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Merck
CN

404888

1-Methyl-2-phenylindole

99%

Synonym(s):

NSC 63793

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About This Item

Empirical Formula (Hill Notation):
C15H13N
CAS Number:
Molecular Weight:
207.27
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
222-618-1
MDL number:
Assay:
99%
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Quality Level

assay

99%

mp

98-100 °C (lit.)

functional group

phenyl

SMILES string

Cn1c(cc2ccccc12)-c3ccccc3

InChI

1S/C15H13N/c1-16-14-10-6-5-9-13(14)11-15(16)12-7-3-2-4-8-12/h2-11H,1H3

InChI key

SFWZZSXCWQTORH-UHFFFAOYSA-N

General description

Reaction of 1-methyl-2-phenylindole with nitrogen dioxide or with nitrous acid (NaNO2-CH3COOH) in benzene has been studied. 1-Methyl-2-phenylindole is reported to react with malondialdehyde (MDA) and 4-hydroxyalkenals to afford a stable chromophore with intense maximal absorbance at 586nm.

Application

1-Methyl-2-phenylindole may be used in the following studies:
  • The estimation of lipid peroxidation in third instar larvae of transgenic Drosophila melanogaster (hsp70-lacZ)Bg.
  • As chromogenic agent for the determination of estimation of malondialdehyde (MDA) production.
  • Colorimetric assay of lipid peroxidation.
  • Synthesis of 1-methyl-2-phenyl-3-(1,3,4-thiadiazol-2-yldiazenyl)-1H-indole.
  • Synthesis of 3-(5-ethyl-1,3,4-thiadiazol-2-yldiazenyl)-1-methyl-2-phenyl-1H-indole.
Reactant for preparation of:
  • Cyano indoles
  • Difluorohydroxy indoles

Reactant for:
  • Carboxylation of indoles
  • Allylation of indoles
  • Formylation of indoles
  • Nitrosylation of indoles


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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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1-Methyl-2-phenyl-3-(1, 3, 4-thiadiazol-2-yldiazenyl)-1H-indole.
Seferoglu Z, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(1), 148-150 (2007)
M Olleros Santos-Ruiz et al.
Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society, 35, 21-32 (2017-06-27)
We previously described in cirrhosis and aging, both conditions of IGF-1 deficiency, a clear hepatic mitochondrial dysfunction with increased oxidative damage. In both conditions, the hepatic mitochondrial function was improved with low doses of IGF-1. The aim of this work
Jan Bilski et al.
Nutrients, 11(5) (2019-05-24)
Inflammatory bowel diseases are a heterogeneous group of disorders represented by two major phenotypic forms, Crohn's disease and ulcerative colitis. Cross talk between adipokines and myokines, as well as changes in intestinal microcirculation, was proposed in pathogenesis of these disorders.



Global Trade Item Number

SKUGTIN
404888-10G04061831987058