Patents by Inventor Harold Clinton Kluender

Harold Clinton Kluender 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).

  • Bicycloalkyl derivatives of prostaglandins 11-deoxy-PGE.sub.2 acids and esters
    Patent number: 4115438
    Abstract: Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.
    Type: Grant
    Filed: July 21, 1977
    Date of Patent: September 19, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Warren Dexter Woessner, Charles John Sih, Harold Clinton Kluender, Henry Clifford Arndt, William Gerard Biddlecom
  • Bicycloalkyl derivatives of prostaglandins PGE.sub.1 alcohols
    Patent number: 4115453
    Abstract: Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: September 19, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Warren Dexter Woessner, Charles John Sih, Harold Clinton Kluender, Henry Clifford Arndt, William Gerard Biddlecom
  • Bicycloalkyl derivatives of prostaglandins: 11-deoxy-PGE.sub.1 acids and esters
    Patent number: 4108892
    Abstract: Novel bicycloalkyl analogues or derivatives of prostaglandin A, E, and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.
    Type: Grant
    Filed: July 22, 1977
    Date of Patent: August 22, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Warren Dexter Woessner, Charles John Sih, Harold Clinton Kluender, Henry Clifford Arndt, William Gerard Biddlecom
  • Depentyl analogues of PGE.sub.1
    Patent number: 4100356
    Abstract: Depentyl analogues of prostaglandins A, E, and F having no C-16 to C-20 carbon atoms. The analogues correspond to the formula ##STR1## wherein: L is methylene, ethylene or trimethylene;K is ethylene or cis-vinylene;M is carbonyl, .alpha.-hydroxymethylene, or .beta.-hydroxymethylene;N is methylene or methine, provided that N is methine only if P is methine and M is carbonyl;P is methylene, ethylene, .alpha.-hydroxymethylene or methine, provided that P is methine only if N is methine; and,R is carboxyl; hydroxymethylene, alkoxycarbonyl, the alkyl portion of said alkoxycarbonyl being a lower alkyl, or a pharmacologically acceptable non-toxic carboxy salt.The analogues are prepared by first converting a trans-1-iodo-3-alkoxy-1-propene to the corresponding lithio compound. This lithio compound then combines with the hexamethylphosphorous triamide complex of copper(I) pentyne to give an alkenylcopper species.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: July 11, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Harold Clinton Kluender
  • Depentyl analogues of PGA.sub.1
    Patent number: 4100357
    Abstract: Depentyl analogues of prostaglandins A, E, and F having no C-16 to C-20 carbon atoms. The analogues correspond to the formula ##STR1## wherein: L is methylene, ethylene, or trimethylene;K is ethylene or cis-vinylene;M is carbonyl, .alpha.-hydroxymethylene, or .beta.-hydroxymethylene;N is methylene or methine, provided that N is methine only if P is methine and M is carbonyl;P is methylene, ethylene, .alpha.-hydroxymethylene or methine, provided that P is methine only if N is methine; and,R is carboxyl; hydroxymethylene, alkoxycarbonyl, the alkyl portion of said alkoxycarbonyl being a lower alkyl, or a pharmacologically acceptable non-toxic carboxy salt.The analogues are prepared by first converting a trans-1-iodo-3-alkoxy-1-propene to the corresponding lithio compound. This lithio compound then combines with the hexamethylphosphorous triamide complex of copper(I) pentyne to give an alkenylcopper species.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: July 11, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Harold Clinton Kluender
  • Depentyl analogues of PGF.sub.1
    Patent number: 4099017
    Abstract: Depentyl analogues of prostaglandins A, E, and F having no C-16 to C-20 carbon atoms. The analogues correspond to the formula ##STR1## wherein: L is methylene, ethylene, or trimethylene;K is ethylene or cis-vinylene;M is carbonyl, .alpha.-hydroxymethylene, or .beta.-hydroxymethylene;N is methylene or methine, provided that N is methine only if P is methine and M is carbonyl;P is methylene, ethylene, .alpha.-hydroxymethylene or methine, provided that P is methine only if N is methine; and,R is carboxyl; hydroxymethylene, alkoxycarbonyl, the alkyl portion of said alkoxycarbonyl being a lower alkyl, or a pharmacologically acceptable non-toxic carboxy salt.The analogues are prepared by first converting a trans-1-iodo-3-alkoxy-1-propene to the corresponding lithio compound. This lithio compound then combines with the hexamethylphosphorous triamide complex of copper (I) pentyne to give an alkenylcopper species.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: July 4, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Harold Clinton Kluender
  • Depentyl analogues of PGE.sub.2
    Patent number: 4099016
    Abstract: Depentyl analogues of prostaglandins A, E, and F having no C-16 to C-20 carbon atoms. The analogues correspond to the formula ##STR1## wherein: L is methylene, ethylene, or trimethylene;K is ethylene or cis-vinylene;M is carbonyl, .alpha.-hydroxymethylene, or .beta.-hydroxymethylene;N is methylene or methine, provided that N is methine only if P is methine and M is carbonyl;P is methylene, ethylene, .alpha.-hydroxymethylene or methine, provided that P is methine only if N is methin; and,R is carboxyl; hydroxymethylene, alkoxycarbonyl, the alkyl portion of said alkoxycarbonyl being a lower alkyl, or a pharmacologically acceptable non-toxic carboxy salt.The analogues are prepared by first converting a trans-1-iodo-3-alkoxy-1-propene to the corresponding lithio compound. This lithio compound then combines with the hexamethylphosphorous triamide complex of copper(I) pentyne to give an alkenylcopper species.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: July 4, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Harold Clinton Kluender
  • Bicycloalkyl derivatives of prostaglandins
    Patent number: 4074063
    Abstract: Novel bicycloalkyl analogues or derivatives of prostaglandin A, E and F are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties as platelet antiaggregating agents and gastric antisecretory agents. The compounds are also valuable pharmacological agents for increasing femoral blood flow and decreasing blood pressure and heart rate.
    Type: Grant
    Filed: February 11, 1976
    Date of Patent: February 14, 1978
    Assignee: Miles Laboratories, Inc.
    Inventors: Warren Dexter Woessner, Charles John Sih, Harold Clinton Kluender, Henry Clifford Arndt, William Gerard Biddlecom
  • Depentyl analogues of 11-deoxy-prostaglandin E.sub.1
    Patent number: 4065493
    Abstract: Depentyl analogues of prostaglandins A, E, and F having no C-16 to C-20 carbon atoms. The analogues correspond to the formula ##STR1## wherein: L is methylene, ethylene, or trimethylene;K is ethylene or cis-vinylene;M is carbonyl, .alpha.-hydroxymethylene, or .beta.-hydroxymethylene;N is methylene or methine, provided that N is methine only if P is methine and M is carbonyl;P is methylene, ethylene, .alpha.-hydroxymethylene or methine, provided that P is methine only if N is methine; and,R is carboxyl; hydroxymethylene, alkoxycarbonyl, the alkyl portion of said alkoxycarbonyl being a lower alkyl, or a pharmacologically acceptable non-toxic carboxy salt.The analogues are prepared by first converting a trans-1-iodo-3-alkoxy-1-propene to the corresponding lithio compound. This lithio compound then combines with the hexamethylphosphorous triamide complex of copper (I) pentyne to give an alkenylcopper species.
    Type: Grant
    Filed: May 10, 1976
    Date of Patent: December 27, 1977
    Assignee: Miles Laboratories, Inc.
    Inventor: Harold Clinton Kluender