GB2019847A - Bicyclooctanes, processes for producing them and pharmaceutical compositions containing them - Google Patents

Bicyclooctanes, processes for producing them and pharmaceutical compositions containing them

Info

Publication number
GB2019847A
GB2019847A GB7908169A GB7908169A GB2019847A GB 2019847 A GB2019847 A GB 2019847A GB 7908169 A GB7908169 A GB 7908169A GB 7908169 A GB7908169 A GB 7908169A GB 2019847 A GB2019847 A GB 2019847A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
bicyclooctanes
processes
producing
pharmaceutical compositions
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB7908169A
Other versions
GB2019847B (en
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Publication of GB2019847A publication Critical patent/GB2019847A/en
Application granted granted Critical
Publication of GB2019847B publication Critical patent/GB2019847B/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/72Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
    • C07C405/005Analogues or derivatives having the five membered ring replaced by other rings
    • C07C405/0075Analogues or derivatives having the five membered ring replaced by other rings having the side-chains or their analogues or derivatives attached to a condensed ring system
    • C07C405/0083Analogues or derivatives having the five membered ring replaced by other rings having the side-chains or their analogues or derivatives attached to a condensed ring system which is only ortho or peri condensed, e.g. carbacyclins
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/385Saturated compounds containing a keto group being part of a ring
    • C07C49/487Saturated compounds containing a keto group being part of a ring containing hydroxy groups
    • C07C49/507Saturated compounds containing a keto group being part of a ring containing hydroxy groups polycyclic
    • C07C49/513Saturated compounds containing a keto group being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/743Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups having unsaturation outside the rings, e.g. humulones, lupulones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C62/30Unsaturated compounds
    • C07C62/32Unsaturated compounds containing hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C62/00Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C62/30Unsaturated compounds
    • C07C62/34Unsaturated compounds containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/93Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/94Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

The invention concerns a bicyclooctane derivative of the formula, <IMAGE> wherein A is optionally present and is C1-4 alkylene, R1 is hydrogen or C1-4 alkyl, R2 is hydrogen or C4-7 alkyl, R3 is hydrogen or C1-4 alkyl, X is optionally present and is ethylene or vinylene and R4 and R5 are each, independently of one another, hydrogen or a hydroxy-protecting group; or a non- toxic salt. Such compounds wherein each of R4 and R5 is hydrogen are useful for prevention of thrombosis.
GB7908169A 1978-03-09 1979-03-08 Bicyclooctanes processes for producing them and pharmaceutical compositions containing them Expired GB2019847B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2733278A JPS54119441A (en) 1978-03-09 1978-03-09 Novel bicyclooctane derivative

Publications (2)

Publication Number Publication Date
GB2019847A true GB2019847A (en) 1979-11-07
GB2019847B GB2019847B (en) 1982-10-13

Family

ID=12218104

Family Applications (2)

Application Number Title Priority Date Filing Date
GB7935144A Expired GB2030144B (en) 1978-03-09 1979-03-08 Keto-bicyclooctanes
GB7908169A Expired GB2019847B (en) 1978-03-09 1979-03-08 Bicyclooctanes processes for producing them and pharmaceutical compositions containing them

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB7935144A Expired GB2030144B (en) 1978-03-09 1979-03-08 Keto-bicyclooctanes

Country Status (12)

Country Link
JP (1) JPS54119441A (en)
AT (1) AT364097B (en)
AU (1) AU4493079A (en)
BE (1) BE874683A (en)
DE (1) DE2909088A1 (en)
DK (1) DK97179A (en)
ES (1) ES478384A1 (en)
FR (1) FR2419271A1 (en)
GB (2) GB2030144B (en)
IT (1) IT7948266A0 (en)
NL (1) NL7901818A (en)
SE (1) SE7902083L (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4552875A (en) * 1982-07-02 1985-11-12 Schering Aktiengesellschaft Novel carbacyclinamides, their preparation and use as medicinal agents
US4708963A (en) * 1980-12-19 1987-11-24 Schering Aktiengesellschaft Novel carbacyclins, their preparation and use

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2038333B (en) * 1978-01-26 1982-10-06 Erba Farmitalia 12 -formyl- (20 12)octanor-9-deoxy-9 -methylene pgi derivatives
DE2845770A1 (en) * 1978-10-19 1980-04-30 Schering Ag NEW PROSTACYCLINE DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
CA1201712A (en) * 1980-02-28 1986-03-11 Paul A. Aristoff Carbacyclin analogs
DE3021895A1 (en) * 1980-06-06 1981-12-24 Schering Ag Berlin Und Bergkamen, 1000 Berlin NEW METHOD FOR PRODUCING CARBACYCLIN INTERMEDIATE PRODUCTS
DE3121155A1 (en) * 1981-05-22 1982-12-09 Schering Ag, 1000 Berlin Und 4619 Bergkamen NEW CARBACYCLINE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICINAL PRODUCTS
US4689349A (en) * 1982-05-06 1987-08-25 Cbd Corporation Anti-tumor halo bicyclo alkanones
US4689345A (en) * 1982-05-06 1987-08-25 Cbd Corporation Oxygenated alkyl substituted bicyclo alkanes
WO1983004019A1 (en) * 1982-05-06 1983-11-24 Cbd Corporation Cycloaliphatic pharmaceutical compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5495552A (en) * 1978-01-06 1979-07-28 Sankyo Co Ltd Prostacyline derivative and its preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4708963A (en) * 1980-12-19 1987-11-24 Schering Aktiengesellschaft Novel carbacyclins, their preparation and use
US4552875A (en) * 1982-07-02 1985-11-12 Schering Aktiengesellschaft Novel carbacyclinamides, their preparation and use as medicinal agents

Also Published As

Publication number Publication date
AU4493079A (en) 1979-09-13
BE874683A (en) 1979-09-10
FR2419271A1 (en) 1979-10-05
ES478384A1 (en) 1979-08-01
GB2019847B (en) 1982-10-13
FR2419271B1 (en) 1983-07-29
AT364097B (en) 1981-09-25
IT7948266A0 (en) 1979-03-08
NL7901818A (en) 1979-09-11
SE7902083L (en) 1979-09-10
DK97179A (en) 1979-09-10
DE2909088A1 (en) 1979-09-20
ATA172179A (en) 1981-02-15
GB2030144B (en) 1982-10-20
GB2030144A (en) 1980-04-02
JPS54119441A (en) 1979-09-17

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee