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Sigma-Aldrich

1-Methyl-2-phenylindole

99%

Synonym(s):

NSC 63793

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About This Item

Empirical Formula (Hill Notation):
C15H13N
CAS Number:
3558-24-5
Molecular Weight:
207.27
EC Number:
222-618-1
MDL number:
MFCD00022892
UNSPSC Code:
12352100
PubChem Substance ID:
24865277
NACRES:
NA.22

assay

99%

mp

98-100 °C (lit.)

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

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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
GHS07

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

Certificates of Analysis (COA)

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Aspirin exerts side effects within the gastrointestinal tract. Hydrogen sulfide (H Wistar rats with or without capsaicin-induced denervation of sensory neurons were pretreated with vehicle, CORM-2 (5 mg/kg intragastrically), or NaHS (5 mg/kg intragastrically) with or without capsazepine (5 mg/kg intragastrically) or N
Bread Leandro Gomes Cruz et al.
BMC cancer, 16, 58-58 (2016-02-06)
The occurrence of cancer during pregnancy merges two complex, poorly understood metabolic and hormonal conditions. This association can exacerbate the conditions of both the mother and the foetus. The branched-chain amino acid leucine enhances cellular activity, particularly by increasing protein
3-(5-Ethyl-1, 3, 4-thiadiazol-2-yldiazenyl)-1-methyl-2-phenyl-1H-indole.
Seferoglu Z, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(2), 568-570 (2007)
María Hernández-Trejo et al.
BMC immunology, 18(1), 3-3 (2017-01-08)
Oxidative damage present in obese/overweight mothers may lead to further oxidative stress conditions or inflammation in maternal and cord blood samples. Thirty-four pregnant women/newborn pairs were included in this study to assess the presence of oxidative stress biomarkers and their
D Gérard-Monnier et al.
Chemical research in toxicology, 11(10), 1176-1183 (1998-10-20)
Under acidic and mild-temperature conditions, 1-methyl-2-phenylindole was found to react with malondialdehyde (MDA) and 4-hydroxyalkenals to yield a stable chromophore with intense maximal absorbance at 586 nm. The use of methanesulfonic acid results in optimal yields of chromophore produced from
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