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404888

Sigma-Aldrich

1-Methyl-2-phenylindole

99%

Sinónimos:

NSC 63793

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About This Item

Fórmula empírica (notación de Hill):
C15H13N
Número de CAS:
3558-24-5
Peso molecular:
207.27
EC Number:
222-618-1
MDL number:
MFCD00022892
UNSPSC Code:
12352100
PubChem Substance ID:
24865277
NACRES:
NA.22

Quality Level

100

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

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ5475
MKCK4248
MKCG1592
MKBW0603V
MKBP5576V

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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.
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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