Pancreatic lipase inhibitor compounds, their synthesis and use

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C544S091000, C544S048000, C206S570000, C549S068000

Reexamination Certificate

active

07064122

ABSTRACT:
The subject invention features compounds having the structure:wherein X is O, S, CH2or NR5; Y is O or S; R1is H, substituted or unsubstituted C1-C15alkyl, C1-C8alkylaryl, —C(O)OR4, —C(O)NR4R5, —CR6R6′OR4, —CR6R6′OC(O)R4, —CR6R6′OC(O)NHR7, —C(O)NR10R11, —C(O)NR8R9NR8R9, —N(R5)C(O)NHR5, or CH2R4; R2is a substituted or unsubstituted, straight chain C1—C30alkyl or branched C3-C30alkyl, aryl, alkylaryl, arylalkyl, heteroarylalkyl or cycloalkyl; R3is H or substituted or unsubstituted C1-C6alkyl or C3-C10cycloalkyl; R4is H or a substituted or unsubstituted, straight chain or branched, C6-C30alkyl, aryl, —CH2-aryl, aryl —C1-C15alkyl, heteroaryl-C1-C15alkyl or C3-C10cycloalkyl; R5is H or a substituted or unsubstituted, straight chain or branched, C6-C30alkyl, aryl C1-C30alkyl, heteroarylalkyl or cycloalkyl; R6and R6′are each independently H, substituted or unsubstituted C1-C6alkyl, dialkyl or C3-C10cycloalkyl or together form a 3-7 membered ring system; R7is H or substituted or unsubstituted C1-C12alkyl or C3-C10cycloalkyl; R8and R9are each independently H, substituted or unsubstituted C1-C6alkyl, C1-C6alkoxy, C1-C6alkylaryl, or NR8R9together form a substituted piperazine or piperidine ring or a dihydro-1H-isoquinoline ring system, or a specific enantiomer thereof, or a specific tautomer, or a pharmaceutically acceptable salt thereof and a method for treating diabetes or obesity by administering a therapeutically effective amount of the compounds of the invention.

REFERENCES:
patent: 4598089 (1986-07-01), Hadvary et al.
patent: 4760063 (1988-07-01), Hallenbach et al.
patent: 5422335 (1995-06-01), Hagen et al.
patent: 6037340 (2000-03-01), Castelhano et al.
patent: 0129748 (1985-01-01), None
patent: WO9619482 (1996-06-01), None
patent: WO9727200 (1997-07-01), None
patent: WO9748707 (1997-12-01), None
patent: WO9845298 (1998-10-01), None
patent: WO9854192 (1998-12-01), None
patent: WO0030646 (2000-06-01), None
patent: WO0040247 (2000-07-01), None
patent: WO0040569 (2000-07-01), None
patent: WO0320282 (2003-03-01), None
Gutschow et al. {J. Med. Chem. (1999) 42:5437-5447}.
Gutschow, M. et al. “2-(Diethylamino)thieno[1,3]oxazin-4-ones as Stable Inhibitors of Human Leukocyte Elastase”J. Med. Chem. (1999) 42: 5437-5447 (Exhibit 2).
McKibben, B.P. et al., “Practical Synthesis of Tetrasubstituted Thiophenes for Use in Compound Libraries”Terrahedron Lett. (1999) 40: 5471-5474 (Exhibit 13).
Yoshisuke, T. et al.,Chem. Pharm. Bull. (1991) 39(1): 18-22 (Exhibit 14).
Tinney, F.J. et al., “Synthesis and antiallergy activity of 4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidines”J. Med. Chem. (1981) 24: 878-882 (Exhibit 15).
Hadvary, P. et al., “Inhibition of pancreatic lipase in vitro by the covalent inhibitor tetrahydrolipstatin”Biochem. J. (1988) 256: 357-361 (Exhibit 16).
Hadvary, P. et al., “Inhibition of pancreatic lipase in vitro by the covalent inhibitor tetrahydrolipstatin”Biochem. J. (1988) 256: 357-361 (Exhibit 17).
Gutschow, M. and Neumann, U. “Novel Thieno[2,3-d][1,3]oxazin-4-ones as Inhibitors of Human Leukocyte Elastase”J. Med. Chem. (1998) 41(10):1729-1740 (Exhibit 18).
Wang, Z. et al., “A New Approach to the Synthesis of Heteroannulated 3,1-Oxazin-4-ones from β-Enamino Esters and Phosgeneiminium Salts”Synthesis(2000) 2: 255-258 (Exhibit 19); and.
Achakzi, D. et al., “Synthesis of Heterocondensed 6H-1,3-Oxazin-6-ones from N-Acylenamino Esters in the System Triphenylphosphane/Hexachloroethane/Triethylamine”Chem. Ber. (1981) 1 14(9): 3188-3194 (Exhibit 20).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Pancreatic lipase inhibitor compounds, their synthesis and use does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Pancreatic lipase inhibitor compounds, their synthesis and use, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pancreatic lipase inhibitor compounds, their synthesis and use will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3636551

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.