Synthesis of triphenylphosphonium quinols and quinones

Organic compounds -- part of the class 532-570 series – Organic compounds – Cyclohexadiene having atoms double bonded directly at the 1-...

Reexamination Certificate

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C568S009000

Reexamination Certificate

active

10486797

ABSTRACT:
The methods of preparing quinols and quinones typified by mitoquinol and mitoquinone where a compound typified by idebenone is reacted with Ph3PHX and Ph3P, where X is a halogen atom.

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Coulter et al., Mitochondrially targeted antioxidants and thiol Reagents, Free Radical Biology & Medicine (2000), 28(10), 1547-1554.
Kelso et al., Selective Targeting of a Redox-active Ubiquinone to Mitochondria within Cells, J. Biol. Chem., Feb. 2001; 276: 4588-4596.
Coulter, C., et al., “Mitochondrially Targeted Antioxidants and Thiol Reagents,”Free Radic Biol Med., 28(10):1547-54, May 15, 2000.
Goto, G., et al., “A Facile Synthesis of 1,4-Benzoquinones Having a Hydroxyalkyl Side Chain,”Chem Pharm Bull(Tokyo), 33(10):4422-31, 1985.
Kelso, G., et al., “Selective Targeting of a Redo-Active Ubiquinone to Mitochondria within Cells,”J. Biol. Chem., 276(7):4588-4596, Feb. 16, 2001.
Okamoto, K., et al., “Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane,”Chem Pharm Bull(Tokyo). Aug. 1982; 30(8):2797-819.

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