WO1982001002A1 - 7-oxoprostacyclin derivatives and process for the preparation thereof - Google Patents

7-oxoprostacyclin derivatives and process for the preparation thereof Download PDF

Info

Publication number
WO1982001002A1
WO1982001002A1 PCT/EP1981/000148 EP8100148W WO8201002A1 WO 1982001002 A1 WO1982001002 A1 WO 1982001002A1 EP 8100148 W EP8100148 W EP 8100148W WO 8201002 A1 WO8201002 A1 WO 8201002A1
Authority
WO
WIPO (PCT)
Prior art keywords
radical
solution
acid
chain
oxoprostacyclin
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.)
Ceased
Application number
PCT/EP1981/000148
Other languages
English (en)
French (fr)
Inventor
Ag Schering
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Priority to DE8181903255T priority Critical patent/DE3172032D1/de
Priority to AT81903255T priority patent/ATE15194T1/de
Publication of WO1982001002A1 publication Critical patent/WO1982001002A1/en
Priority to FI821707A priority patent/FI66367C/fi
Priority to NO821620A priority patent/NO158098C/no
Priority to DK220982A priority patent/DK220982A/da
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic 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
    • C07D307/93—Heterocyclic 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
    • C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/08—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/13—Dicarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic 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
    • C07D307/93—Heterocyclic 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
    • C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
    • C07D307/937—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans with hydrocarbon or substituted hydrocarbon radicals directly attached in position 2, e.g. prostacyclins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4015—Esters of acyclic unsaturated acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/535—Organo-phosphoranes
    • C07F9/5352—Phosphoranes containing the structure P=C-

Definitions

  • alkyl groups represented by R 3 there come into consideration straight-chain or branched alkyl groups having from 1 to 10 carbon atoms, such as, for example, methyl, ethyl, propyl, butyl, isobutyl, tert.-butyl, pentyl, neopentyl, heptyl, hexyl or decyl radicals.
  • carboxylic acids may be mentioned by way of examples formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, caproic acid, oenanthic acid, caprylic acid, pelargonic acid, capric acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, tri-methylacetic acid, diethylacetic acid, tert.-butylacetic acid, cyclopropylacetic acid, cyclopentylacetic acid, cyclohexylacetic acid, cyclopropanecarboxylic acid, cyclohexanecarboxylic acid, phenylacetic acid, phenoxyacetic acid, methoxyacetic acid, ethoxyacetic acid, mono-, di- and tri-chloroacetic acid, aminoacetic acid, diethylaminoacetic acid, piperidinoacetic acid,
  • sterile, injectable, aqueous of oily solutions are used.
  • aqueous of oily solutions are used for parenteral administration.
  • oral administra tion for example tablets, dragees or capsules are suitable.
  • Example 2 Analogously to Example 1, 141 mg of the title compound are obtained starting from 480 mg of 19-methyl-l8,19-didehydroprostacyclin-11,15-diacetate methyl ester. IR: 2950, 1750, 1710, 1670, 1440, 1370, 1240/cm.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Furan Compounds (AREA)
PCT/EP1981/000148 1980-09-18 1981-09-17 7-oxoprostacyclin derivatives and process for the preparation thereof Ceased WO1982001002A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE8181903255T DE3172032D1 (en) 1980-09-18 1981-09-17 7-oxoprostacyclin derivatives and process for the preparation thereof
AT81903255T ATE15194T1 (de) 1980-09-18 1981-09-17 7-oxoprostacyclin-derivate und verfahren zu deren herstellung.
FI821707A FI66367C (fi) 1980-09-18 1982-05-14 Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 7-oxoprostacyklinderivat
NO821620A NO158098C (no) 1980-09-18 1982-05-14 Fremgangsmaate for fremstilling av terapeutisk aktive 7-oxoprostacycloderivater.
DK220982A DK220982A (da) 1980-09-18 1982-05-17 7-oxoprostacyklinderivater og fremgangsmaade til fremstilling deraf

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3035454800918 1980-09-18
DE19803035454 DE3035454A1 (de) 1980-09-18 1980-09-18 7-oxoprostacyclinderivate und verfahren zu ihrer herstellung

Publications (1)

Publication Number Publication Date
WO1982001002A1 true WO1982001002A1 (en) 1982-04-01

Family

ID=6112413

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1981/000148 Ceased WO1982001002A1 (en) 1980-09-18 1981-09-17 7-oxoprostacyclin derivatives and process for the preparation thereof

Country Status (17)

Country Link
US (1) US4466969A (enExample)
EP (1) EP0059756B1 (enExample)
JP (1) JPH0314031B2 (enExample)
AU (1) AU557398B2 (enExample)
BE (1) BE890390A (enExample)
CA (1) CA1220470A (enExample)
CS (1) CS226440B2 (enExample)
DE (2) DE3035454A1 (enExample)
DK (1) DK220982A (enExample)
ES (1) ES505576A0 (enExample)
FI (1) FI66367C (enExample)
GR (1) GR75350B (enExample)
HU (1) HU200601B (enExample)
IE (1) IE51792B1 (enExample)
IT (1) IT1167504B (enExample)
WO (1) WO1982001002A1 (enExample)
ZA (1) ZA816516B (enExample)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1985002187A1 (fr) * 1983-11-10 1985-05-23 Schering Aktiengesellschaft Derives de 20-alkyle-7-oxoprostacycline et leur procede de fabrication
DE3610556A1 (de) * 1986-03-26 1987-10-01 Schering Ag 7-oxoprostacyclinderivate und verfahren zu ihrer herstellung
EP0205969A3 (en) * 1985-05-29 1989-04-19 Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt. 7-oxo-pgi2-ephedrine salts, their preparation and pharmaceutical compositions containing them

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5190973A (en) * 1983-11-10 1993-03-02 Schering Aktiengesellschaft 20-alkyl-7-oxoprostacyclin derivatives useful as pharmaceuticals
HU191264B (en) * 1984-01-13 1987-01-28 Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu Process for production of derivatives of 7-oxo-prostacyclin with selective biological effect

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0031426A1 (de) * 1979-11-12 1981-07-08 CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT. 7-Oxo-PGI2-derivate, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende pharmazeutische Präparate

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4330553A (en) * 1979-11-12 1982-05-18 Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara R.T. 7-Oxo-PGI2 -derivatives and process for the preparation thereof and pharmaceutical compositions containing same

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0031426A1 (de) * 1979-11-12 1981-07-08 CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT. 7-Oxo-PGI2-derivate, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende pharmazeutische Präparate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1985002187A1 (fr) * 1983-11-10 1985-05-23 Schering Aktiengesellschaft Derives de 20-alkyle-7-oxoprostacycline et leur procede de fabrication
EP0205969A3 (en) * 1985-05-29 1989-04-19 Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt. 7-oxo-pgi2-ephedrine salts, their preparation and pharmaceutical compositions containing them
DE3610556A1 (de) * 1986-03-26 1987-10-01 Schering Ag 7-oxoprostacyclinderivate und verfahren zu ihrer herstellung
WO1987005900A1 (fr) * 1986-03-26 1987-10-08 Schering Aktiengesellschaft Derives de 7-oxoprostacycline et leur procede de fabrication

Also Published As

Publication number Publication date
HU200601B (en) 1990-07-28
DK220982A (da) 1982-05-17
FI66367B (fi) 1984-06-29
CA1220470A (en) 1987-04-14
CS226440B2 (en) 1984-03-19
FI821707A7 (fi) 1982-05-14
JPH0314031B2 (enExample) 1991-02-25
ES8205787A1 (es) 1982-08-16
EP0059756B1 (en) 1985-08-28
DE3035454A1 (de) 1982-04-22
BE890390A (fr) 1982-03-17
EP0059756A1 (en) 1982-09-15
US4466969A (en) 1984-08-21
AU7809181A (en) 1982-04-14
FI821707A0 (fi) 1982-05-14
IT8124030A0 (it) 1981-09-18
ES505576A0 (es) 1982-08-16
AU557398B2 (en) 1986-12-18
IT1167504B (it) 1987-05-13
JPS57501482A (enExample) 1982-08-19
IE812163L (en) 1982-03-18
DE3172032D1 (en) 1985-10-03
ZA816516B (en) 1982-09-29
GR75350B (enExample) 1984-07-13
IE51792B1 (en) 1987-04-01
IT8124030A1 (it) 1983-03-18
FI66367C (fi) 1984-10-10

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