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M51407

Sigma-Aldrich

2-Methylindole

98%

Sinónimos:

NSC 7514

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About This Item

Fórmula empírica (notación de Hill):
C9H9N
Número de CAS:
95-20-5
Peso molecular:
131.17
Beilstein/REAXYS Number:
109781
EC Number:
202-398-3
MDL number:
MFCD00005616
UNSPSC Code:
12352100
PubChem Substance ID:
24896980
NACRES:
NA.22

assay

98%

bp

273 °C (lit.)

mp

57-59 °C (lit.)

SMILES string

Cc1cc2ccccc2[nH]1

InChI

1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3

Inchi Key

BHNHHSOHWZKFOX-UHFFFAOYSA-N

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Application

Reactant for:
  • Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction
  • Friedel-Crafts alkylation reactions
  • Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Preparation of plant-growth inhibitors
  • Michael addition reactions
  • Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

285.8 °F

flash_point_c

141 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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T Misra et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(8), 1631-1641 (2002-08-09)
By using steady state and time-resolved (laser flash photolysis and single photon counting) spectroscopic techniques the quenching of the lowest excited singlet (S1) state of 9-cyanoanthracene (9CNA) by the donors (quenchers) 2-methylindole (2MI) and 2-methylindoline (2MIN) in solvents of different
T Bhattacharya et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 60(8-9), 1957-1966 (2004-07-14)
Electrochemical measurements by cyclic voltammetry predict the possibility of occurrence of photoinduced electron-transfer (PET) reactions between the ground state of 2-phenylindole (2PI) (electron donor) and the excited singlet of 9-cyanoanthracene (9CNA) molecule acting as an electron acceptor. However, 2PI should
Emma L Harry et al.
The Analyst, 136(8), 1728-1732 (2011-02-26)
The potential of ion mobility (IM) spectrometry in combination with mass spectrometry (MS) for real-time reaction monitoring is reported. The combined IM-MS approach using electrospray ionization affords gas-phase analyte characterization based on both mass-to-charge (m/z) ratio and gas-phase ion mobility
N G Faleev et al.
Biochemistry and molecular biology international, 35(5), 1037-1040 (1995-04-01)
Tryptophanase was generally considered to be inactive towards tryptophan derivatives substituted at 2-position of the indole ring. We have shown that cells containing tryptophanase catalyze the formation of 2-methyl-L-tryptophan from 2-methylindole and L-serine, and from 2-methylindole, pyruvate and ammonium ion.
V F Ximenes et al.
Archives of biochemistry and biophysics, 387(2), 173-179 (2001-05-24)
The indole moeity is present in many substances of biological occurrence. Its metabolism, in most cases, involves an oxidative pathway. This study reports the oxidation of a series of indole derivatives, including several of biological origin, catalyzed by horseradish peroxidase
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