Robert T Buckler

US Patent:

47940794, Dec 27, 1988

Filed:

Sep 30, 1985

Appl. No.:

6/781747

Inventors:

Robert T. Buckler - Edwardsburg MI
Robert P. Hatch - Elkhart IN

Assignee:

Miles Inc. - Elkhart IN

International Classification:

C12Q 128

US Classification:

435 28

Abstract:

Fluorogenic indicator compounds responsive to the presence of hydrogen peroxide and methods and test compositions for determining hydrogen peroxide in a test sample. Preferred indicator compounds are 3,4-dihydrocoumarin derivatives and 3,4-dihydro-2-quinolone derivatives, especially those having a dialkylamino group at the 7-position. Such particularly preferred compounds are of the formula: ##STR1## wherein R. sup. 1 is hydrogen, cyano, or --COOR. sup. 6, --CONHR. sup. 6 or --CON(R. sup. 6). sub. 2 where R. sup. 6 is hydrogen, alkyl, alkenyl, or aryl; R. sup. 3 and R. sup. 4 are lower alkyl; and Y is. dbd. 0 or. dbd. N--R. sup. 5 where R. sup. 5 is hydrogen or lower alkyl. The indicator compounds yield highly fluorescent products upon oxidation by hydrogen peroxide in the presence of a peroxidatively active substance and are useful in analytical systems which generate hydrogen peroxide in response to an analyte under determination in a test sample.

US Patent:

44723016, Sep 18, 1984

Filed:

May 27, 1982

Appl. No.:

6/383340

Inventors:

Robert T. Buckler - Edwardsburg MI
Robert J. Carrico - Elkhart IN

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07G 700
A61K 3900

US Classification:

260112B

Abstract:

A propranolol immunogen comprising an unsubstituted hydroxypropylamine precursor of propranolol coupled through a bis-imidate linking group to an immunogenic carrier material. The immunogen is useful to stimulate the production of antibodies which recognize propranolol and can perform as reagents in immunoassays to determine propranolol.

US Patent:

47788933, Oct 18, 1988

Filed:

Jan 5, 1987

Appl. No.:

7/000540

Inventors:

Robert T. Buckler - Edwardsburg MI
Robert P. Hatch - Elkhart IN

Assignee:

Miles Inc. - Elkhart IN

International Classification:

C07D21520
C07D31102

US Classification:

546155

Abstract:

Optical indicator chalcogen (selenide or sulfide) compounds responsive to oxidants, e. g. , hydrogen peroxide, and methods for preparing and using such indicators. Upon oxidation the resulting intermediate undergoes spontaneous elimination of the chalcogen residue to yield a signal compound which provides an optical signal such as fluorescence. Preferred fluorogenic indicator compounds are 3-chalcogen-3,4-dihydrocoumarin derivatives and 3-chalcogen-3,4-dihydro-2-quinolone derivatives. Such indicator compounds provide highly fluorescent products upon oxidation by hydrogen peroxide and are useful in analytical systems which generate hydrogen peroxide in response to the analyte under determination.

US Patent:

42410690, Dec 23, 1980

Filed:

Sep 4, 1979

Appl. No.:

6/072105

Inventors:

Robert T. Buckler - Edwardsburg MI
Frederick E. Ward - Elkhart IN
David L. Garling - Elkhart IN

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07D40504
A61K 3135
A61K 3144
C07D31128

US Classification:

424263

Abstract:

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.

US Patent:

42972736, Oct 27, 1981

Filed:

Jan 14, 1980

Appl. No.:

6/111809

Inventors:

Robert T. Buckler - Edwardsburg MI
Hartmut R. Schroeder - Elkhart IN

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07G 700

US Classification:

260112B

Abstract:

Chemiluminescent-labeled conjugates of the formula: ##STR1## wherein one of R. sup. 1 and R. sup. 2 is hydrogen and the other is --NR. sup. 3 R. sup. 4 ; R. sup. 3 is hydrogen or straight chain alkyl containing 1-4 carbon atoms and R. sup. 4 is L(CO)--HN--(CH. sub. 2). sub. n wherein n=2-8 and L(CO)-- is an antigenic protein or polypeptide bound through an amide bond. The labeled conjugates are useful as reagents in specific binding assays for determining antigenic proteins or polypeptides, or their binding partners, in liquid media.

US Patent:

39857654, Oct 12, 1976

Filed:

Jul 12, 1974

Appl. No.:

5/488111

Inventors:

Robert Thomas Buckler - Edwardsburg MI
Harold Eugene Hartzler - Elkhart IN
Shin Hayao - Tokyo, JA

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07D24906

US Classification:

260308A

Abstract:

Certain phenyl- and (substituted)-phenyl-1,2,3-triazole-alkanoic and -alkenoic acids exhibit antiinflammatory or antipyretic activity.

US Patent:

41003527, Jul 11, 1978

Filed:

Apr 20, 1977

Appl. No.:

5/789131

Inventors:

Robert Thomas Buckler - Edwardsburg MI

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07C17700
C07C 6976

US Classification:

560 53

Abstract:

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.

US Patent:

44607725, Jul 17, 1984

Filed:

May 11, 1983

Appl. No.:

6/493632

Inventors:

Jeffrey L. Benovic - Durham NC
Robert T. Buckler - Edwardsburg MI
John F. Burd - Elkhart IN
Thomas M. Li - Elkhart IN

Assignee:

Miles Laboratories, Inc. - Elkhart IN

International Classification:

C07D23954

US Classification:

544311

Abstract:

Intermediates in the preparation of 9-position derivatives of theophylline useful in synthesizing theophylline immunogens and labeled conjugates. The labeled conjugates and the antibodies produced against the immunogens are particularly useful in homogeneous nonradioisotopic immunoassay for measuring theophylline in biological fluids such as serum.