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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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6005
STBK4093
STBK1968
STBJ7525
STBJ0928

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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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