Oxy In Acid Moiety Patents (Class 560/53)
  • Patent number: 4147877
    Abstract: The present invention provides .omega.-aryl-6-hydroxy-PGE.sub.1 compounds which are useful pharmacological agents. These analogs are useful as prostacyclin-like drugs.
    Type: Grant
    Filed: June 23, 1978
    Date of Patent: April 3, 1979
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4145555
    Abstract: The present invention relates to prostaglandin analogues of the general formula: ##STR1## ?wherein X represents cis or trans-vinylene or ethylene, Z represents ##STR2## R.sup.1 represents a hydrogen atom or a straight- or branched-chain alkyl group containing from 1 to 12 carbon atoms, R.sup.2 represents a hydrogen atom or a methyl group, R.sup.3 represents a straight- or branched-chain alkylene group containing from 1 to 7 carbon atoms and R.sup.4 represents a cycloalkyl group containing from 5 to 7 carbon atoms, a grouping of the formula: ##STR3## (wherein R.sup.5 and R.sup.6, which may be the same or different, each represent a hydrogen atom or halogen atom, a trifluoromethyl group or a straight- or branched-chain alkyl group containing from 1 to 4 carbon atoms), or a grouping of the formula: ##STR4## (wherein R.sup.5 and R.sup.6 are as hereinbefore defined), or R.sup.3 and R.sup.
    Type: Grant
    Filed: March 7, 1977
    Date of Patent: March 20, 1979
    Assignee: Ono Pharmaceutical Company
    Inventors: Masaki Hayashi, Seiji Kori, Yoshinobu Arai, Takanori Okada, Yoshitaka Konishi
  • Patent number: 4142052
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: February 27, 1979
    Assignee: The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4140861
    Abstract: Novel interphenylene derivatives of 11,12-secoprostaglandins are prepared by the stepwise alkylation of the ethyl ester or the t-butyl ester of acetoacetic acid. One such method involves treatment of the t-butyl ester of acetoacetic acid with a strong base to form the anion followed by treatment with ethyl p-(3-bromopropyl)benzoate to produce ethyl 4-(4-tert-butoxycarbonyl-5-oxo-hexyl)benzoate, subsequently reacting the anion of the thus-formed benzoate with 1-chloro-4-acetoxynonane to produce ethyl 4-(4-acetyl-4-tert-butoxycarbonyl-8-acetoxytridecyl)benzoate followed by decarboxylation and alkaline hydrolysis to produce the desired product 4-(4-acetyl-8-hydroxytridecyl)benzoic acid which is useful as a pharmaceutical in the treatment of patients with renal failure and in the prevention of transplant rejection.
    Type: Grant
    Filed: May 18, 1978
    Date of Patent: February 20, 1979
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., John B. Bicking
  • Patent number: 4139545
    Abstract: Novel compounds of the formulae ##STR1## wherein R represents lower alkyl or lower alkoxy, A represents --CH.sub.2 --, --CO-- or ##STR2## n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.
    Type: Grant
    Filed: April 30, 1975
    Date of Patent: February 13, 1979
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Hiroshi Morimoto, Isuke Imada, Masazumi Watanabe, Mitsuru Kawada
  • Patent number: 4139712
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: April 28, 1978
    Date of Patent: February 13, 1979
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4138573
    Abstract: 11-Deoxy prostaglandin type compounds, i.e. prostaglandin type compounds in which the 11-hydroxy group is replaced by hydrogen, are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, and labor induction at term.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: February 6, 1979
    Assignee: The Upjohn Company
    Inventors: Gordon L. Bundy, Norman A. Nelson
  • Patent number: 4138574
    Abstract: The disclosure includes novel compounds which differ from the known prostaglandins PGF.sub.2.alpha., PGF.sub.2.beta., PGE.sub.2, PGA.sub.2, and PGB.sub.2 in that the carbon-carbon double bond in the carboxyl-terminated chain of the novel compounds is in the 4,5-position rather than in the 5,6-position, and in that there is a phenoxy or substituted phenoxy group in the other chain of the novel compounds. These novel compounds are useful for a variety of pharmacological purposes, including abortion, labor induction, and reduction of gastric secretion.
    Type: Grant
    Filed: April 28, 1978
    Date of Patent: February 6, 1979
    Assignee: The Upjohn Company
    Inventor: Barney J. Magerlein
  • Patent number: 4138590
    Abstract: Derivatives of PGD.sub.2 are prepared. These new compounds not heretofore found in nature display pharmacological activity, for example, inhibition of blood platelet aggregation.
    Type: Grant
    Filed: January 13, 1977
    Date of Patent: February 6, 1979
    Assignee: American Home Products Corporation
    Inventor: Wenling Kao
  • Patent number: 4136192
    Abstract: Bicyclic compounds useful in the prophylaxis and treatment of allergic diseases, pharmaceutical compositions containing the same, methods of administration of the compositions, intermediates useful in preparing the compounds and conversion of the intermediates to the bicyclic compounds. Examples of compounds are substituted coumarins and indanediones and their pharmaceutically acceptable salts.
    Type: Grant
    Filed: March 22, 1977
    Date of Patent: January 23, 1979
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4133959
    Abstract: Aryloxyalkyl diketones, useful as anti-viral agents, are prepared from an aryloxyalkyl halide and an alkali metal enolate salt of a diketone or keto-ester, or from a haloalkyl-diketone and an alkali metal salt of a phenol.
    Type: Grant
    Filed: September 21, 1976
    Date of Patent: January 9, 1979
    Assignee: Sterling Drug Inc.
    Inventors: Joseph C. Collins, Guy D. Diana
  • Patent number: 4130718
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: December 19, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4128725
    Abstract: This invention comprises certain .omega.-aryl-.omega.-polynor analogs of the prostaglandins in which configuration of the 11-hydroxyl is beta. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 15, 1977
    Date of Patent: December 5, 1978
    Assignee: The Upjohn Company
    Inventor: Ernest W. Yankee
  • Patent number: 4126754
    Abstract: 11-Deoxy prostaglandin type compounds, i.e. prostaglandin type compounds in which the 11-hydroxy group is replaced by hydrogen, are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, and labor induction at term.This is a division of application Ser. No. 609,410, filed Sept. 2, 1975.
    Type: Grant
    Filed: April 17, 1978
    Date of Patent: November 21, 1978
    Assignee: The Upjohn Company
    Inventors: Gordon L. Bundy, Norman A. Nelson
  • Patent number: 4125731
    Abstract: Novel indan compounds of the formula ##STR1## wherein A and X are each ethylene or vinylene; B is C.sub.2-4 alkylene; R and R.sub.2 are each hydrogen or C.sub.1-4 alkyl; R.sub.1 is C.sub.1-8 alkyl; <C = Z is <C = O, or ##STR2## and its non-toxic salts, which are useful as antiulcers, gastric secretion inhibitors, and hypotensors.
    Type: Grant
    Filed: December 8, 1976
    Date of Patent: November 14, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Akihiko Sugie, Hiromi Shimomura, Junki Katsube, Hisao Yamamoto
  • Patent number: 4124623
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharamcological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: November 7, 1978
    Assignee: The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4121038
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: October 17, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4119648
    Abstract: The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B.sub.2 (11.beta.-homo-11.alpha.-oxa-PGF.sub..alpha.). These analogs are particularly and especially useful as reproductive cycle control agents.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: October 10, 1978
    Assignee: The Upjohn Company
    Inventor: William P. Schneider
  • Patent number: 4119786
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: October 10, 1978
    Assignee: The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4119785
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: October 10, 1978
    Assignee: The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4118577
    Abstract: This invention is a group of 4,5,6-trinor-3,7-inter-m-phenylene prostaglandin-type compounds and processes for making them. These compounds are useful for a variety of pharmacological purposes, including hypotensive control and inhibition of platelet aggregation.A typical formula for a PGA.sub.
    Type: Grant
    Filed: January 31, 1977
    Date of Patent: October 3, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4118591
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: October 3, 1978
    Assignees: The Upjohn Company, The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4117119
    Abstract: Prostaglandin analogues of the formula: ##STR1## wherein A represents a grouping of the formula: ##STR2## X represents trans-vinylene or ethylene and Y represents cis-vinylene or ethylene, R represents hydrogen or alkyl of 1 through 12 carbon atoms, R.sup.1, R.sup.2 and R.sup.3 represent hydrogen, or alkyl of 1 through 12 carbon atoms or an aryl group, with the proviso that at least one of the symbols R.sup.1, R.sup.2 and R.sup.3 represents an alkyl or aryl group, are new compounds possessing useful pharmacological properties; they are especially useful for the treatment of gastric ulceration.
    Type: Grant
    Filed: May 6, 1977
    Date of Patent: September 26, 1978
    Assignee: Ono Pharmaceutical Company
    Inventors: Masayasu Kurono, Hisao Nakai, Takashi Muryobayashi
  • Patent number: 4117014
    Abstract: Prostaglandin type compounds of the formula ##STR1## wherein X is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-cis or--C.tbd.C--; Y is CH.sub.2 or O; Q is--CH.sub.2 --CH.sub.2 --or --CH.dbd.CH--; Z is H, OH, CH.sub.3 or CH.sub.2 OH, R is a linear, branched or cyclo alkyl chain of 3 to 7 carbon atoms or certain other moieties, and R" and R'''are H or CH.sub.3. These compounds are prepared by essentially a one-step reaction from a new intermediate of the formula ##STR2## wherein Z, R, R" and Q have the above meaning and P is a removable protective group by condensation with a reactive moiety introducing the entire .alpha.-chain (R'''=CH.sub.3). If desired, the carbonyl function is subsequently reduced to W= --CH(OH)--. The intermediate is useful in making known and new PGEs useful as antihypertensives, gastric acid secretion inhibitors and smooth muscle stimulants.
    Type: Grant
    Filed: December 23, 1976
    Date of Patent: September 26, 1978
    Assignee: Abbott Laboratories
    Inventors: Andre G. Pernet, Hiromasa Nakamoto, Naoyasu Ishizuka
  • Patent number: 4116988
    Abstract: Prostaglandin-type compounds with a phenoxy or substituted-phenoxy substituent at the C-16 position are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
    Type: Grant
    Filed: February 7, 1977
    Date of Patent: September 26, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4113961
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: September 12, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4113782
    Abstract: A process for the preparation of formylated phenoxy compounds characterized in that a methylated phenoxy compound such as p-methoxytoluene in oxidized in liquid phase under heating with pressurized gaseous oxygen in the presence of at least one of lower fatty acids and anhydrides thereof and by the aid of at least one of soluble salts of metals selected from the group consisting of cobalt, manganese, chromium and nickel, as catalyst.
    Type: Grant
    Filed: February 13, 1976
    Date of Patent: September 12, 1978
    Assignee: Agency of Industrial Science and Technology
    Inventors: Imamura Juichi, Takehara Masahiko, Kizawa Kazuhiro
  • Patent number: 4113963
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: September 12, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4113962
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: September 12, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4112225
    Abstract: A process for producing optically active 16-substituted prostaglandins and new 16-substituted prostaglandins produced thereby which are useful as cardiovascular agents and as agents for inducing labor in pregnant females and for the termination of pregnancy.
    Type: Grant
    Filed: December 8, 1976
    Date of Patent: September 5, 1978
    Assignee: Hoffman-La Roche Inc.
    Inventors: George William Holland, Jane Liu Jernow, Perry Rosen
  • Patent number: 4111969
    Abstract: This invention comprises certain analogs of the prostaglandins in which there is a triple bond between C-5 and C-6 or C-4 and C-5. Also provided in this invention, are novel chemical processes useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: November 4, 1976
    Date of Patent: September 5, 1978
    Assignee: The Upjohn Company
    Inventor: Chiu-Hong Lin
  • Patent number: 4107427
    Abstract: The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B.sub.2 (11.beta.-homo-11a-oxa-PGF.sub.2.alpha.). These analogs are particularly and especially useful as reproductive cycle control agents.
    Type: Grant
    Filed: August 20, 1976
    Date of Patent: August 15, 1978
    Assignee: The Upjohn Company
    Inventor: Robert C. Kelly
  • Patent number: 4104474
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: August 1, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4100352
    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.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl;Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: July 11, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Robert Thomas Buckler
  • Patent number: 4100185
    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-hydroxymetylene;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.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl;Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: July 11, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Robert Thomas Buckler
  • Patent number: 4100353
    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.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl; orT.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 to 6 carbon atoms.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: July 11, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Robert Thomas Buckler
  • Patent number: 4098815
    Abstract: The present invention relates to novel not naturally occurring analogues of prostanoic acids of the formula ##STR1## as well as a process for their preparation. The compounds of the invention have valuable pharmacological properties similar to those of the natural prostaglandins and therefore can be used as medicaments.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: July 4, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Milos Babej, Wilhelm Bartmann, Gerhard Beck, Ulrich Lerch
  • Patent number: 4099013
    Abstract: This invention is a group of 4,5,6-trinor-3,7-inter-m-phenylene prostaglandin-type compounds and processes for making them. These compounds are useful for a variety of pharmacological purposes, including hypotensive control and inhibition of platelet aggregation.A typical formula for a PGE.sub.
    Type: Grant
    Filed: January 31, 1977
    Date of Patent: July 4, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4099015
    Abstract: This invention comprises certain analogs of the prostaglandins in which the double bond between C-13 and C-14 is replaced by a triple bond. Also provided in this invention, are novel chemical processes and novel chemical intermediates useful in the preparation of the above prostaglandin analogs. These prostaglandin analogs exhibit prostaglandin-like activity, and are accordingly useful for the same pharmacological purposes as the prostaglandins. Among these purposes are blood pressure lowering, labor induction at term, reproductive-cycle regulation, gastric antisecretory action, and the like.
    Type: Grant
    Filed: August 1, 1977
    Date of Patent: July 4, 1978
    Assignee: The Upjohn Company
    Inventor: Herman W. Smith
  • Patent number: 4099014
    Abstract: Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins, particularly and especially as blood platelet aggregation inhibitors.
    Type: Grant
    Filed: June 23, 1977
    Date of Patent: July 4, 1978
    Assignee: The Upjohn Company
    Inventor: David C. Peterson
  • Patent number: 4097496
    Abstract: The present invention relates to novel not naturally occurring 10,11-dihydro-derivatives of prostaglandins of the A-series as well as a process for their preparation. The compounds of the invention have an antiprostaglandin effect and may be used as medicaments for the inhibition or suppression of pharmacological properties of the prostaglandins.
    Type: Grant
    Filed: June 23, 1976
    Date of Patent: June 27, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Milos Babej, Wilhelm Bartmann, Gerhard Beck, Ulrich Lerch
  • Patent number: 4097516
    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 --CH.sub.2 --CH-- or trans --CH.dbd.C--;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.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl;Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: June 27, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Robert Thomas Buckler
  • Patent number: 4097519
    Abstract: 2,2-Difluoro prostaglandin E, F.sub..alpha., F.sub..beta., A and B analogs are disclosed with intermediates and with processes for making them. These compounds differ from the prostaglandins in that they have two fluoro atoms at the C-2 position in place of the two hydrogen atoms at C-2 in the prostaglandins. These compounds are useful for a variety of pharmacological purposes, including antiulcer, inhibition of platelet aggregation, increase in nasal patency, labor induction at term, and wound healing.
    Type: Grant
    Filed: September 17, 1976
    Date of Patent: June 27, 1978
    Assignee: The Upjohn Company
    Inventor: Udo F. Axen
  • Patent number: 4096336
    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 --CH.sub.2 --CH-- or trans --CH.dbd.C--;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.2 is selected from the group consisting of n-pentyl or lower alkyl, provided T.sub.2 is lower alkyl only if T.sub.1 is phenyl;Or T.sub.1 and T.sub.2 are joined together to form an alkylene group of 4 or 6 carbon atoms.
    Type: Grant
    Filed: April 20, 1977
    Date of Patent: June 20, 1978
    Assignee: Miles Laboratories, Inc.
    Inventor: Robert Thomas Buckler
  • Patent number: 4096337
    Abstract: The disclosure relates to novel 15-(3-aryl- or 3-aralkyl-cyclobutyl, -cyclopentyl and -cyclohexyl)-.omega.-pentanor prostaglandin analogues, for example 9.alpha.,11.alpha.,15.alpha.-trihydroxy-15-(trans-3-phenylcyclobutyl)-16,1 7,18,19,20-pentanor-5-cis,13-trans-prostadienoic acid, to pharmaceutical or veterinary compositions containing such a compound, and to a method of inducing luteolysis in animals by orally administering such a compound.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: June 20, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventor: Peter Robert Marsham
  • Patent number: 4096178
    Abstract: Prostaglandin-type compounds with a phenoxy or substituted-phenoxy substituent at the C-16 position are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
    Type: Grant
    Filed: February 10, 1977
    Date of Patent: June 20, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4096335
    Abstract: Prostaglandin-type compounds with a phenoxy or substituted-phenoxy substituent at the C-16 position are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
    Type: Grant
    Filed: February 7, 1977
    Date of Patent: June 20, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4096179
    Abstract: Prostaglandin-type compounds with a phenoxy or substituted-phenoxy substituent at the C-16 position are disclosed, with processes for making them. These compounds are useful for a variety of pharmacological purposes, including anti-ulcer, inhibition of platelet aggregation, increase of nasal patency, labor inducement at term, and wound healing.
    Type: Grant
    Filed: February 10, 1977
    Date of Patent: June 20, 1978
    Assignee: The Upjohn Company
    Inventor: Norman A. Nelson
  • Patent number: 4096267
    Abstract: [1-Oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]aklanoic acid, derivatives thereof, their salts, esters and amides are disclosed. The products display a dual pharmaceutical utility in that they exhibit diuretic, saluretic and uricosuric activity. Also disclosed are processes for the preparation of such [1-oxo-2-aryl or thienyl-2-substituted-5-indanyloxy (or thio)]alkanoic acids, pharmaceutical compositions comprising therapeutically effective amounts of such compounds and methods of treatment comprising administering such compounds and compositions.
    Type: Grant
    Filed: June 10, 1975
    Date of Patent: June 20, 1978
    Assignee: Merck & Co., Inc.
    Inventors: Edward J. Cragoe, Jr., Otto W. Woltersdorf, Jr.
  • Patent number: 4091015
    Abstract: 9-Oxo-15-Substituted prostanoic acids, and intermediates for their preparation are disclosed. The final products have bronchodilatory activity.
    Type: Grant
    Filed: May 17, 1974
    Date of Patent: May 23, 1978
    Assignee: American Home Products Corporation
    Inventor: Donald P. Strike