Patents by Inventor Edward L. Smithwick, Jr.

Edward L. Smithwick, Jr. 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).

  • Patent number: 4331593
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in which L and D, when applicable, define the chirality;R.sub.1 and R.sub.2 independently are hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.3 is C.sub.1 -C.sub.4 primary or secondary alkyl or --CH.sub.2 CH.sub.2 --S--CH.sub.3 ;R.sub.4 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.5 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;Y is hydrogen or acetyl; andZ is ##STR2## --CH.sub.2 OH, or --CN; subject to the limitation that no more than one of R.sub.4 and R.sub.5 is C.sub.1 -C.sub.3 primary alkyl; are useful analgesic agents.
    Type: Grant
    Filed: October 31, 1980
    Date of Patent: May 25, 1982
    Inventors: Edward L. Smithwick, Jr., Robert C. A. Frederickson, Robert T. Shuman
  • Patent number: 4322342
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in which:L and D, when applicable, define the chirality;R.sub.1 is hydrogen, C.sub.1 -C.sub.3 primary alkyl, or allyl;R.sub.2 is hydrogen or C.sub.1 -C.sub.3 primary alkyl, subject to the limitation that when R.sub.1 is allyl, R.sub.2 is hydrogen;R.sub.3 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.4 is C.sub.1 -C.sub.4 primary or secondary alkyl;R.sub.5 is hydrogen or C.sub.1 -C.sub.4 primary or secondary alkyl;R.sub.6 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.7 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;Y is hydrogen or acetyl;Z is hydrogen or ##STR2## in which R.sub.8 is C.sub.1 14 C.sub.3 alkyl or hydrogen; and W is isopropyl, --VR.sub.9, or --CH.sub.2 --X--CH.sub.3, in which V is O or S, R.sub.9 is C.sub.1 -C.sub.4 alkyl or aralkyl, and X is O, S, or --CH.sub.2 --, subject to the limitation that, when W is isopropyl, R.sub.7 is C.sub.1 -C.sub.
    Type: Grant
    Filed: October 31, 1980
    Date of Patent: March 30, 1982
    Assignee: Eli Lilly and Company
    Inventors: Edward L. Smithwick, Jr., Robert C. A. Frederickson, Robert T. Shuman
  • Patent number: 4264491
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in which L and D, when applicable, define the chirality;R.sub.1 and R.sub.2 independently are hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.3 is C.sub.1 -C.sub.4 primary or secondary alkyl or --CH.sub.2 CH.sub.2 --S--CH.sub.3 ;R.sub.4 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.5 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;Y is hydrogen or acetyl; andZ is ##STR2## --CH.sub.2 OH, or --CN; subject to the limitation that no more than one of R.sub.4 and R.sub.5 is C.sub.1 -C.sub.3 primary alkyl; are useful analgesic agents.
    Type: Grant
    Filed: October 3, 1977
    Date of Patent: April 28, 1981
    Assignee: Eli Lilly and Company
    Inventors: Edward L. Smithwick, Jr., Robert C. A. Frederickson, Robert T. Shuman
  • Patent number: 4259234
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in which L and D, when applicable, define the chirality;R.sub.1 is hydrogen, C.sub.1 -C.sub.3 primary alkyl, or allyl;R.sub.2 is hydrogen or C.sub.1 -C.sub.3 primary alkyl, subject to the limitation that when R.sub.1 is allyl, R.sub.2 is hydrogen;R.sub.3 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.4 is C.sub.1 -C.sub.4 primary or secondary alkyl;R.sub.5 is hydrogen or C.sub.1 -C.sub.4 primary or secondary alkyl;R.sub.6 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.7 is hydrogen or C.sub.1 -C.sub.3 primary alkyl;Y is hydrogen or acetyl;Z is hydrogen of ##STR2## in which R.sub.8 is C.sub.1 -C.sub.3 alkyl or hydrogen; and W is isopropyl, --VR.sub.9, or --CH.sub.2 --X--CH.sub.3, in which V is O or S, R.sub.9 is C.sub.1 -C.sub.4 alkyl or aralkyl, and X is O, S, or --CH.sub.2 --, subject to the limitation that, when W is isopropyl, R.sub.7 is C.sub.1 -C.sub.
    Type: Grant
    Filed: June 20, 1977
    Date of Patent: March 31, 1981
    Assignee: Eli Lilly and Company
    Inventors: Edward L. Smithwick, Jr., Robert C. A. Frederickson, Robert T. Shuman
  • Patent number: 4199499
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable non-toxic acid addition salts thereof, in which L and D define the chirality;R.sub.1 and R.sub.2 independently are hydrogen or C.sub.1 -C.sub.3 primary alkyl;R.sub.3 is C.sub.1 -C.sub.4 primary or secondary alkyl, C.sub.1 -C.sub.2 hydroxyalkyl, or --CH.sub.2 CH.sub.2 --U--CH.sub.3, in which U is O or S;R.sub.4 is C.sub.1 -C.sub.3 primary alkyl;Y is hydrogen or acetyl;Z is --CH.sub.2 OH or ##STR2## in which R.sub.5 is C.sub.1 -C.sub.3 alkyl or hydrogen; and W is isopropyl, --VR.sub.6, or --CH.sub.2 --X--CH.sub.3, in which V is O or S, R.sub.6 is C.sub.1 -C.sub.4 alkyl or aralkyl, and X is O, S, or CH.sub.2 --; are useful analgesic agents.
    Type: Grant
    Filed: August 24, 1978
    Date of Patent: April 22, 1980
    Assignee: Eli Lilly and Company
    Inventors: Edward L. Smithwick, Jr., Robert C. A. Frederickson, Robert T. Shuman
  • Patent number: 4056519
    Abstract: The proteinase plasmin is assayed either colorimetrically or fluorometrically with a tripeptidyl-4-methoxy-2-naphthylamide substrate having the following general formula: ##STR1## The substrate is useful for either routine clinical assays or kinetic studies.
    Type: Grant
    Filed: May 10, 1976
    Date of Patent: November 1, 1977
    Assignee: Eli Lilly and Company
    Inventors: Jesse L. Bobbitt, Edward L. Smithwick, Jr.
  • Patent number: 3956219
    Abstract: A composition which is either polystyrene or a substituted polystyrene crosslinked with divinylbenzene and swollen by N-methyl-2-pyrrolidone, which composition is useful in purifying blocked synthetic peptides by means of gel exclusion chromatography and in solid-phase peptide synthesis.
    Type: Grant
    Filed: October 11, 1974
    Date of Patent: May 11, 1976
    Assignee: Eli Lilly and Company
    Inventor: Edward L. Smithwick, Jr.
  • Patent number: 3932489
    Abstract: Hydroxy- or thiol-substituted amino acids are t-butylated by reacting them with isobutylene in the presence of a catalyst comprising boron trifluoride and anhydrous phosphoric acid.
    Type: Grant
    Filed: November 16, 1973
    Date of Patent: January 13, 1976
    Assignee: Eli Lilly and Company
    Inventor: Edward L. Smithwick, Jr.