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525588

Sigma-Aldrich

5-Amino-2-methylindole

97%

Synonym(s):

2-Methylindol-5-ylamine

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
Molecular Weight:
146.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

mp

153-157 °C (lit.)

SMILES string

Cc1cc2cc(N)ccc2[nH]1

InChI

1S/C9H10N2/c1-6-4-7-5-8(10)2-3-9(7)11-6/h2-5,11H,10H2,1H3

InChI key

JQULCCZIXYRBSE-UHFFFAOYSA-N

Application

Reactant for preparation of:
  • Cytotoxic and antimitotic agents
  • Potential antimicrobial aminoketones
  • Inhibitors of monoamine oxidase (MAO)
  • Protein kinase c theta (PKCθ) inhibitors
  • Factor Xa inhibitors
  • Inhibitors of vascular endothelial growth factor type 2 (VEGFR-2)
  • Demethylasterriquinone B1receptor ligands

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Niina Tani et al.
Bioorganic & medicinal chemistry, 22(23), 6655-6664 (2014-12-03)
Inhibition of CYP2A6-mediated nicotine metabolism can reduce cigarette smoking. We sought potent and selective CYP2A6 inhibitors to be used as leads for drugs useful in smoking reduction therapy, by evaluating CYP2A6 inhibitory effect of novel formyl, alkyl amine or carbonitrile

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