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Merck
CN

M51407

2-Methylindole

98%

Synonym(s):

NSC 7514

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About This Item

Empirical Formula (Hill Notation):
C9H9N
CAS Number:
Molecular Weight:
131.17
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-398-3
Beilstein/REAXYS Number:
109781
MDL number:
Assay:
98%
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Quality Level

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

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

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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J M Gutteridge
The International journal of biochemistry, 14(7), 649-653 (1982-01-01)
1. The thiobarbituric acid (TBA) reaction, widely applied to the detection of autoxidation in polyunsaturated fatty acids, can be used to measure free-radical damage to amino acids, carbohydrates and nucleic acids. 2. In all of these systems malondialdehyde (MDA) is
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
[2-Methylindoles substituted in the 1st, 3d and 5th positions and the diffuse neuroendocrine APUD system].
K S Shadurskiĭ et al.
Farmakologiia i toksikologiia, 46(2), 115-120 (1983-03-01)



Global Trade Item Number

SKUGTIN
M51407-100G04061838355058
M51407-25G04061834059530