Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...
Reexamination Certificate
2007-07-10
2007-07-10
Coleman, Brenda (Department: 1624)
Organic compounds -- part of the class 532-570 series
Organic compounds
Unsubstituted hydrocarbyl chain between the ring and the -c-...
C540S589000
Reexamination Certificate
active
10478770
ABSTRACT:
A method for the preparation of 10,11-dihydro-10-hydroxy-5H-dibenz/b,f/azepine-5-carboxamide and 10,11-dihydro-10-oxo-5H-dibenz/b,f/azepine-5-carboxamide from carbamazepine via a three-step process involving (i) epoxidation of carbamazepine; (ii) ring-opening of the resulting epoxide and (iii) oxidation of the resulting alcohol
REFERENCES:
patent: 5753646 (1998-05-01), Benes et al.
patent: 642950 (1984-05-01), None
patent: 2246842 (1973-04-01), None
patent: 7902811 (1979-10-01), None
K.M. Baker, J. Csetenyi, A. Frigerio, P.L. Morselli: “10, 11-Dihydro-10, 11-dihydroxy-5H-dibenz(b,f)azepine-5-carboxamide, a metoabolite of carbamazephine isolated from human and rat urine”, J. of Med. Chemistry, vol. 16, No. 6, 1973, pp. 703-705, XP002209649.
L. Canali, D.C. Sherrington, H. Deleuze: “Synthesis of resins with pendently-bound chiral manganese-salen complexes and use as heterogeneous asymmetric alkene epoxidation catalysts” Reactive and Functional Polymers, Elsevier Science Publishers, vol. 40, No. 2, May 15, 1999, pp. 155-168, XP004164106, ISSN: 1381-5148.
C.H. Senanayake et al: “The Role of 4-(3-Phenylpropyl)pyridine N-Oxide (P3NO) in the Managanese-Salen-Catalyzed AsymmetRic Epoxidation of Indene” Tetrahedron Letters, Elsevier Science Publishers, vol. 37, No. 19, May 6, 1996, pp. 3271-3274, XP004029376, ISSN: 0040-4039.
G. Bellucci, G. Berti, C. Chiappe, A. Lippi, F. Marioni: “The metaolism of carbamazephine in humans: Steric course of the enzymatic hydrolysis of the 10, 11-epoxide”, J. Med. Chem., Am. Chem. Soc., vol. 30, 1987, pp. 768-773, XP002209650.
M. Oshina, H. Yamazaki, I. Shimizu, M. Nisar, J. Tsuji: “Palladium-catalyized selective hydrogenolysis of alkenyloxiranes with formic acid. Stereoselectivity and synthetic utility”, J. Am. Chem. Soc., Am. Chem. Soc., vol. 111, 1989, pp. 6280-6287, XP002209651.
E.J. Corey, E.P. Barrette, P.A. Magriotis: “A new Cr(IV) reagent for the catalytic oxidation of secondary alcohols to ketones”, Tetrahedron Letters, Pergamon Press Ltd., vol. 26, No. 48, 1985, pp. 5855-5858, XP001095121.
S.M. Grant, D. Faulds.: “Oxcarbazephine. A review of its pharmacology and therapeutic potential in elipepsy, Trigeminal neuralgia and affective disorders”, Drugs, Adis International Ltd., vol. 43, No. 6, 1992, pp. 873-888, XP002039768, ISSN: 0012-6667.
J. Benes et al: “Anticonvulsant and sodium channel-blocking properties of Novel 10, 11-Dihydro-5H-dibenz(b,f)azepine-5-carboxamide derivitives” J. of Medicinal Chem., Am. Chem. Soc., vol. 42, 1999, pp. 2582-2587, XP002206156, ISSN; 0022-2623.
S.-I. Murahashi, T. Naota, Y. Oda, N. Hirai: “Ruthenium catalysed oxidation of alcohols with peracids”, Synlett, vol. 7, 1995, pp. 733-734XP001093973.
Coleman Brenda
Portela & C.A., S.A.
Rankin, Hill Porter & Clark LLP
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