CS257285B2 - Production method of bicyclo(4,2,%) oktane derivatoves - Google Patents

Production method of bicyclo(4,2,%) oktane derivatoves Download PDF

Info

Publication number
CS257285B2
CS257285B2 CS862135A CS213586A CS257285B2 CS 257285 B2 CS257285 B2 CS 257285B2 CS 862135 A CS862135 A CS 862135A CS 213586 A CS213586 A CS 213586A CS 257285 B2 CS257285 B2 CS 257285B2
Authority
CS
Czechoslovakia
Prior art keywords
hydroxybicyclo
ynyl
hydroxy
oct
ylidene
Prior art date
Application number
CS862135A
Other languages
Czech (cs)
English (en)
Other versions
CS213586A2 (en
Inventor
Arthur F Kluge
Anthony L Willis
Yang Counde O
Original Assignee
Syntex Lu S Inc
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 Syntex Lu S Inc filed Critical Syntex Lu S Inc
Priority to CS869548A priority Critical patent/CS257299B2/cs
Priority to CS869547A priority patent/CS257298B2/cs
Publication of CS213586A2 publication Critical patent/CS213586A2/cs
Publication of CS257285B2 publication Critical patent/CS257285B2/cs

Links

Classifications

    • HELECTRICITY
    • H04ELECTRIC COMMUNICATION TECHNIQUE
    • H04NPICTORIAL COMMUNICATION, e.g. TELEVISION
    • H04N9/00Details of colour television systems
    • H04N9/79Processing of colour television signals in connection with recording
    • H04N9/7921Processing of colour television signals in connection with recording for more than one processing mode
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C07C35/23Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
    • C07C35/31Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing eight carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C07C403/08Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms by hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/14Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms
    • C07C403/16Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by doubly-bound oxygen atoms not being part of —CHO groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/20Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
    • 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
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
    • 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
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
    • C07C45/305Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation with halogenochromate reagents, e.g. pyridinium chlorochromate
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/26Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
    • C07C47/267Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups containing rings other than six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/26Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
    • C07C47/27Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/26Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
    • C07C47/273Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups containing halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/20Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/277Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
    • 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
    • C07C49/703Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/747Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/42Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/46Unsaturated compounds containing hydroxy or O-metal groups containing rings other than six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40Unsaturated compounds
    • C07C59/42Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/56Unsaturated compounds containing hydroxy or O-metal groups containing halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09Geometrical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Diabetes (AREA)
  • Signal Processing (AREA)
  • Multimedia (AREA)
  • Hematology (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Obesity (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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Peptides Or Proteins (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
CS862135A 1985-03-27 1986-03-26 Production method of bicyclo(4,2,%) oktane derivatoves CS257285B2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CS869548A CS257299B2 (cs) 1985-03-27 1986-12-18 Způsob výroby derivátů bicyklo[4.2,0]oktanů
CS869547A CS257298B2 (cs) 1985-03-27 1986-12-18 Způsob výroby derivátů bicyklo[4.2,0]oktanů

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/716,872 US4608388A (en) 1985-03-27 1985-03-27 Novel [4,2,0]bicyclooctane derivatives with valuable therapeutic properties

Publications (2)

Publication Number Publication Date
CS213586A2 CS213586A2 (en) 1987-09-17
CS257285B2 true CS257285B2 (en) 1988-04-15

Family

ID=24879801

Family Applications (1)

Application Number Title Priority Date Filing Date
CS862135A CS257285B2 (en) 1985-03-27 1986-03-26 Production method of bicyclo(4,2,%) oktane derivatoves

Country Status (23)

Country Link
US (1) US4608388A (de)
EP (1) EP0196617B1 (de)
JP (1) JPS61227544A (de)
KR (1) KR910000254B1 (de)
AT (1) ATE43575T1 (de)
AU (1) AU599018B2 (de)
CA (1) CA1284654C (de)
CS (1) CS257285B2 (de)
DD (1) DD244132A5 (de)
DE (1) DE3663660D1 (de)
DK (1) DK145286A (de)
ES (2) ES8800146A1 (de)
FI (1) FI861324A (de)
GR (1) GR860778B (de)
HU (1) HU195634B (de)
IL (1) IL78273A0 (de)
NO (1) NO164017C (de)
NZ (1) NZ215610A (de)
PH (1) PH23489A (de)
PL (5) PL148468B1 (de)
PT (1) PT82286B (de)
SU (2) SU1500153A3 (de)
ZA (1) ZA862278B (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4678805A (en) * 1985-03-27 1987-07-07 Syntex (U.S.A.) Inc. Novel 8-(lower alkyl)bicyclo[4.2.0]octane derivatives with valuable therapeutic properties
US4792561A (en) * 1986-05-29 1988-12-20 Syntex (U.S.A.) Inc. Carbostyril derivatives as combined thromboxane synthetase and cyclic-AMP phosphodiesterase inhibitors
US5049497A (en) * 1986-08-25 1991-09-17 Syntex (U.S.A.) Inc. Novel process for the synthesis of the enantiomers of bicyclo(4.2.0)oct-2-en-7-one and derivatives
US4735966A (en) * 1986-08-25 1988-04-05 Syntex (U.S.A.) Inc. Novel substituted (4.2.0)bicyclooctane derivatives with valuable therapeutic properties
US4730078A (en) * 1987-05-13 1988-03-08 G. D. Searle & Co. Allenic prostacyclins
US4983627A (en) * 1988-11-10 1991-01-08 Syntex (U.S.A.) Inc. Novel 6-alkyl and 6.8-dialkylbicyclo(4.2.0)octane derivatives

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4705806A (en) * 1978-02-13 1987-11-10 Morton Jr Douglas R Prostacyclin analogs
US4288606A (en) * 1979-06-14 1981-09-08 The Upjohn Company Esters of prostacyclin-type compounds
US4267395A (en) * 1979-07-05 1981-05-12 The Upjohn Company 2-Decarboxy-2-hydroxymethyl-19-hydroxy-19-methyl-6A-carba-PGI2 compounds
US4420632A (en) * 1980-04-15 1983-12-13 The Upjohn Company Composition and process
US4306076A (en) * 1980-04-23 1981-12-15 The Upjohn Company Inter-phenylene CBA compounds

Also Published As

Publication number Publication date
DD244132A5 (de) 1987-03-25
DE3663660D1 (en) 1989-07-06
ZA862278B (en) 1987-11-25
PL263590A1 (en) 1987-08-24
GR860778B (en) 1986-06-19
SU1588275A3 (ru) 1990-08-23
PL148462B1 (en) 1989-10-31
PH23489A (en) 1989-08-16
AU599018B2 (en) 1990-07-12
CS213586A2 (en) 1987-09-17
CA1284654C (en) 1991-06-04
NO164017C (no) 1990-08-22
DK145286A (da) 1986-09-28
NO861244L (no) 1986-09-29
NZ215610A (en) 1989-04-26
HUT42426A (en) 1987-07-28
JPS61227544A (ja) 1986-10-09
NO164017B (no) 1990-05-14
EP0196617B1 (de) 1989-05-31
EP0196617A1 (de) 1986-10-08
KR860007212A (ko) 1986-10-08
HU195634B (en) 1988-06-28
IL78273A0 (en) 1986-07-31
PL263593A1 (en) 1987-08-24
PT82286B (pt) 1988-05-27
FI861324A0 (fi) 1986-03-26
US4608388A (en) 1986-08-26
ES8800146A1 (es) 1987-11-01
ES553437A0 (es) 1987-11-01
KR910000254B1 (ko) 1991-01-23
AU5528986A (en) 1986-10-02
PL263592A1 (en) 1987-08-24
PL148468B1 (en) 1989-10-31
SU1500153A3 (ru) 1989-08-07
FI861324A (fi) 1986-09-28
DK145286D0 (da) 1986-03-26
ATE43575T1 (de) 1989-06-15
ES557637A0 (es) 1988-07-16
PT82286A (en) 1986-04-01
PL148469B1 (en) 1989-10-31
ES8802482A1 (es) 1988-07-16
PL263591A1 (en) 1987-08-24

Similar Documents

Publication Publication Date Title
KR890000185B1 (ko) 7-옥사비시클로헵탄 및 7-옥사비시클로헵텐 화합물
IE49085B1 (en) Improvements in or relating to prostacyclin derivatives
US3950406A (en) Hydroxylated 15-deoxy derivatives of 9-hydroxy-13-trans-prostenoic acid
CS257285B2 (en) Production method of bicyclo(4,2,%) oktane derivatoves
DE2629644A1 (de) 16,16-spirocycloalkylprostaglandine und verfahren zu ihrer herstellung
US4117014A (en) Prostaglandin derivatives
EP0106576B1 (de) Neue 5-gliedrige Ringverbindungen, ein Verfahren zu ihrer Herstellung und ihre pharmazeutische Anwendung
US4556675A (en) 7-Oxabicycloheptane and 7-oxabicycloheptene compounds
EP0338796B1 (de) 2-Substituierte 2-Cyclopentenone
Cooper et al. Synthesis of the four stereoisomers of enprostil
US4788319A (en) Novel isocarbacyclins and processes for production thereof
US4735966A (en) Novel substituted (4.2.0)bicyclooctane derivatives with valuable therapeutic properties
EP0255098B1 (de) 8-(Niederalkyl)bicyclo[4.2.0]octanderivate mit wertvollen therapeutischen Eigenschaften
US4111959A (en) 15,16-Dioxy prostenoic acids and esters and intermediates in their preparation
US4681951A (en) Bicyclo(3.3.0)octene derivatives
US4321405A (en) 15,16-Dioxy prostenoic acids and esters
JP2503073B2 (ja) 2―置換―2―シクロペンテノン類およびそれを含有する骨形成促進剤又は制ガン剤
US4888358A (en) 13,14-dihydroprostaglandin C-type derivatives
CA1202968A (en) Process for the preparation of new cis-bi- cyclo[3.3.0]octane derivatives
US4983627A (en) Novel 6-alkyl and 6.8-dialkylbicyclo(4.2.0)octane derivatives
US4190597A (en) Various 15-deoxy-16-hydroxy-16-ethynyl and 16-ethynylsubstituted prostaglandins
US4190596A (en) Various 15-deoxy-16-hydroxy-16-ethynyl and 16-ethynylsubstituted prostaglandins
US4219664A (en) 15,16-Dioxy prostenoic acids and esters
US4239900A (en) Various 15-deoxy-16-hydroxy-16-ethynyl and 16-ethynylsubstituted prostaglandins
US4107441A (en) Novel 16 hydroxy 15-deoxy-5-cis-prostenoic acids and esters