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466921 Aldrich

1-Methyl-2-oxindole

97%

Synonym: 1-Methyl-1,3-dihydroindol-2-one, 1-Methyl-2-indolinone, 1-Methyloxindole, Ba 2777, NSC 97219

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
assay   97%
mp   85-88 °C(lit.)

Description

Packaging

5 g in glass bottle

Application

Reactant for preparation of:
• Fluorescent analogues of strigolactones as affectors of parasitic weed germination and fungal branching1
• Irreversible Nek2 Kinase Inhibitors2
• Anticancer agents3
• Antimalarial agents4
• Antitimor agents5
• Germination stimulants in plants6
• Inducers of NAD(P)H-quinone oxidoreductase 1 (NQO1)7
• Retinoic acid analogs8
• Potential anti-multiple sclerosis agents9
• Inhibitors of human immunodeficiency virus type 1 (HIV-1) integrase10

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
WGK Germany 
3
RTECS 
NM2208800

Protocols & Articles

Peer-Reviewed Papers

References

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1. Prandi, C.; et al. European J. Org. Chem., 3781, (2011)

2. Irreversible Nek2 kinase inhibitors with cellular activity. Henise, J. C.; Taunton, J. J. Med. Chem. 54, 4133, (2011)

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3. Synthesis and anticancer activity of oxindole derived imidazo[1,5-a]pyrazines. Kamal, A.; et al. European J. Org. Chem. 46, 2427, (2011)

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4. Design, synthesis and evaluation of 3-methylene-substituted indolinones as antimalarials. Praveen K. S.; et al. Eur. J. Med. Chem. 46, 927, (2011)

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5. Substituted E-3-(3-indolylmethylene)-1,3-dihydroindol-2-ones with antitumor activity. In depth study of the effect on growth of breast cancer cells. Andreani, A.; et al. J. Med. Chem. 53, 5567, (2010)

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6. A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity. Bhattacharya, C.; et al. Org. Biomol. Chem. 7, 3413, (2009)

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7. Functionalized 3-benzylidene-indolin-2-ones: inducers of NAD(P)H-quinone oxidoreductase 1 (NQO1) with antiproliferative activity. Zhang, W.; Go, M.-L. Bioorg. Med. Chem. 17, 2077, (2009)

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8. Wada, A.; et al. Lett. Drug Des. Discov. 3, 118, (2006)

9. Indolin-2-ones with high in vivo efficacy in a model for multiple sclerosis. Bouerat, L.; et al. J. Med. Chem. 48, 5412, (2005)

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10. Sechi, M.; et al. Antiviral Chem. Chemother. 16, 41, (2005)

An Expedient Stereoselective Synthesis of Spirocyclopropyl Oxindoles from Indolin-2-One/N-Protected Indolin-2-Ones and Bromonitroalkenes. Roy S and Chen K. J. Chin. Chem. Soc. 60(6), 597-604, (2013)

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