Patents Represented by Attorney Arthur R. Whale

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  • 12'-Iodo derivatives of dimeric indole-dihydroindole alkaloids, and process for preparing them
    Patent number: 4430269
    Abstract: 12'-Iodo VLB, and related 5-iodo-2,3-disubstituted indoles; and a method for their preparation.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Homer L. Pearce
  • Process for producing an insulin precursor
    Patent number: 4430266
    Abstract: A proinsulin-like disulfide insulin precursor is produced from its corresponding linear chain S-sulfonate insulin precursor by reacting the S-sulfonate with a mercaptan in an amount which provides from about 1 to about 5 --SH moieties per --SSO.sub.3.sup.- moiety in an aqueous medium at a pH of from about 7 to about 11.5 and at an S-sulfonate concentration of up to about 10 mg. per ml. of aqueous medium.
    Type: Grant
    Filed: February 16, 1982
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Bruce H. Frank
  • Method for treating pregnant females for pain and anxiety
    Patent number: 4430327
    Abstract: A method is described for preventing or minimizing the effects of a drug on an embryo or a fetus by placental transport while alleviating pain and anxiety of the pregnant female by administering a pharmaceutically effective amount of a compound of the formulaH-L-Tyr-D-Ala-Gly-L-Phe-L-(N-CH.sub.3)Met-NH.sub.2or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: May 18, 1982
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Robert C. A. Frederickson
  • 7-[2-(2-Aminooxazol-4-yl)-2-(oximino)acetamido]cephalosporin antibiotics
    Patent number: 4430499
    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 8, 1981
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: William J. Wheeler
  • Ruminant lactation improvement
    Patent number: 4430328
    Abstract: Glycopeptide antibiotics improve milk production in lactating ruminants.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Curtis C. Scheifinger
  • Allylic chlorination process
    Patent number: 4430268
    Abstract: This invention provides a novel allylic chlorination process for inserting a chlorine atom on the saturated methyl group of a 3-methyl-2-but-3-enoate group on the ring nitrogen atom of a 2-azetidinone or thiazolinoazetidinone. The chloro-substituted compounds prepared thereby are novel intermediates used in preparation of cephalosporins.
    Type: Grant
    Filed: March 17, 1980
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Robin D. G. Cooper
  • Plant growth regulator compositions and method
    Patent number: 4430113
    Abstract: Compositions having as the essentially active ingredients a mixture of mefluidide and a pyrimidinemethanol growth regulator are disclosed. A method for controlling seedhead formation in turfgrasses employing the compositions is provided.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: February 7, 1984
    Assignee: Eli Lilly and Company
    Inventor: Jack R. Miller
  • Process for de-cyanoethylating blocked nucleotides
    Patent number: 4426517
    Abstract: A .beta.-cyanoethyl blocking group is selectively removed from the phosphate moiety of a nucleotide or polynucleotide by treatment with diethyl amine.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: January 17, 1984
    Assignee: Eli Lilly and Company
    Inventor: Hansen M. Hsiung
  • Purification of syn-(2-aminothiazol-4-yl)methoxyimino)acetic acid
    Patent number: 4426528
    Abstract: Syn-(2-aminothiazol-4-yl)(methoxyimino)acetic acid is purified by formation of its crystalline bis-dimethylacetamide solvate.
    Type: Grant
    Filed: April 1, 1982
    Date of Patent: January 17, 1984
    Assignee: Eli Lilly and Company
    Inventor: Robert W. Burchfield
  • Synthesis of phenylacetic acid esters
    Patent number: 4426536
    Abstract: Esters of phenylacetic acids are prepared in a single step by hydrolysis of 2,2,2-trichloro-1-phenylethanes in inorganic basic media.
    Type: Grant
    Filed: June 14, 1982
    Date of Patent: January 17, 1984
    Assignee: Eli Lilly and Company
    Inventor: Roger L. Robey
  • Process for preparing a trans-6-propenyl benzimidazole
    Patent number: 4424362
    Abstract: This invention describes a process for selectively preparing trans-1-isopropylsulfonyl-2-amino-6-(1-phenyl-1-propenyl)benzimidazole by dehydrating the corresponding benzimidazole carbinol with certain specific acids.
    Type: Grant
    Filed: April 8, 1982
    Date of Patent: January 3, 1984
    Assignee: Eli Lilly and Company
    Inventor: Thomas A. Crowell
  • 1-N-Acylated and 1-N-alkylated derivatives of 4-O-substituted-2-deoxystreptamine aminoglycosides and process
    Patent number: 4424345
    Abstract: Zinc salts are used to effect the regio-selective acylation and alkylation of the 1-amino group of 4-O-substituted-2-deoxystreptamine-containing aminoglycosides. The 1-N-substituted derivatives of apramycin, 3'-hydroxyapramycin, certain .alpha. or .beta.-(lower alkyl)aprosaminides and certain .alpha. or .beta.-(substituted lower alkyl)-aprosaminides are new. The 1-N-substituted-4-O-substituted-2-deoxystreptamine aminoglycosides produced by the process of this invention are antibacterial agents.
    Type: Grant
    Filed: September 21, 1981
    Date of Patent: January 3, 1984
    Assignee: Eli Lilly and Company
    Inventors: Herbert A. Kirst, Brenda A. Truedell
  • 2-N-Acylated and 2-N-alkylated derivatives of 4-O-substituted-2-deoxystreptamine aminoglycosides and process
    Patent number: 4424344
    Abstract: Nickel salts are used to effect the regio-selective acylation and alkylation of the 2'-amino group of 4-O-substituted-2-deoxystreptamine containing aminoglycosides. The 2'-N-substituted derivatives of apramycin, certain .alpha. or .beta.-(lower alkyl)aprosaminides and certain .alpha. or .beta.-(substituted lower alkyl)aprosaminides are new. The 2'-N-substituted-4-O-substituted-2-deoxystreptamine aminoglycosides produced by the process of this invention are antibacterial agents.
    Type: Grant
    Filed: September 21, 1981
    Date of Patent: January 3, 1984
    Assignee: Eli Lilly and Company
    Inventors: Herbert A. Kirst, Brenda A. Truedell
  • Process for producing 20-dihydro-20-deoxy-23-de(mycinosyloxy)tylosin
    Patent number: 4423148
    Abstract: 20-Dihydro-20-deoxy-23-de(mycinosyloxy)tylosin (20-deoxo-DMOT), specified 2'-acyl ester derivatives, and their acid addition salts are useful intermediates and antibacterial agents. Methods of preparing 20-deoxo-DMOT and 5-O-mycaminosyltylactone by fermentation of Streptomyces fradiae ATCC 31733 are included.
    Type: Grant
    Filed: July 2, 1982
    Date of Patent: December 27, 1983
    Assignee: Eli Lilly and Company
    Inventor: Gene M. Wild
  • Process for producing an insulin
    Patent number: 4421685
    Abstract: Production of insulin or an insulin analog is provided by combination of an A-chain and a B-chain, which comprises bringing the S-sulfonated form of the A-chain, the S-sulfonated form of the B-chain, and a thiol reducing agent together in an aqueous medium under conditions which produce a mixture having (1) a pH of from about 8 to about 12, (2) a total protein concentration of from about 0.1 to about 50 milligrams per milliliter, and (3) an amount of thiol reducing agent which affords a total of from about 0.4 to about 2.5 --SH groups per each --SSO.sub.3.sup.- group present in the total amount of A- and B-chain S-sulfonates, and allowing formation of insulin or an insulin analog to occur by maintaining the mixture at a temperature of from about 0.degree. C. to about 25.degree. C. and in an environment which provides a source of oxygen.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: December 20, 1983
    Assignee: Eli Lilly and Company
    Inventors: Ronald E. Chance, James A. Hoffmann
  • Methods for controlling fire ants
    Patent number: 4421759
    Abstract: This invention is directed to the use of certain benzimidazoles and benzimidazolines as an agent for the control of colonial insects, especially fire ants.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: December 20, 1983
    Assignee: Eli Lilly and Company
    Inventor: Rudolph J. Boisvenue
  • Aquatic method
    Patent number: 4421546
    Abstract: Isoxazolylimidazclidinones are useful in the control of aquatic vegetation.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: December 20, 1983
    Assignee: Eli Lilly and Company
    Inventors: Kenneth W. Burow, Jr., Roger L. St. Clair
  • Olefinic benzimidazoles, formulations, and antiviral methods
    Patent number: 4420479
    Abstract: 1-Substituted-2-amino-5(or 6) olefinic benzimidazoles and intermediates therefor are disclosed. The compounds are potent antiviral agents. Pharmaceutical formulations containing such compounds and a method of treating viral infections are provided.
    Type: Grant
    Filed: April 8, 1982
    Date of Patent: December 13, 1983
    Assignee: Eli Lilly and Company
    Inventors: Tina M. Morwick, Charles J. Paget, James H. Wikel
  • Fermentation process for producing demycinosyltylosin
    Patent number: 4419447
    Abstract: 23-Demycinosyltylosin (DMT) which has the formula: ##STR1## 20-dihydro-DMT, specified acyl ester derivatives, and their acid addition salts are useful antibacterial agents. Improved methods of making 5-O-mycaminosyltylonolide (OMT) and 20-dihydro-OMT by mild acid hydrolysis of DMT and 20-dihydro-DMT, respectively, are included.
    Type: Grant
    Filed: May 6, 1981
    Date of Patent: December 6, 1983
    Assignee: Eli Lilly and Company
    Inventors: Richard H. Baltz, Gene M. Wild, Eugene T. Seno
  • Process for de-cyanoethylating blocked nucleotides
    Patent number: 4419509
    Abstract: A .beta.-cyanoethyl blocking group is selectively removed from the phosphate moiety of a nucleotide or polynucleotide by treatment with a primary amine having from 3 to 5 carbon atoms.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: December 6, 1983
    Assignee: Eli Lilly and Company
    Inventor: Hansen M. Hsiung