Process for reducing impurities in oxycodone base

Details Process for reducing impurities in oxycodone base Process for reducing impurities in oxycodone base

2011-01-25

2011-01-25

Solola, Taofiq A (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07875719

ABSTRACT:
The present invention is directed to a process for using n-butanol to prepare an oxycodone base compositions having reduced levels of impurities such as 14-hydroxycodeinone and DHDHC.

REFERENCES:
patent: 1479293 (1924-01-01), Freund et al.
patent: 1485673 (1924-03-01), Freund et al.
patent: 4472253 (1984-09-01), Schwartz
patent: 4613668 (1986-09-01), Rice
patent: 4795813 (1989-01-01), Schwartz
patent: 6008355 (1999-12-01), Huang et al.
patent: 6067749 (2000-05-01), Fist et al.
patent: 6177567 (2001-01-01), Chiu et al.
patent: 6365742 (2002-04-01), Mudryk et al.
patent: 6376221 (2002-04-01), Fist et al.
patent: 6723894 (2004-04-01), Fist et al.
patent: 7071336 (2006-07-01), Francis et al.
patent: 2004/0197428 (2004-10-01), Fist et al.
patent: 2005/0222188 (2005-10-01), Chapman et al.
patent: 2006/0111383 (2006-05-01), Casner et al.
patent: 2006/0173029 (2006-08-01), Chapman et al.
patent: 2007/0149559 (2007-06-01), Shafer et al.
patent: 2008/0132703 (2008-06-01), Cox et al.
patent: 2597350 (2006-08-01), None
patent: 0889045 (1999-01-01), None
patent: WO 2005/097801 (2005-10-01), None
patent: WO 2006/019364 (2006-02-01), None
patent: WO 2006/094672 (2006-09-01), None
patent: WO 2007/062184 (2007-05-01), None
patent: WO 2007/103105 (2007-09-01), None
Coop, et al., “Heterocycles”, vol. 49, 1998, pp. 43-47.
Banerjee, et al., “The Clemmensen Reduction of α, β-Unsaturated Ketones”,Tetrahedron, vol. 42, No. 24, 1986, pp. 6615-6620.
Brogle, et al., “Peak Fronting in High-Performance Liquid Chromatography: a Study of the Chromatographic Behavior of Oxycodone Hydrochloride,”Journal of Pharmaceutical and Biomedical Analysis, vol. 19, pp. 669-678 (1999).
Freund, et al., “Concerning the Conversation of Thebaine into Oxycodeinone and its Derivatives”,Chemical Laboratory of the University of Frankfurt/Main, Institute of the Physikalischer Verein, J. Prakt Chem., vol. 94, 1916, pp. 135-178.
Hauser, et al., “Hydroxycodeinone. An Improved Synthesis”,J. Med. Chem., vol. 17, No. 10, 1974, p. 1117.
Kalso,Journal of Pain and Symptom Management, vol. 29, Issue, Supplement 1, May 20005, pp. 47-56.
Krassnig, et al., “Optimization of the Synthesis of Oxycodone and 5-Methyloxycodone”,Arch. Pharm. Med. Chem., D-69451 (1996) pp. 325-326.
Lutz, et al., “Reduction Studies in the Morphine Series. IX. Hydroxycodeinone”, J. Org., Chem., vol. 4, 1939, p. 220-233.
Nagamatsu, et. al., “Cysteine Conjugate of Morphinone”,Drug Metabolism and Disposition, vol. 11, 3, 1983, pp. 190-194.
Nagamatsu, et al., “Studies on the Mechanism of Covalent Binding of Morphine Metabolites to Proteins in Mouse”,National Institute of Hygienic Sciences, vol. 11, No. 3 (1983) pp. 190-194.
March, et al., “The Michael Reaction”,March's Advanced Organic Chemistry, 2001, pp. 1022-1024.
Muller, et al., “A Rationale for Determining, Testing, and Controlling Specific Impurities in Pharmaceuticals that Possess Potential for Genotoxicity”,Regulatory Toxicology and Pharmacology, 44 (2006) pp. 198-211.
Schwartz, et al., “Efficient Synthesis of 14-Hydroxymorphinans from Codeine”,J. Med. Chem., vol. 24, 1981, pp. 1525-1528.
Seki, Studies on the Morphine Alkaloids and Its Related Compounds. XVII. One-Step Preparations of Enol Ether and Pyrrolidinyl Dienamine of Normorphinone Derivatives,Chem. Pharm, Bull., vol. 18, No. 4, 1970, pp. 671-676.
Weiss, “Derivatives of Morphine II Demethylation of 14-Hydroxycodeinone 14-Hydroxymorphinone and 8,14-Dihydroxydihydromorphinone”,J. Org. Chem., vol. 22, 1957, p. 1505.

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