Patents Represented by Attorney William B. Scanlon
  • Patent number: 4552763
    Abstract: Antibiotic compositions comprising a 1-oxa .beta.-lactam antibiotic compound of the formula ##STR1## or pharmaceutically acceptable salts thereof and either tobramycin, amikacin or piperacillin exhibit synergistic activity against multiple-antibiotic-resistant organisms. The 1-oxa compound can be used in conjunction with tobramycin, amikacin or piperacillin in a method of treating infections caused by resistant organisms.
    Type: Grant
    Filed: January 27, 1984
    Date of Patent: November 12, 1985
    Assignee: Eli Lilly and Company
    Inventor: Gordon L. Brier
  • Patent number: 4537959
    Abstract: Ceftazidime bishydrobromide crystalline monohydrates are provided and are useful for preparing crystalline ceftazidime pentahydrate.
    Type: Grant
    Filed: March 26, 1984
    Date of Patent: August 27, 1985
    Assignee: Eli Lilly and Company
    Inventor: Ta-Sen Chou
  • Patent number: 4525354
    Abstract: Antibiotic albicidin, a non-peptide antibiotic, is produced by culturing chlorosis-inducing strains of Xanthomonas albilineans isolated from diseased sugarcane, and mutants thereof. The antibiotic is isolated from the culture medium by adsorption on resin and is purified by gel filtration and HPLC.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: June 25, 1985
    Assignee: University of Hawaii
    Inventors: Robert G. Birch, Suresh S. Patil
  • Patent number: 4521598
    Abstract: 7.beta.-Acylamino-3-azido-3-cephem-4-carboxylic acid esters are obtained with the corresponding 3-halo or 3-sulfonyloxy-3-cephem esters and an alkali metal azide. The 3-azido compounds as the free acids or salts are antibacterial agents while in esterified form react with alcohols and phenols to provide 2-alkoxy (or 2-phenoxy)-3amino-3-cephem esters and isomeric ring expanded 4,7-bicyclo .beta.-lactam compounds, namely [2R-(2.alpha.,7.alpha.,8.beta.)-4-alkoxy (or 4-phenoxy)-9-oxo-8-acylamino-6-thia-1,3-diazabicyclo[5.2.0]non-3-ene-2-car boxylic acids and esters and the corresponding 3-alkoxy (or 3-phenoxy) 1,4-diazabicyclo[5.2.0]non-3-ene-2-carboxylic acids and esters. These reaction products obtained with the azide possess antibacterial properties.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: June 4, 1985
    Assignee: Eli Lilly and Company
    Inventors: Douglas O. Spry, Wayne A. Spitzer
  • Patent number: 4508901
    Abstract: Angiotensin I converting enzyme inhibitors A-58365 factors A, B, and C are produced by culturing Streptomyces chromofuscus NRRL 15098 under submerged aerobic fermentation conditions and are isolated and purified from the acidic filtered fermentation broth via chromatography, in particular HPLC. The factors are useful hypotensive agents.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: April 2, 1985
    Assignee: Eli Lilly and Company
    Inventors: Jon S. Mynderse, Sean C. O'Connor
  • Patent number: 4501739
    Abstract: Cephalosporin compounds substituted in the 7-position by a 2-(5- or 6-membered heterocyclic)-2-oximinoacetylamino group and in the 3-position with a thienopyridinium methyl group or a furopyridinium methyl group are broad spectrum antibiotics highly effective in combating bacterial infections of gram-negative and gram-positive microorganisms. The cephalosporins are best prepared by reacting a silylated 7-[2-(heterocyclic)-2-oximinoacetylamino-3-iodomethyl-3-cephem-4-carboxyli c acid with the thienopyridine or the furopyridine. Pharmaceutical formulations comprising a compound of the invention and a method for treating bacterial infections comprising their use are also provided.
    Type: Grant
    Filed: December 15, 1982
    Date of Patent: February 26, 1985
    Assignee: Eli Lilly and Company
    Inventors: William H. W. Lunn, Robert T. Vasileff
  • Patent number: 4501741
    Abstract: 7.beta.-[2-Amino-2-(benzothien-4,5,6, and 7-yl)acetylamino]-3-substituted-3-cepham-4-carboxylic acids and 7.beta.-[2-amino-2-(2,3-dihydrobenzothien-4,5,6, and 7 yl)acetylamino]-3H- or 3-substituted-3-cephem-4-carboxylic acids (1), e.g. 7.beta.-[2-amino-2-(benzothien-4-yl)acetylamino]-3-methyl-3-cephem-4-carbo xylic acid, are orally effective antibiotics. Also provided are benzothienyl oximino compounds, the corresponding 2,3-dihydro compounds (2) useful as intermediates to (1) and as antibiotics, as well as 7.beta.-(2,2-dialkyl-5-oxo-4-benzothienyl-1-imidazolidinyl)-3H-(3-substitu ted)-3-cephem-4-carboxylic acids and the corresponding 2,3-dihydro compounds (3) useful as antibiotics, and prepared with (1) by condensation with ketones. Pharmaceutical formulations of antibiotic compounds (1), (2), and (3) are provided.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: February 26, 1985
    Assignee: Eli Lilly and Company
    Inventors: Bernard J. Graves, Stjepan Kukolja
  • Patent number: 4500456
    Abstract: 4-Fluoroazetidinone antibacterial agents are provided by a process comprising the reaction of an azetidinone-4-sulfinic acid, or a salt thereof, with perchloryl fluoride (FClO.sub.3) at -80.degree. C. to -25.degree. C., e.g., p-nitrobenzyl 3-methyl-2-(2-oxo-4-sulfino-3-phenoxyacetamido-1-azetidinyl-3-butenoate is reacted with FClO.sub.3 to provide corresponding 4-fluoroazetidinone. The latter is isomerized with a tertiary amine to corresponding 2-butenoate which a carboxy group deprotection provides an antibacterial compound.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: February 19, 1985
    Assignee: Eli Lilly and Company
    Inventors: Wayne A. Spitzer, Theodore Goodson, Jr.
  • Patent number: 4479897
    Abstract: Actaplanin antibiotics (A4696) designated as C.sub.2a, D.sub.1, D.sub.2, K, L, M, N, and O are obtained by the partial acidic hydrolysis of known actaplanins at about pH 1.85 for 2.5 hours at about 90.degree. C. The new actaplanins, like the known actaplanins, are glycopeptides which possess antibacterial activity and, either alone or as a mixture with other actaplanins, improve the feed efficiency in ruminants, swine and poultry.
    Type: Grant
    Filed: April 27, 1983
    Date of Patent: October 30, 1984
    Assignee: Eli Lilly and Company
    Inventors: Ann H. Hunt, Kurt E. Merkel
  • Patent number: 4461723
    Abstract: Glycopeptide antibiotic A-4696G is produced by culturing Actinoplanes missouriensis mutant strain ATCC 31681 under submerged aerobic fermentation conditions, and is recovered from the fermentation broth by resin adsorption and chromatographic purification. A-4696G inhibits the growth of bacteria pathogenic to man and animals and also enhances the growth of ruminants by increasing feed utilization.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: July 24, 1984
    Assignee: Eli Lilly and Company
    Inventors: Charles L. Hershberger, Kurt E. Merkel, Robert E. Weeks, Gene M. Wild
  • Patent number: 4458071
    Abstract: An azetidin-2-one-4-sulfinic acid represented by the formula ##STR1## is reacted with Pb(OAc).sub.4 in liquid SO.sub.2 containing CuII ion to provide isomeric cyclization products of the formulas ##STR2## wherein R is e.g. benzyl, phenoxymethyl, benzyloxy, diphenylmethoxy, and R.sub.1 is a carboxy-protecting group. The products of the process are useful intermediates for 1-oxa-.beta.-lactam antibacterials.
    Type: Grant
    Filed: November 16, 1982
    Date of Patent: July 3, 1984
    Assignee: Eli Lilly and Company
    Inventor: David A. Hall
  • Patent number: 4452741
    Abstract: Antibiotic A-39183 complex, comprising microbiologically active, related factors A, B, C, D, and E, is produced by submerged, aerobic fermentation of a new microorganism Streptomyces sp., NRRL 12049. The A-39183 antibiotics are closely related antibiotics. The individual A-39183 factors are separated by chromatography. The A-39183 factors are antibacterial agents which have activity against Staphylococcus and Streptococcus species that are penicillin resistant. The A-39183 factors are also active against both gram-positive and gram-negative anaerobic bacteria, and are ionophores.
    Type: Grant
    Filed: February 23, 1983
    Date of Patent: June 5, 1984
    Assignee: Eli Lilly and Company
    Inventors: Kay F. Koch, Ralph E. Kastner
  • Patent number: 4452778
    Abstract: Antibiotic compositions comprising a 1-oxa .beta.-lactam antibiotic compound of the formula ##STR1## or pharmaceutically acceptable salts thereof and either tobramycin, amikacin or piperacillin exhibit synergistic activity against multiple-antibiotic-resistant organisms. The 1-oxa compound can be used in conjunction with tobramycin, amikacin or piperacillin in a method of treating infections caused by resistant organisms.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: June 5, 1984
    Assignee: Eli Lilly and Company
    Inventor: Gordon L. Brier
  • Patent number: 4450270
    Abstract: Broad spectrum cephalosporin betaine antibiotics represented by the formula ##STR1## wherein Q is an oximino-substituted pyridinium, quinolinium or isoquinolinium group of the formulas ##STR2## wherein R.sub.1 and R.sub.2 are hydrogen or C.sub.1 -C.sub.3 alkyl; and R' is an amino-substituted 5- or 6-membered heterocyclic, e.g., 2-aminothiazol-4-yl; and R" is C.sub.1 -C.sub.4 alkyl, an N-substituted carbamoyl group, or a carboxy-substituted alkyl or cycloalkyl group; have potent activity vs. G.sup.- organisms. Pharmaceutical formulations and a method for treating infectious disease with above compounds are provided.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: May 22, 1984
    Assignee: Eli Lilly and Company
    Inventor: William H. W. Lunn
  • Patent number: 4436912
    Abstract: Cephalosporin broad spectrum antibiotics possessing a 7.beta.-[2-[(2-aminooxazol)-4-yl]-2-(substituted oximino)]acetamido side chain and a variety of substituents at the 3-position of the cephalosporins are claimed. Also claimed are intermediates in the synthesis of the above cephalosporin antibiotics.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: March 13, 1984
    Assignee: Eli Lilly and Company
    Inventor: William J. Wheeler
  • Patent number: 4406898
    Abstract: Broad spectrum cephalosporin antibiotics represented by the betaine structure of the formula ##STR1## wherein R is a 5-membered amino-substituted heterocyclic containing oxygen and nitrogen; R' is e.g., hydrogen or C.sub.1 -C.sub.4 alkyl; and bicyclicpyridinium is a thienopyridinium or a furopyridinium group; are prepared by reacting a silylated 3-iodomethyl cephalosporin with a thienopyridine, e.g., thieno[2,3-b]pyridine or a furopyridine. The compounds are potent antibacterials against gram-positive and gram-negative organisms. Pharmaceutical compositions and a method for treating bacterial infections are also provided.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: September 27, 1983
    Assignee: Eli Lilly and Company
    Inventors: William H. W. Lunn, Robert T. Vasileff
  • Patent number: 4404282
    Abstract: Angiotensin I converting enzyme inhibitor A-58365 factor B is provided in greater abundance than coproduced Factor A by culturing Streptomyces chromofuscus NRRL 15098 under submerged aerobic fermentation conditions in an aqueous nutrient culture medium supplement with the amino acids proline and lysine.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: September 13, 1983
    Assignee: Eli Lilly and Company
    Inventor: Walter M. Nakatsukasa
  • Patent number: 4404281
    Abstract: Angiotensin I converting enzyme inhibitor A-58365 factor A is produced in enhanced yields by culturing Streptomyces chromofuscus NRRL 15098 under submerged aerobic fermentation conditions in a proline supplemented aqueous nutrient culture medium containing assimilable sources of carbon, nitrogen and inorganic salts.
    Type: Grant
    Filed: August 19, 1982
    Date of Patent: September 13, 1983
    Assignee: Eli Lilly and Company
    Inventors: Sean C. O'Connor, Walter M. Nakatsukasa
  • Patent number: 4402955
    Abstract: Broad spectrum cephalosporin betaine antibiotics represented by the formula ##STR1## wherein Q is an oximino-substituted pyridinium, quinolinium or isoquinolinium group of the formulas ##STR2## wherein R.sub.1 and R.sub.2 are hydrogen or C.sub.1 -C.sub.3 alkyl; and R' is an amino-substituted 5- or 6-membered heterocyclic, eg., 2-aminothiazol-4-yl; and R" is C.sub.1 -C.sub.4 alkyl, an N-substituted carbamoyl group, or a carboxy-substituted alkyl or cycloalkyl group; have potent activity vs. G.sup.- organisms. Pharmaceutical formulations and a method for treating infectious disease with above compounds are provided.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: September 6, 1983
    Assignee: Eli Lilly and Company
    Inventor: William H. W. Lunn
  • Patent number: 4401668
    Abstract: Cephalosporin broad spectrum antibiotics represented by the formula ##STR1## wherein R' is an amino-substituted 5- or 6-membered nitrogen heterocyclic ring, eg. 2-aminothiazol-4-yl and 3-aminopyridin-1-yl; R" is hydrogen, C.sub.1 -C.sub.4 alkyl, a carboxy-substituted alkyl or cycloalkyl group, or a carbamoyl or substituted carbamoyl group; and R.sub.1 and R.sub.2 are hydrogen, C.sub.1 -C.sub.4 alkyl, mono or di(C.sub.1 -C.sub.4 alkyl)amino, mono or di(hydroxy-substituted C.sub.2 -C.sub.4 alkyl)amino; are provided. These betaine cephalosporins are provided in antibiotic formulations and are useful in a method for treating infections.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: August 30, 1983
    Assignee: Eli Lilly and Company
    Inventor: William H. W. Lunn