Patents by Inventor Daniel T. Chu
Daniel T. Chu has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5693813Abstract: A process for the preparation of a compound having the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are defined, from an enamine by chain expansion and ring closure followed by additional derivatization, treatment with a 3-alkoxyl-acryloyl compound, another ring closure, and converting a hydroxyl group to a leaving group.Type: GrantFiled: February 26, 1997Date of Patent: December 2, 1997Assignee: Abbott LaboratoriesInventors: Wei-Bo Wang, Francis A. J. Kerdesky, Chi-Nung W. Hsiao, Qun Li, Daniel T. Chu
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Patent number: 5668164Abstract: Process for preparation of chiral cis-3,4-substituted pyrrolidine compounds having the formulas: ##STR1## and chiral 3,4-trans-substituted pyrrolidine compounds having the formulas: ##STR2## with the assistance of a streochemically directing chiral oxazolidinone moiety having the formula: ##STR3## wherein P, R and R.sup.1 are specifically defined, by sequential reaction of the compound or subsequent intermediates with an a,b-unsaturated add chloride, reaction with N-benzyl-N-(methoxymethyl)trimethyl-silylmethylamine and separating isomers by chromatography, hydrolytic removal of the oxazolidinone moiety, reaction with diphenylphosphoryl azide and triethylamine, and debenzylating; and novel intermediates of the process.Type: GrantFiled: December 12, 1996Date of Patent: September 16, 1997Assignee: Abbott LaboratoriesInventors: Zhenkun Ma, Curt S. Cooper, Anthony K. L. Fung, Daniel T. Chu
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Patent number: 5624924Abstract: Quinobenzothiazine derivatives of the formula ##STR1## as well as the pharmaceutically acceptable salts, esters, amides and prodrugs thereof are disclosed, wherein R.sup.1 is hydrogen or acarboxy-protecting group, R.sup.2 and R.sup.3 are substitutents, A is oxygen, sulfur, or carbon, Z is a halogen or a nitrogen-containing group, X is hydrogen, halogen or alkyl, and W is hydrogen, alkyl, amino or halogen. The compounds have potent antineoplastic activity.Type: GrantFiled: June 6, 1994Date of Patent: April 29, 1997Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Jacob J. Plattner, Robert Hallas
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Patent number: 5618813Abstract: Benzo[5.6]pyrano[2.3.4-ij]quinolizine and benzo[5.6]thiopyrano[2.3.4-ij]quinolizine compounds having the formula ##STR1## wherein A is sulfur or oxygen; R.sup.1 is selected from the group consisting of hydroxy, protected-hydroxy, C.sub.1 -C.sub.6 -alkoxy, halo, amino, C.sub.1 -C.sub.6 -alkylamino, hydroxy-C.sub.1 -C.sub.6 -alkylamino, bicyclic nitrogen-containing heterocycle, nitrogen-containing aromatic heterocycle, and nitrogen-containing heterocycle; R.sup.2 is selected from the group consisting of hydrogen, halo, C.sub.1 -C.sub.6 -alkyl, or halo-C.sub.1 -C.sub.6 -alkyl; R.sup.3 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.5 -C.sub.7 -cycloalkyl; and R.sup.4 and R.sup.5 are independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.Type: GrantFiled: May 26, 1995Date of Patent: April 8, 1997Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Qun Li, Kathleen Raye
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Patent number: 5618949Abstract: Process for preparation of chiral cis-3,4-substituted pyrrolidine compounds having the formulas ##STR1## and chiral 3,4-trans-substituted pyrrolidine compounds having the formulas ##STR2## with the assistance of a stereochemically directing chiral oxazolidinone moiety having the formula ##STR3## wherein P, R and R.sup.1 are specifically defined, by sequential reaction of the compound or subsequent intermediates with an a,b-unsaturated acid chloride, reaction with N-benzyl-N-(methoxymethyl)trimethylsilylmethylamine and separating isomers by chromatography, hydrolytic removal of the oxazolidinone moiety, reaction with diphenylphosphoryl azide and triethylamine, and debenzylating; and novel intermediates of the process.Type: GrantFiled: July 12, 1996Date of Patent: April 8, 1997Assignee: Abbott LaboratoriesInventors: Zhenkun Ma, Curt S. Cooper, Anthony K. L. Fung, Daniel T. Chu
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Patent number: 5599816Abstract: Antibacterial compounds having the formula ##STR1## and the pharmaceutically acceptable salts, esters and amides thereof, selected preferred examples of which include those compounds whereinA is.dbd.CR.sup.6 --;R.sup.1 is cycloalkyl of from three to eight carbon atoms or substituted phenyl;R.sup.2 is selected from the group consisting of ##STR2## R.sup.3 is halogen; R.sup.4 is hydrogen, loweralkyl, a pharmaceutically acceptable cation, or a prodrug ester group;R.sup.5 is hydrogen, loweralkyl, halo(loweralkyl), or --NR.sup.13 R.sup.14 ; andR.sup.6 is halogen, loweralkyl, halo(loweralkyl), hydroxy-substituted loweralkyl, loweralkoxy(loweralkyl), loweralkoxy, or amino(loweralkyl),as well as pharmaceutical compositions containing such compounds and the use of the same in the treatment of bacterial infections.Type: GrantFiled: June 7, 1995Date of Patent: February 4, 1997Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Qun Li, Curt S. Cooper, Anthony K. L. Fung, Cheuk M. Lee, Jacob J. Plattner, Zhenkun Ma, Wei-Bo Wang
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Patent number: 5580872Abstract: Antibacterial compounds having the formula ##STR1## and the pharmaceutically acceptable salts, esters and amides thereof, preferred examples of which include those compounds whereinA is .dbd.CR.sup.6 --;R.sup.1 is cycloalkyl of from three to eight carbon atoms or substituted phenyl;R.sup.2 is selected from the group consisting of ##STR2## R.sup.3 is halogen; R.sup.4 is hydrogen, loweralkyl, a pharmaceutically acceptable cation, or a prodrug ester group;R.sup.5 is hydrogen, loweralkyl, halo(loweralkyl), or --NR.sup.13 R.sup.14 ; andR.sup.6 is halogen, loweralkyl, halo(loweralkyl), hydroxy-substituted loweralkyl, loweralkoxy(loweralkyl), loweralkoxy, or amino(loweralkyl),as well as pharmaceutical compositions containing such compounds and the use of the same in the treatment of bacterial infections.Type: GrantFiled: September 30, 1994Date of Patent: December 3, 1996Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Qun Li, Curt S. Cooper, Anthony K. L. Fung, Cheuk M. Lee, Jacob J. Plattner
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Patent number: 5359088Abstract: A process for the preparation of enantiomerically homogeneous aminopyrrolidinyl naphthyridine carboxylic acids and quinolone carboxylic acids, and for the preparation of intermediates that are useful in the production of these carboxylic acids.Type: GrantFiled: March 29, 1993Date of Patent: October 25, 1994Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Terry J. Rosen
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Patent number: 5318965Abstract: Quinobenzoxazine, derivatives of the formula ##STR1## as well as the pharmaceutically acceptable salts, esters, amides and prodrugs thereof are disclosed, wherein R.sup.1 is hydrogen or a carboxy-protecting group, R.sup.2 and R.sup.3 are substitutents, A is oxygen, Z is a halogen or a nitrogen-containing group, X is hydrogen, halogen or alkyl, and W is hydrogen, alkyl, amino or halogen. The compounds have potent antineoplastic activity.Type: GrantFiled: February 27, 1992Date of Patent: June 7, 1994Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Jacob J. Plattner, Robert Hallas
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Patent number: 5262559Abstract: A process for producing a 1,4-dihydro-4-oxo-quinoline-3-carboxylic acid by reacting an acctophenone with a dialkoxycarbonate to obtain the corresponding .beta.-ketoester, treating the .beta.-ketoester with a trialkylorthoformate in the presence of an acid anhydride followed by treatment with a substituted or unsubstituted amine to obtain the corresponding enaminoketoester, and then reacting the enaminoketoester with a strong base to obtain the corresponding quinoline-3-carboxylic acid ester. The acid ester may then be hydrolyzed, if desired, to obtain the quinoline-3-carboxylic acid. Also disclosed herein are compounds useful as intermediates useful in the production of quinoline-3-carboxylic acid.Type: GrantFiled: January 17, 1991Date of Patent: November 16, 1993Assignee: Abbott LaboratoriesInventor: Daniel T. Chu
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Patent number: 5252747Abstract: Chiral compounds having the formulae ##STR1## useful in the synthesis of quinolone intermediates.Type: GrantFiled: September 11, 1992Date of Patent: October 12, 1993Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Qun Li
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Patent number: 5137892Abstract: Novel antibacterial compounds are disclosed having the formula ##STR1## as well as pharmaceutically acceptable salts, esters, amide and prodrugs thereof,wherein R.sup.1 is selected from the group consisting of (a) lower alkyl, (b) halo(lower alkyl), (c) lower alkyl(alkynyl), (d) lower cycloalkyl, (e) lower alkylamino, (f) nitrogen-containing aromatic heterocycle, (g) bicyclic alkyl and (h) phenyl;R.sup.2 is selected from the group consisting of hydrogen, lower alkyl, a pharmaceutically acceptable cation, and a prodrug ester group;R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen, halogen, amino, and lower alkyl;R.sup.5 is either a nitrogen-containing heterocycle or a nitrogen-containing spiro-bicyclic-heterocycle; andA is N or C--R.sup.6, wherein R.sup.6 is selected from the group consisting of hydrogen, halogen, lower alkyl, and lower alkoxy, or R.sup.1 and R.sup.Type: GrantFiled: December 12, 1990Date of Patent: August 11, 1992Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Curt S. Cooper
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Patent number: 5057523Abstract: 7-(3-A-amino-1-pyrrolidinyl) substituted naphthyridine and quinoline compounds wherein A is a solubilizing group selected from an amino acid residue or polypeptide chain.Type: GrantFiled: December 15, 1989Date of Patent: October 15, 1991Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Robert Hallas
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Patent number: 5057520Abstract: 7-(3-A-amino-1-pyrrolidinyl) substituted naphthyridine and quinoline compounds wherein A is a solubilizing group selected from an amino acid residue or polypeptide chain.Type: GrantFiled: September 1, 1989Date of Patent: October 15, 1991Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Robert Hallas
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Patent number: 4994599Abstract: A process for producing a 1,4-dihydro-4-oxo-quinoline-3-carboxylic acid by reacting an acctophenone with a dialkoxycarbonate to obtain the corresponding .beta.-ketoester, treating the .beta.-ketoester with a trialkylorthoformate in the presence of an acid anhydride followed by treatment with a substituted or unsubstituted amine to obtain the corresponding enaminoketoester, and then reacting the enaminoketoester with a strong base to obtain the corresponding quinoline-3-carboxylic acid ester. The acid ester may then be hydrolyzed, if desired, to obtain the quinoline-3-carboxylic acid. Also disclosed herein are compounds useful as intermediates useful in the production of quinoline-3-carboxylic acid.Type: GrantFiled: August 21, 1989Date of Patent: February 19, 1991Assignee: Abbott LaboratoriesInventor: Daniel T. Chu
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Patent number: 4962112Abstract: Naphthyridine and quinoline compounds having the formula: ##STR1## wherein A is CH or N; Z is an amine having the formula: ##STR2## R is o,p-difluorophenyl or p-fluorophenyl; and R.sub.1 is hydrogen or a carboxy protecting group. The compounds of the invention have antibacterial activity and improved solubility and pharmacokinetic properties.Type: GrantFiled: February 26, 1988Date of Patent: October 9, 1990Assignee: Abbott LaboratoriesInventors: Terry J. Rosen, Daniel T. Chu
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Patent number: 4956475Abstract: A process for the preparation of enantiomerically homogeneous aminopyrrolidinyl naphthyridine carboxylic acids and quinolone carboxylic acids, and for the preparation of intermediates that are useful in the production of these carboxylic acids.Type: GrantFiled: May 25, 1989Date of Patent: September 11, 1990Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Terry J. Rosen
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Patent number: 4880814Abstract: The present invention includes compounds represented by the formula: ##STR1## wherein R.sub.1 is a hydroxy, a C.sub.1 to C.sub.6 alkoxy, benzoxy, or an alkylcarbonyloxymethoxy group, or R.sub.3 together with R.sub.1 forms a group of the formula --Y--NH-- where Y is oxygen or sulfur; or R.sub.3 is hydrogen; A is nitrogen or CR.sub.2, where R.sub.2 is hydrogen, or halogen, or R.sub.2 together with R forms a group of the formula --X--CH.sub.2 --CH(R.sub.6)-- or --X--CH.sub.2 --CH.dbd.CH.sub.2, wherein X is CH.sub.2, O, S, NH, or NCH.sub.3, and R.sub.6 is hydrogen, alkyl, or C.sub.1 -C.sub.3 haloalkyl; or R is (1) a C.sub.1 to C.sub.4 alkyl, (2) lower cycloalkyl, (3) alkylamino, (4) haloalkyl, (5) an aromatic heterocyclic ring or (6) a substituted phenyl group; and Z is a carbocyclic group;or a pharmaceutically acceptable salt thereof. The compounds of the present invention are useful as antibacterial agents.Type: GrantFiled: November 13, 1987Date of Patent: November 14, 1989Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Terry J. Rosen, Curt S. Cooper
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Patent number: 4859776Abstract: A process for the preparation of enantiomerically homogeneous aminopyrrolidinyl naphthyridine carboxylic acids and quinolone carboxylic acids, and for the preparation of intermediates that are useful in the production of these carboxylic acids. The compounds are useful as anti-bacterials.Type: GrantFiled: March 11, 1988Date of Patent: August 22, 1989Assignee: Abbott LaboratoriesInventors: Daniel T. Chu, Terry J. Rosen
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Patent number: 4826985Abstract: A process for producing racemic or optically active compounds of the formula: ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 to C.sub.6 alkyl or benzyl; and Z is amino or substituted amino. Also disclosed are intermediates useful in the process and methods for producing the intermediates.Type: GrantFiled: July 7, 1988Date of Patent: May 2, 1989Assignee: Abbott LaboratoriesInventors: Lester A. Mitscher, Daniel T. Chu