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A16807

Sigma-Aldrich

3-Acetylindole

98%

Synonym(s):

3-Indolyl methyl ketone, NSC 47180, NSC 58084

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
703-80-0
Molecular Weight:
159.18
Beilstein:
122579
EC Number:
211-875-5
MDL number:
MFCD00005626
UNSPSC Code:
12352100
PubChem Substance ID:
24890476
NACRES:
NA.22

Quality Level

100

Assay

98%

form

crystals

mp

188-192 °C (lit.)

SMILES string

CC(=O)c1c[nH]c2ccccc12

InChI

1S/C10H9NO/c1-7(12)9-6-11-10-5-3-2-4-8(9)10/h2-6,11H,1H3

InChI key

VUIMBZIZZFSQEE-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Indole derivatives as antitumor agents
  • Endothelin-1 antagonists
  • Oncrasin-1 derivatives as inhibitors of the C-terminal domain of RNA polymerase II with antitumor activities
  • Inhibitors of hepatitis C NS3/4A serine protease
  • Antibacterial agens against MDR Staphylococcus aureus strains
  • Antimalarial agents
  • Anti-bovine viral diarrhea virus (BVDV) agents
  • HIV-1 integrase inhibitors
  • Inhibitors of NF-κB transcription regulation related to TNF-α cytokine release

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Zong-ying Liu et al.
Bioorganic & medicinal chemistry letters, 19(15), 4167-4170 (2009-06-16)
A novel series of 1-(benzo[b]thiophen-2-yl)ethanone analogues were prepared and evaluated for enhancing BMP-2 expression. Compounds 1-5, 7, 8, 12, 13 and 16, with upregulation rate values of 35.6%, 27.9%, 39.8%, 32.0%, 37.1%, 30.2%, 28.0%, 33.5%, 22.8% and 27.3% in vitro

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