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Merck
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重要文件

525022

Sigma-Aldrich

4-氨基吲哚

97%

同義詞:

4-吲哚胺

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About This Item

經驗公式(希爾表示法):
C8H8N2
CAS號碼:
分子量::
132.16
Beilstein:
114919
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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化驗

97%

mp

106-109 °C (lit.)

SMILES 字串

Nc1cccc2[nH]ccc12

InChI

1S/C8H8N2/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H,9H2

InChI 密鑰

LUNUNJFSHKSXGQ-UHFFFAOYSA-N

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一般說明

4-Aminoindole is an indole derivative. Its cytokinin activity has been assessed by tobacco pith callus bioassay.[1] 4-Aminoindole can be prepared by reacting 2,6-dinitrotoluene and N,N-dimethylformamide dimethylacetal in anhydrous DMF.[2]

應用

4-Aminoindole may be used to synthesize:
  • macrolactam tumour promoter indolactam V[3]
  • tricyclic structure of 2-substituted-pyrrolo[2,3-h]quinolin-4-one[2]
  • 4-azidoindole[4]
Reactant for preparation of:
  • Inhibitors of bacterial thymidylate synthase
  • Mimetics of non-alkaloid toxin lignan anticancer and antiviral agent Podophyllotoxin (PPT)
  • Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
  • Protein kinase C θ (PKCθ) inhibitors
  • Indolic non-peptidic HIV protease inhibitors
  • Transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists
  • Cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors
  • 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) inhibitors
  • Short chain 4-substituted indoles as potent αvβ3 antagonist
  • Ligands of serotonin transporter and 5-HT1A receptors

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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An efficient synthesis of azidoindoles and azidotryptophans.
Melhado LL and Leonard NJ.
The Journal of Organic Chemistry, 48(25), 5130-5133 (1983)
Synthestic approaches to the teleocidin-related tumour promoters: a total synthesis of (?)-indolactam V.
de Laszlo SE, et al.
Journal of the Chemical Society. Chemical Communications, 4, 344-346 (1986)
Maria Grazia Ferlin et al.
Journal of medicinal chemistry, 48(9), 3417-3427 (2005-04-29)
In our search for potential new anticancer drugs, we designed and synthesized a series of tricyclic compounds containing the antimitotic 2-phenylazaflavone chromophore fused to a pyrrole ring in a pyrroloquinoline structure. Compounds 8, 18, 19, 22, 23, 25 and 26
Cytokinin activity of azaindene, azanaphthalene, naphthalene, and indole derivatives.
Torigoe Y, et al.
Phytochemistry, 11(5), 1623-1630 (1972)

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