angewandte Chemie (International ed. in English), 48(42), 7841-7844 (2009-09-18)
Novel indium-mediated ternary reactions between indole-3-carboxaldehydes-allyl bromide-enamines: facile synthesis of bisindolyl-and indolyl-heterocyclic alkanes.
Kumar S, et al.
Tetrahedron Letters, 44(10), 2101-2104 (2003)
Xufen Yu et al.
Organic & biomolecular chemistry, 10(44), 8835-8847 (2012-10-10)
Development of small molecule drug-like inhibitors blocking both nitric oxide synthase and NFκB could offer a synergistic therapeutic approach in the prevention and treatment of inflammation and cancer. During the course of evaluating the biological potential of a commercial compound
Acylation of indoles by Duff reaction and Vilsmeier-Haack formylation and conformation of N-formylindoles.
Chatterjee A and Biswas KM.
The Journal of Organic Chemistry, 38(23), 4002-4004 (1973)

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