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Merck
CN

246212

4-苄氧基吲哚

98%

别名:

NSC 92539

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经验公式(希尔记法):
C15H13NO
化学文摘社编号:
分子量:
223.27
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
243-690-0
MDL number:
Assay:
98%
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InChI key

LJFVSIDBFJPKLD-UHFFFAOYSA-N

InChI

1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2

SMILES string

C(Oc1cccc2[nH]ccc12)c3ccccc3

assay

98%

mp

57-61 °C (lit.)

functional group

phenyl

Application

4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.
  • Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
  • Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
  • Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
  • Reactant for preparation of HCV inhibitors
  • Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
  • Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers

pictograms

Exclamation mark

signalword

Warning

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

法规信息

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A K Dutta et al.
Bioorganic & medicinal chemistry, 5(8), 1591-1600 (1997-08-01)
Several novel 4-alkyloxy-aminoalkyl indole derivatives 3 were synthesized from 4-benzyloxyindole (1). Alkylation of 1 with 4-(2-chloroethyl)morpholine (NaH/HMPA) formed 2. Deprotection using palladium hydroxide on carbon/hydrogen followed by alkylation with the appropriate alkyl bromide gave the target compounds 3b-3j. In the
Ruinan Yang et al.
The Journal of pharmacology and experimental therapeutics, 370(3), 864-875 (2019-04-19)
Castration-resistant prostate cancer that has become resistant to docetaxel (DTX) represents one of the greatest clinical challenges in the management of this malignancy. There is an urgent need to develop novel therapeutic agents to overcome chemoresistance and improve the overall

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