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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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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:
Reactant for:
- Cyano indoles
- Difluorohydroxy indoles
Reactant for:
- Carboxylation of indoles
- Allylation of indoles
- Formylation of indoles
- Nitrosylation of indoles
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Paola Astolfi et al.
Organic & biomolecular chemistry, 4(17), 3282-3290 (2006-10-13)
The reaction of 2-phenyl- and 1-methyl-2-phenylindole with nitrogen dioxide or with nitrous acid (NaNO2-CH3COOH) in benzene leads mainly to the formation of the isonitroso and 3-nitroso indole derivatives, respectively. When reacted with nitrous acid, 1-methyl-2-phenylindole gives also the corresponding azo-bis-indole
1-Methyl-2-phenyl-3-(1, 3, 4-thiadiazol-2-yldiazenyl)-1H-indole.
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