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A59654

Sigma-Aldrich

5-Aminoindole

97%

Synonym(s):

5-Indolamine, NSC 61452

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About This Item

Empirical Formula (Hill Notation):
C8H8N2
CAS Number:
Molecular Weight:
132.16
Beilstein:
112348
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

crystals

mp

131-133 °C (dec.) (lit.)

SMILES string

Nc1ccc2[nH]ccc2c1

InChI

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

InChI key

ZCBIFHNDZBSCEP-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Smac mimetics that bind to the BIR2 domain of the anti-apoptotic protein XIAP
  • Cytotoxic and antimitotic agents
  • Insulin-like growth factor 1 receptor inhibitors
  • Antitumoral agents
  • Factor Xa inhibitor
  • Potential antivascular agents
  • Gli1-mediated transcription in the Hedgehog pathway
  • Inhibitors of receptor tyrosine kinase with antiangiogenic effects
  • PKCθ inhibitors
  • HIV protease inhibitors

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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)

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Michael Jakun Koo et al.
Biochemical and biophysical research communications, 464(3), 875-880 (2015-07-19)
Cellular metabolism can impact cell life or death outcomes. While metabolic dysfunction has been linked to cell death, the mechanisms by which metabolic dysfunction regulates the cell death mode called necroptosis remain unclear. Our study demonstrates that mitochondrial oxidative phosphorylation

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