FR2361381A1 - (15)-(Hetero) aryl prostaglandin analogues - with long-lasting prostaglandin-like activity - Google Patents

(15)-(Hetero) aryl prostaglandin analogues - with long-lasting prostaglandin-like activity

Info

Publication number
FR2361381A1
FR2361381A1 FR7730389A FR7730389A FR2361381A1 FR 2361381 A1 FR2361381 A1 FR 2361381A1 FR 7730389 A FR7730389 A FR 7730389A FR 7730389 A FR7730389 A FR 7730389A FR 2361381 A1 FR2361381 A1 FR 2361381A1
Authority
FR
France
Prior art keywords
alpha
phenyl
prostaglandin
beta
single bond
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
FR7730389A
Other languages
French (fr)
Other versions
FR2361381B1 (en
Inventor
Michael Ross Johnson
Hans-Jurgen Ernst Hess
Thomas Ken Schaaf
Jasjit Singh Bindra
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.)
Pfizer Inc
Original Assignee
Pfizer 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
Priority claimed from FR7325835A external-priority patent/FR2192834B1/fr
Application filed by Pfizer Inc filed Critical Pfizer Inc
Publication of FR2361381A1 publication Critical patent/FR2361381A1/en
Application granted granted Critical
Publication of FR2361381B1 publication Critical patent/FR2361381B1/fr
Granted 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
    • 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
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10—Oxygen atoms
    • C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B63—SHIPS OR OTHER WATERBORNE VESSELS; RELATED EQUIPMENT
    • B63B—SHIPS OR OTHER WATERBORNE VESSELS; EQUIPMENT FOR SHIPPING 
    • B63B2211/00—Applications
    • B63B2211/02—Oceanography

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Cpds of formula (I): (where Ar is alpha- or beta-furyl, alpha- or beta-thienyl, alpha- or beta-naphthyl, phenyl, 3,4-dimethoxyphenyl, 3,4-methylenedioxyphenyl, 3,4,5-trimethoxyphenyl or phenyl monosubstd. by halogen, CF3, phenyl, lower alkyl or lower alkoxy, n = 0-5 but is 0 or 1 when A is phenyl, substd. phenyl or naphthyl; R is H, or lower alkyl; W is a single bond or a cis double bond; Z is a single bond or a trans double bond; M is O, -H or -OH ; N and L form a single bond or N is alpha-OH, and L is H, where M, N and L are selected to give the structure of an A, E or F series prostaglandin) and their 9 alpha, 11 alpha and 15 alpha lower alkanoyl, formyl and benzoyl esters and salts are prepd. by standard methods, the (CH2)nAr gp being introduced by reacting the corresp. aldehyde with Ar(CH2)nCOCH2 PO(OAlk)2 and reducing or alkylating the prodt. Cpds. (I) are the 15-aralkyl, analogues of the F,E, and A series prostaglandin and have the same activities with a longer lasting effect.
FR7730389A 1972-07-13 1977-10-10 (15)-(Hetero) aryl prostaglandin analogues - with long-lasting prostaglandin-like activity Granted FR2361381A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US27122072A 1972-07-13 1972-07-13
FR7325835A FR2192834B1 (en) 1972-07-13 1973-07-13

Publications (2)

Publication Number Publication Date
FR2361381A1 true FR2361381A1 (en) 1978-03-10
FR2361381B1 FR2361381B1 (en) 1980-04-25

Family

ID=26217835

Family Applications (2)

Application Number Title Priority Date Filing Date
FR7730390A Granted FR2361410A1 (en) 1972-07-13 1977-10-10 DIALKYL ALKYLPHOSPHONATES, USEFUL AS PROSTAGLANDIN SYNTHESIS INTERMEDIARIES
FR7730389A Granted FR2361381A1 (en) 1972-07-13 1977-10-10 (15)-(Hetero) aryl prostaglandin analogues - with long-lasting prostaglandin-like activity

Family Applications Before (1)

Application Number Title Priority Date Filing Date
FR7730390A Granted FR2361410A1 (en) 1972-07-13 1977-10-10 DIALKYL ALKYLPHOSPHONATES, USEFUL AS PROSTAGLANDIN SYNTHESIS INTERMEDIARIES

Country Status (1)

Country Link
FR (2) FR2361410A1 (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2205339A1 (en) * 1972-11-08 1974-05-31 Pfizer

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE786251A (en) * 1971-07-14 1973-01-15 Ici Ltd NEW DERIVATIVES OF CYCLOPENTANE

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2205339A1 (en) * 1972-11-08 1974-05-31 Pfizer

Also Published As

Publication number Publication date
FR2361410B1 (en) 1981-05-29
FR2361410A1 (en) 1978-03-10
FR2361381B1 (en) 1980-04-25

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