Patents by Inventor Robert T. Buckler
Robert T. Buckler 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: 4292425Abstract: Reagents for use in binding assays, particularly immunoassays, to determine valproic acid in liquid media such as serum. Such reagents include antibody to valproic acid and .beta.-galactosyl-umbelliferone-valproic acid conjugates. Also provided are compounds used to prepare such reagents, including valproic acid immunogen conjugates and intermediates in the synthesis of such immunogen conjugates and .beta.-galactosyl-umbelliferone-labeled conjugates.Type: GrantFiled: April 14, 1980Date of Patent: September 29, 1981Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, John F. Burd, Raphael C. Wong
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Patent number: 4273715Abstract: Title compounds of the formula: ##STR1## wherein R is hydroxy substituted lower alkyl. The compounds have advantageous water solubility and spectral characteristics for use as instrument calibrators for certain homogeneous fluorescent immunoassays.Type: GrantFiled: April 14, 1980Date of Patent: June 16, 1981Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, John F. Burd
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Patent number: 4261974Abstract: Reagents for use in binding assays, particularly immunoassays, to determine valproic acid in liquid media such as serum. Such reagents include antibody to valproic acid and .beta.-galactosyl-umbelliferone-valproic acid conjugates. Also provided are compounds used to prepare such reagents, including valproic acid immunogen conjugates and intermediates in the synthesis of such immunogen conjugates and .beta.-galactosyl-umbelliferone-labeled conjugates.Type: GrantFiled: November 13, 1979Date of Patent: April 14, 1981Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, John F. Burd, Raphael C. Wong
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Patent number: 4241069Abstract: Compounds which are 3-methylene flavanones and 3-methylene chromanones having activity against microorganisms are disclosed. The compounds are represented by the general structural formula: ##STR1## wherein: R.sup.1 is a member selected from the group consisting of hydrogen, Br, CH.sub.3 and OCH.sub.3 ; R.sup.2 is selected from the group consisting of hydrogen and ##STR2## wherein R.sup.4 is a member selected from the group consisting of hydrogen, Br, Cl, CH.sub.3, OCH.sub.3, NO.sub.2, N(CH.sub.3).sub.3 and CN; R.sup.5 is selected from the group consisting of hydrogen and Cl, with the proviso that when R.sup.5 is Cl, R.sup.4 is hydrogen or Cl; and R.sup.3 is selected from the group consisting of hydrogen, phenyl, 2-thienyl, 4-pyridyl and naphthyl, with the proviso that when R.sup.3 is naphthyl, R.sup.1 and R.sup.2 are hydrogen.Type: GrantFiled: September 4, 1979Date of Patent: December 23, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Frederick E. Ward, David L. Garling
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Patent number: 4238623Abstract: Disclosed are prostaglandin analogues having the structural formula, ##STR1## in which: T is selected from the group consisting of carboxyl, alkoxycarbonyl or cyano;M is selected from the group consisting of carbonyl, R-hydroxymethylene or S-hydroxymethylene;L is selected from the group consisting of methylene or methine, provided L is methine only if J is methine;J is selected from the group consisting of methylene, ethylene, R-hydroxymethylene, S-hydroxymethylene or methine, provided J is methine only if L is methine;W is selected from the group consisting of ##STR2## T.sub.1 and T.sub.2 are attached to adjacent carbon atoms; T.sub.1 is selected from the group consisting of hydrogen or phenyl, provided T.sub.1 is phenyl only if T.sub.2 is lower alkyl;T.sub.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl; orT.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms.Type: GrantFiled: March 29, 1976Date of Patent: December 9, 1980Assignee: Miles Laboratories, Inc.Inventor: Robert T. Buckler
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Patent number: 4238395Abstract: -Dimethyl 7-[.omega.-N-(phthalimido)alkyl]aminonaphthalene -1,2-dicarboxylates of the formula: ##STR1## wherein R is hydrogen or straight chain alkyl containing 1-4 carbon atoms and n=2-6. The compounds are intermediates in the synthesis of chemiluminescent naphthalene-1,2-dicarboxylic acid hydrazide-labeled conjugates which are useful as reagents in specific binding assays for determining ligands or their specific binding partners in liquid media.Type: GrantFiled: October 5, 1979Date of Patent: December 9, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Hartmut R. Schroeder
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Patent number: 4226993Abstract: Amino-functionalized phthalhydrazides of the formula: ##STR1## wherein one of R.sup.5 and R.sup.6 is hydrogen and the other is --NR.sup.7 R.sup.8 ; R.sup.7 is hydrogen or straight chain alkyl containing 1-4 carbon atoms and R.sup.8 isH.sub.2 N--CH.sub.2).sub.nwherein n=2-8. The compounds are intermediates in the synthesis of chemiluminescent phthalhydrazide-labeled conjugates which are useful as reagents in specific binding assays for determining ligands or their specific binding partners in liquid media.Type: GrantFiled: April 30, 1979Date of Patent: October 7, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Hartmut R. Schroeder
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Patent number: 4226992Abstract: Amino-functionalized naphthalene-1,2-dicarboxylic acid hydrazides of the formula: ##STR1## wherein R is hydrogen or straight chain alkyl containing 1-4 carbon atoms and n=2-6. The compounds are intermediates in the synthesis of chemiluminescent naphthalene-1,2-dicarboxylic acid hydrazide-labeled conjugates which are useful as reagents in specific binding assays for determining ligands or their specific binding partners in liquid media.Type: GrantFiled: October 5, 1979Date of Patent: October 7, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Hartmut R. Schroeder
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Patent number: 4225485Abstract: Chemiluminescent-labeled conjugates of the formula: ##STR1## wherein R is hydrogen or straight chain alkyl containing 1-4 carbon atoms, n=2-6 and L(CO-- is a specifically bindable ligand, such as an antigenic protein or polypeptide, a hapten or an antibody, or a binding analog thereof, bound through an amide bond; and intermediates produced in the synthesis of such conjugates. The labeled conjugates are useful as reagents in specific binding assays for determining ligands or their specific binding partners in liquid media.Type: GrantFiled: July 24, 1978Date of Patent: September 30, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Hartmut R. Schroeder
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Patent number: 4213964Abstract: Reagents for use in binding assays, particularly immuno assays, to determine diphenylhydantoin and for preparing reagents employed in such assays, including .beta.-galactosyl-umbelliferone-diphenylhydantoin conjugates, diphenylhydantoin immunogens, and N.sup.1, N.sup.3 and .omicron.-phenyl derivatives of diphenylhydantoin for preparing same. N.sup.1 and N.sup.3 -.omega.-aminoalkyl and .omicron.-(.omega.-aminoalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to a .beta.-galactosyl-umbelliferone derivative to form labeled conjugates useful in homogeneous or heterogeneous binding assays. N.sup.1 and N.sup.3 -.omega.-carboxyalkyl and .omicron.-(.omega.-carboxyalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to an immunogenic polyamino acid to form immunogen conjugates against which diphenylhydantoin-specific antibodies can be raised.Type: GrantFiled: December 7, 1978Date of Patent: July 22, 1980Assignee: Miles Laboratories, Inc.Inventor: Robert T. Buckler
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Patent number: 4213894Abstract: Reagents for use in binding assays, particularly immunoassays, to determine diphenylhydantoin and for preparing reagents employed in such assays, including .beta.-galactosyl-umbelliferone-diphenylhydantoin conjugates, diphenylhydantoin immunogens, and N.sup.1, N.sup.3 and o-phenyl derivatives of diphenylhydantoin for preparing same. N.sup.1 and N.sup.3 -.omega.-aminoalkyl and o-(.omega.-aminoalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to a .beta.-galactosyl-umbelliferone derivative to form labeled conjugates useful in homogeneous or heterogeneous binding assays. N.sup.1 and N.sup.3 -.omega.-carboxyalkyl and o-(.omega.-carboxyalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to an immunogenic polyamino acid to form immunogen conjugates against which diphenylhydantoin-specific antibodies can be raised.Type: GrantFiled: December 7, 1978Date of Patent: July 22, 1980Assignee: Miles Laboratories, Inc.Inventor: Robert T. Buckler
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Patent number: 4212805Abstract: Bis-phthalimides of the formula: ##STR1## wherein one of R.sup.9 and R.sup.10 is hydrogen and the other is--NR.sup.11 R.sup.12 ; R.sup.11 is hydrogen or straight chain alkyl containing 1-4 carbon atoms and R.sup.12 is ##STR2## wherein n=2-8. The compounds are intermediates in the synthesis of chemiluminescent phthalhydrazide-labeled conjugates which are useful as reagents in specific binding assays for determining ligands or their specific binding partners in liquid media.Type: GrantFiled: April 30, 1979Date of Patent: July 15, 1980Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, Hartmut R. Schroeder
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Patent number: 4194048Abstract: Reagents for use in binding assays, particularly immuno-assays, to determine diphenylhydantoin and for preparing reagents employed in such assays, including .beta.-galactosyl-umbelliferone-diphenylhydantoin conjugates, diphenylhydantoin immunogens, and N.sup.1, N.sup.3 and .omicron.-phenyl derivatives of diphenylhydantoin for preparing same. N.sup.1 and N.sup.3 -.omega.-aminoalkyl and .omicron.-(.omega.-aminoalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to a .beta.-galactosyl-umbelliferone derivative to form labeled conjugates useful in homogeneous or heterogeneous binding assays. N.sup.1 and N.sup.3 -.omega.-carboxyalkyl and .omicron.-(.omega.-carboxyalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to an immunogenic polyamino acid to form immunogen conjugates against which diphenylhydantoin-specific antibodies can be raised.Type: GrantFiled: December 7, 1978Date of Patent: March 18, 1980Assignee: Miles Laboratories, Inc.Inventor: Robert T. Buckler
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Patent number: 4182856Abstract: Reagents for use in binding assays, particularly immunoassays, to determine diphenylhydantoin and for preparing reagents employed in such assays, including .beta.-galactosyl-umbelliferone-diphenylhydantoin conjugates, diphenylhydantoin immunogens, and N.sup.1, N.sup.3 and o-phenyl derivatives of diphenylhydantoin for preparing same. N.sup.1 and N.sup.3 -.omega.-aminoalkyl and o-(.omega.-aminoalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to a .beta.-galactosyl-umbelliferone derivative to form labeled conjugates useful in homogeneous or heterogeneous binding assays. N.sup.1 and N.sup.3 -.omega.-carboxyalkyl and o-(.omega.-carboxyalkoxy)-phenyl derivatives are prepared and coupled by amide linkage to an immunogenic polyamino acid to form immunogen conjugates against which diphenylhydantoin-specific antibodies can be raised.Type: GrantFiled: April 25, 1978Date of Patent: January 8, 1980Assignee: Miles Laboratories, Inc.Inventor: Robert T. Buckler
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Patent number: 4149007Abstract: Analogues of prostaglandins A, E and F in which a phenyl moiety is attached to the C.sub.14 carbon atom are disclosed. Also disclosed are methods of preparing the analogues and starting materials. The compounds have the structural formula: ##STR1## in which J is methylene, R or S-hydroxymethylene or methine; L is methylene or methine and can be methine only when J is methine; M is carbonyl, R or S-hydroxymethylene; Q is ethylene, Z-vinylene or inter-phenylene; T is an alkoxy-carbonyl having from 2 to 3 carbon atoms inclusive, or carboxyl; and B is a loweralkyl of from 1 to 5 carbon atoms.The prostaglandin analogues of the present invention exhibit a separation of pharmacological activity. The analogues can be used for platelet aggregation (and Methyl 14-Phenyl-11.alpha.,15S-dihydroxy-9-oxoprost-13E-en-1-oate can be used for antagonism for smooth muscle stimulation) without the accompanying undesirable side effects of natural prostaglandins, e.g., flush, headache, abdominal cramps and nausea.Type: GrantFiled: June 24, 1977Date of Patent: April 10, 1979Assignee: Miles Laboratories, Inc.Inventors: Robert T. Buckler, David L. Garling