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Merck

404888

Sigma-Aldrich

1-Methyl-2-phenylindol

99%

Synonym(e):

NSC 63793

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About This Item

Empirische Formel (Hill-System):
C15H13N
CAS-Nummer:
Molekulargewicht:
207.27
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

99%

mp (Schmelzpunkt)

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

InChIKey

SFWZZSXCWQTORH-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Dose-response : a publication of International Hormesis Society, 10(1), 1-10 (2012-03-17)
Malondialdehyde (MDA) is used for the estimation of damage by reactive oxygen species. MDA is a major reactive aldehyde resulting from the peroxidation of biological membranes. The most common method used to assess MDA production is the thiobarbituric acid (TBARS)
Yasir Hasan Siddique et al.
Pharmaceutical methods, 3(2), 94-97 (2013-06-20)
A method using 1-methyl-2-phenylindole was developed for the estimation of lipid peroxidation in third instar larvae of transgenic Drosophila melanogaster (hsp70-lacZ)Bg (9). The method is specific for the estimation of malonaldehyde. The larvae were exposed to 0.0025, 0.025, 0.050, and
Marcin Magierowski et al.
Journal of gastroenterology, 53(1), 52-63 (2017-02-27)
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
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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