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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:
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Product Name

1-Methyl-2-phenylindole, 99%

InChI key

SFWZZSXCWQTORH-UHFFFAOYSA-N

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

SMILES string

Cn1c(cc2ccccc12)-c3ccccc3

assay

99%

mp

98-100 °C (lit.)

functional group

phenyl

Quality Level

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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

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.

pictograms

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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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Yasir Hasan Siddique et al.
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)
M E Nieves-Ramírez et al.
mSystems, 3(3) (2018-07-03)
Blastocystis is the most prevalent protist of the human intestine, colonizing approximately 20% of the North American population and up to 100% in some nonindustrialized settings. Blastocystis is associated with gastrointestinal and systemic disease but can also be an asymptomatic
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
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

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