Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Reexamination Certificate
2007-01-16
2007-01-16
Peselev, Elli (Department: 1623)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
C536S016200
Reexamination Certificate
active
10642807
ABSTRACT:
Novel lincomycin derivatives are disclosed. These lincomycin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against bacteria, including gram positive organisms, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.
REFERENCES:
patent: 2851463 (1958-09-01), Hinman et al.
patent: 2928844 (1960-03-01), De Boer et al.
patent: 3086912 (1963-04-01), Bergy et al.
patent: 3255174 (1966-06-01), Bannister et al.
patent: 3268556 (1966-08-01), Hoeksema
patent: 3282917 (1966-11-01), Magerlein
patent: 3361739 (1968-01-01), Argoudelis et al.
patent: 3364197 (1968-01-01), Hoeksema
patent: 3380992 (1968-04-01), Argoudelis et al.
patent: 3435025 (1969-03-01), Birkenmeyer
patent: 3475407 (1969-10-01), Birkenmeyer
patent: 3496163 (1970-02-01), Birkenmeyer et al.
patent: 3502648 (1970-03-01), Birkenmeyer et al.
patent: 3509127 (1970-04-01), Kagan et al.
patent: 3539689 (1970-11-01), Birkenmeyer et al.
patent: 3544551 (1970-12-01), Kagan et al.
patent: 3549615 (1970-12-01), Birkenmeyer
patent: 3555007 (1971-01-01), Magerlein
patent: 3671647 (1972-06-01), Argoudelis et al.
patent: 3674647 (1972-07-01), Visser
patent: 3692767 (1972-09-01), Magerlein
patent: 3702322 (1972-11-01), Bannister
patent: 3714141 (1973-01-01), Shephard
patent: 3715346 (1973-02-01), Magerlein
patent: 3764672 (1973-10-01), Argoudelis et al.
patent: 3787390 (1974-01-01), Birkenmeyer
patent: 3817979 (1974-06-01), Argoudelis et al.
patent: 3833475 (1974-09-01), Reusser et al.
patent: 3849396 (1974-11-01), Birkenmeyer et al.
patent: 3853843 (1974-12-01), Morozwich
patent: 3856943 (1974-12-01), Birkenmeyer
patent: 3870699 (1975-03-01), Bannister
patent: 3892729 (1975-07-01), Birkenmeyer
patent: 3892730 (1975-07-01), Birkenmeyer
patent: 3915954 (1975-10-01), Bannister
patent: 4031304 (1977-06-01), Bannister
patent: RE29558 (1978-02-01), Bannister
patent: 4271266 (1981-06-01), Bergy et al.
patent: 4278789 (1981-07-01), Birkenmeyer
patent: 4293547 (1981-10-01), Lewis et al.
patent: 4309533 (1982-01-01), Birkenmeyer
patent: 4310660 (1982-01-01), Birkenmeyer
patent: 4317903 (1982-03-01), Hofstetter
patent: 4383109 (1983-05-01), Argoudelis et al.
patent: 4430495 (1984-02-01), Patt et al.
patent: 4464466 (1984-08-01), Argoudelis et al.
patent: 4568741 (1986-02-01), Livingston
patent: 4710565 (1987-12-01), Livingston et al.
patent: 2004/0230046 (2004-11-01), Lewis et al.
patent: 0161 794 (1985-11-01), None
patent: 1 298 295 (1972-11-01), None
patent: 1 347 598 (1974-02-01), None
patent: WO 89/04672 (1989-06-01), None
patent: WO 99/63937 (1999-12-01), None
patent: WO 2004/016632 (2004-02-01), None
patent: WO 2004/016632 (2004-02-01), None
patent: WO 2004/016632 (2004-02-01), None
patent: WO 2005/007665 (2005-01-01), None
patent: WO 2005/012320 (2005-02-01), None
Alexander, J. et al. (1988) “(Acyloxy)alkyl Carbamates as Novel Bioreversible Prodrugs for Amines: Increased Permeation through Biological Membranes,” Journal of Medicinal Chemistry 31(2): 318-22.
Alexander, J. et al. (1996) “Investigation of (Oxodioxolenyl)methyl Carbanates as Nonchiral Bioreversible Prodrug Moieties for Chiral Amines,” Journal of Medicinal Chemistry 39(2): 480-86.
Corrected version of International Search Report mailed on Jul. 26, 2004, for International Application PCT/US03/25820 filed on Aug. 15, 2003.
International Search Report mailed on May 6, 2005, for PCT Patent Application PCT/US2004/019497 filed on Jun. 17, 2004, 7 pages.
International Search Report mailed on Aug. 8, 2005, for PCT Patent Application PCT/US2004/019689 filed on Jun. 17, 2004, 21 pages.
Baldwin, J.E. et al. (1990) “Stereospecific Synthesis of Dealanylalahopein,” TETRAHEDRON 46 (13/14): 4733-48.
Bannister, B. et al. (1980) “The S-Alkylation of Sulphides by an Activated Carbohydrate Epimine Under Acidic Catalysis: the Formation of α-Acetamido-sulphides. Part 4. Reactions with Dithioacetals and Monothioacetals” Journal of the Chemical Society, Perkins Transactions 1 2:540-552.
Bannister, B. et al. (1987) “The S-Alkylation of Sulphides by an Activated Carbohydrate Epimine Under Acidic Catalysis: the Formation of α-Acetamido-sulphides. Part 5. The Introduction of Functionality into the Sulphide Substituent” J. Chem. Res. 4:701-94.
Bannister, B. et al. (1989) “The S-Alkylation of Sulphides by an Activated Carbohydrate Epimine Under Acidic Catalysis: the Formation of α-Acetamido-sulphides. Part 5. The Introduction of Functionality into the Sulphide Substituent” Journal of Chemical Research 4:90-91.
Bousquet, Y. et al. (1997) “Preparation of Enantiopure 4-Oxygenated Pipeolic Acid Derivatives,” TETRAHEDRON 53(46): 15671-15680.
Bundgaard, H. et al. (1980) “Prodrugs as Drug Delivery Systems IV: N-Mannich bases as Potential Novel Prodrugs for Amides, Ureide, Amines, and Other NH-Acidic Compounds,” Journal of Pharmaceutical Sciences 69(1): 44-46.
Deiters, A. et al. (2004) “Synthesis of Oxygen- and Nitrogen-Containing Heterocycles by Ring-Closing Metathesis” Chem. Rev. 104: 2199-2238.
Del Valle, J.R. et al. (2003) “Asymmetric Hydrogenations for the Synthesis of Boc-Protected 4-Alkylprolinols and Prolines,” Journal of Organic Chemistry 68(10): 3923-31.
Dondoni, A. et al. (1997) “Stereoselective Addition of 2-Furyllithium and 2- Thiazolyllithium to Sugar Nitrones. Synthesis of Carbon-Linked Glycoglycines.” Journal of Organic Chemistry 62(16): 5484-96.
Dondini, A. (1994) “Synthesis of N-Benzyl Nitrones” Synthetic Communications 24(18):2537-50.
Flaherty, P. et al. (1996) “Synthesis and Selective Monoamine Oxidase B-Inhibiting Properties of 1-Methyl-2,3,6-Tetrahydropyrid-4-yl Carbomate Derivatives: Potential Prodrugs of (R)- and (S)-Nordeprenyl,” Journal of Medicinal Chemistry 39(24): 4756-61.
Fukuyama, T. et al. (1995) “2- and 4-Nitrobenzenesulfonamides: Exceptionally Versatile Means for Preparation of Secondary Amines and Protection of Amines.” Tetrahedron Letters 36(36): 6373-74.
Griffith, W.P. et al. (1990) “TPAP: Tetra-n-propylammonium Perruthenate, A Mild and Convenient Oxidant for Alcohols.” Aldrichimica Acta 23(1): 13-19.
Ibatullin, F.M. et al. (2002) “Reaction of 1,2-trans-glycosyl acetates with phosphorus pentachloride: new efficient approach to 1,2-trans-glycosyl chlorides” Tetrahedron Letters 43: 9577-9580.
Jensen, N.P. et al. (1980) “Use of Aceylacetone to Prepare a Prodrug of Cycloserine,” Journal of Medicinal Chemistry 23(1): 6-8.
Magerlein, B.J. et al. (1969) “Lincomycin. VIII. 4′-Alkyl-1′demethyl-4′-depropylclindamycins, Potent Antibacterial and Antimalarial Agents” Journal of Medicinal Chemistry 12: 780-84.
Magerlein, B.J. (1967) “Lincomycin. VII. 4′-depropyl-4′-ethoxylincomycins” Journal of Medicinal Chemistry 10(6): 1161-63.
Misiek, M. et al. (1973) “Microbiological Properties of a New Cephalosporin, BL-S 339: 7-(Phenylacetimidoyl-aminoacetamido)-3-(2-Methyl-1,3,4-Thiadiazol-5-Ylthiomethyl)Ceph-3-em-4-Carboxylic Acid” Antimicrobial Agents and Chemotherapy 3(1):40-48.
Myers, A.G. et al. (1999) “Greatly Simplified Procedures for the Synthesis of α-Amino Acids by the Direct Alkylation of Pseudoephedrine Glycinamide Hydrate” J. Org. Chem. 64: 3322-27.
Osuch, C. et al. (1956) “The Use of Organolithium Compounds to effect the Alkylation of 2- and 4-Picoline” Journal of the American Chemical Society 78:1723-25.
Sakamoto, F. et al. (1984) “Studies on Prodrugs. II. Preparation and Characterization of (5-Substituted 2-Oxo-1,3-Dioxolen-4-yl)methyl Esters of Ampicillin” Chem. Pharm. Bull. 36(6):2241-48.
Shek, E. et al. (1976) “Improved Delivery Through Biological Membranes. 2. Distribution, Excretion, and Metabolism of N-Methyl-1,6-dihydropyrident-2-Carbaldoxime Hydrochloride, A Pro-drug of N-Methylpyridi
Anandan Sampath K.
Gordeev Mikhail F.
Lewis Jason
Patel Dinesh V.
Benson Gregg C.
Forman Frank W.
Peselev Elli
Vicuron Pharmaceuticals Inc.
LandOfFree
Lincomycin derivatives possessing antibacterial activity does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Lincomycin derivatives possessing antibacterial activity, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Lincomycin derivatives possessing antibacterial activity will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3809847