GB1554044A - Prostaglandins - Google Patents

Prostaglandins

Info

Publication number
GB1554044A
GB1554044A GB3314/77A GB331477A GB1554044A GB 1554044 A GB1554044 A GB 1554044A GB 3314/77 A GB3314/77 A GB 3314/77A GB 331477 A GB331477 A GB 331477A GB 1554044 A GB1554044 A GB 1554044A
Authority
GB
United Kingdom
Prior art keywords
formula
image
iodine
compounds
bound
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.)
Expired
Application number
GB3314/77A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of GB1554044A publication Critical patent/GB1554044A/en
Expired 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
    • C07C405/00—Compounds 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00—Compounds 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
    • C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
    • C07C405/0041—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing nitrogen
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic 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
    • C07D311/94—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom

Landscapes

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

Abstract

The novel iodine derivatives of the prostaglandins of the formula I, which possess a 9-deoxy-6,9-epoxy functionality, <IMAGE> in which D, L, Q, X, V, W, R1 and R4 have the same meaning as in Patent Claim 1, are prepared by subjecting a compound of the formula XIII <IMAGE> to an iodination and cyclisation. By reacting with a dehydroiodinating reagent, the halogen atom which is bound to the carbon atom of the cyclic structure, together with the iodine atom which is bound to the adjacent carbon atom, can be eliminated from the iodine compounds of the formula I, with the corresponding compounds possessing a double bond in the trans position being obtained. If, on the other hand, the compounds of the formula I are subjected to a dehalogenation and hydrolysis, the hemiketal of the formula III <IMAGE> is then obtained, mixed with the corresponding open-chain keto compound. The novel prostaglandin derivatives can be used for preventing blood platelet agglutination, for stimulating the smooth musculature, as agents for lowering blood pressure, or as agents for preventing too strong a secretion of gastric juice.
GB3314/77A 1976-02-04 1977-01-27 Prostaglandins Expired GB1554044A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US65511076A 1976-02-04 1976-02-04
US71696976A 1976-08-23 1976-08-23
US71696076A 1976-08-23 1976-08-23
US71677176A 1976-08-23 1976-08-23
US71677076A 1976-08-23 1976-08-23
US71697276A 1976-08-23 1976-08-23
US72554876A 1976-09-22 1976-09-22

Publications (1)

Publication Number Publication Date
GB1554044A true GB1554044A (en) 1979-10-17

Family

ID=27569874

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3314/77A Expired GB1554044A (en) 1976-02-04 1977-01-27 Prostaglandins

Country Status (13)

Country Link
JP (1) JPS5936911B2 (en)
BE (1) BE851122A (en)
CA (3) CA1160627A (en)
CH (2) CH632245A5 (en)
DE (1) DE2702553C2 (en)
FR (3) FR2359125B1 (en)
GB (1) GB1554044A (en)
HK (1) HK9385A (en)
IL (1) IL51189A (en)
MX (1) MX4811E (en)
NL (2) NL185515C (en)
NZ (1) NZ183050A (en)
SE (1) SE435281B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5185374A (en) * 1988-05-11 1993-02-09 K.K. Ueno Seiyaku Oyo Kenkyujo Use of 15-ketoprostaglandin E or F compounds for uterine contraction
CN116143742A (en) * 2023-02-27 2023-05-23 广州楷石生物科技有限公司 Epoprostenol nitric oxide donor drugs

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1583961A (en) * 1976-05-11 1981-02-04 Wellcome Found Prostacyclin and derivatives thereof
JPS537665A (en) * 1976-05-11 1978-01-24 Wellcome Found Novel ether* its preparation and its use
GB1595056A (en) * 1976-10-12 1981-08-05 Wellcome Found Pharmaceutical combination
AU511711B2 (en) * 1976-12-30 1980-09-04 Upjohn Company, The 6-Oxo and 5, 6-Dihalo prostaglandin analogues
FI71138C (en) * 1976-12-31 1986-11-24 Erba Farmitalia FOERFARANDE FOER FRAMSTAELLNING AV TERAPEUTISKT ACTIVE BISYCLISKA PROSTAGLANDINER
AU524786B2 (en) * 1977-03-07 1982-10-07 The Upjohn Company Prostacyclins
JPS53136513A (en) * 1977-05-06 1978-11-29 Ono Pharmaceut Co Ltd Stabilization of prostaglandin-x-related compounds
JPS6022710B2 (en) * 1977-09-16 1985-06-03 小野薬品工業株式会社 Prostaglandin-like compounds
DE2743283A1 (en) * 1977-09-27 1979-04-05 Hoechst Ag NEW PROSTACYCLIN ANALOG
IT1088036B (en) 1977-11-25 1985-06-04 Erba Carlo Spa 15-EPI-PROSTACYCLINE AND ANALOG PROSTACYCLINE
US4705806A (en) * 1978-02-13 1987-11-10 Morton Jr Douglas R Prostacyclin analogs
DE2811950A1 (en) * 1978-03-18 1979-12-13 Hoechst Ag NEW PROSTACYCLIN ANALOGS
IT1099575B (en) * 1978-07-20 1985-09-18 Erba Carlo Spa 20-METHYL-13,14-DEHYDRO-PGI2 'ITS SALTS AND ITS 16S- AND 16R-METHYL DERIVATIVES
DE2834248A1 (en) * 1978-08-04 1980-02-28 Hoechst Ag NEW PROSTAGLAND DERIVATIVES IN THE DELTA 2-PGF TIEF 2 AND DELTA 2-PGE TIEF 2 SERIES
US4180657A (en) * 1978-08-14 1979-12-25 The Upjohn Company Acyl-substituted phenyl esters of prostacyclin-type compounds
JPS56122372A (en) * 1980-03-03 1981-09-25 Toray Ind Inc Prostaglandin i2 derivative
DE3029984C2 (en) * 1980-08-08 1983-12-15 Grünenthal GmbH, 5190 Stolberg 2-Oxabicyclo [3.3.0] octane derivatives and medicinal products containing them
CH648556A5 (en) * 1981-03-11 1985-03-29 Hoffmann La Roche FLUORPROSTACYCLINE.
JPS595155A (en) * 1982-06-30 1984-01-12 Ono Pharmaceut Co Ltd Prostaglandin d-mimic compound, its preparation and antitumor agent containing the same
CA1324129C (en) * 1987-04-30 1993-11-09 Ryuzo Ueno Prostaglandins of the f series
US5221763A (en) * 1987-04-30 1993-06-22 R-Tech Ueno, Ltd. Prostaglandins of the F series
US5591887A (en) * 1987-04-30 1997-01-07 R-Tech Ueno, Ltd. Prostaglandins of the F series
AU619543B2 (en) * 1988-05-11 1992-01-30 Sucampo Ag Use of 15-ketoprostaglandin e or f compounds for uterine contraction
MX2012000889A (en) 2009-07-28 2012-02-13 Ono Pharmaceutical Co Bicyclic compound and use thereof for medical purposes.
US9029574B2 (en) 2011-01-27 2015-05-12 Ono Pharmaceutical Co., Ltd. Bicyclic compound and use thereof for medical purposes

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2351112A1 (en) * 1975-10-21 1977-12-09 Wellcome Found Prostaglandin derivs.
JPS537665A (en) * 1976-05-11 1978-01-24 Wellcome Found Novel ether* its preparation and its use
MX4813E (en) * 1976-06-01 1982-10-19 Upjohn Co PROCEDURE FOR PREPARING ANALOGS OF PROSTAGLANDINAS
AU511711B2 (en) * 1976-12-30 1980-09-04 Upjohn Company, The 6-Oxo and 5, 6-Dihalo prostaglandin analogues

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5185374A (en) * 1988-05-11 1993-02-09 K.K. Ueno Seiyaku Oyo Kenkyujo Use of 15-ketoprostaglandin E or F compounds for uterine contraction
CN116143742A (en) * 2023-02-27 2023-05-23 广州楷石生物科技有限公司 Epoprostenol nitric oxide donor drugs

Also Published As

Publication number Publication date
NL185515C (en) 1990-05-01
NL8300921A (en) 1983-07-01
CA1160628A (en) 1984-01-17
NZ183050A (en) 1979-06-08
DE2702553A1 (en) 1977-08-18
NL7700896A (en) 1977-08-08
FR2362833B1 (en) 1980-08-08
MX4811E (en) 1982-10-19
DE2702553C2 (en) 1986-02-20
CA1179335A (en) 1984-12-11
JPS5295644A (en) 1977-08-11
FR2359125B1 (en) 1985-11-15
FR2362834B1 (en) 1980-08-08
HK9385A (en) 1985-02-08
FR2362833A1 (en) 1978-03-24
IL51189A (en) 1985-08-30
NL185515B (en) 1989-12-01
CA1160627A (en) 1984-01-17
FR2362834A1 (en) 1978-03-24
FR2359125A1 (en) 1978-02-17
IL51189A0 (en) 1977-02-28
CH637949A5 (en) 1983-08-31
SE7701045L (en) 1977-08-05
CH632245A5 (en) 1982-09-30
JPS5936911B2 (en) 1984-09-06
BE851122A (en) 1977-08-04
SE435281B (en) 1984-09-17

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
48S Specification amended (sect. 8/1949)
SPA Amended specification published
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
PE20 Patent expired after termination of 20 years

Effective date: 19970126