FR2351101A1 - Prostaglandin analogues - having long duration of activity, esp. bronchospasmolytic and hypotensive activity - Google Patents

Prostaglandin analogues - having long duration of activity, esp. bronchospasmolytic and hypotensive activity

Info

Publication number
FR2351101A1
FR2351101A1 FR7714420A FR7714420A FR2351101A1 FR 2351101 A1 FR2351101 A1 FR 2351101A1 FR 7714420 A FR7714420 A FR 7714420A FR 7714420 A FR7714420 A FR 7714420A FR 2351101 A1 FR2351101 A1 FR 2351101A1
Authority
FR
France
Prior art keywords
activity
alkyl
cycloalkyl
opt
octen
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.)
Withdrawn
Application number
FR7714420A
Other languages
French (fr)
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Publication of FR2351101A1 publication Critical patent/FR2351101A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • 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

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Prostaglandin analogues of formula (I) are new together with the organic and inorganic salts of the free acids (where R1 is H, 1-6C alkyl; 3-7C cycloalkyl opt. substd. by 1-4C alkyl; or phenyl; R2 is H, 1-12C alkyl, 3-6C cycloalkyl or 7-9C aralkyl; R3 is an opt. unsaturated 1-10C aliphatic hydrocarbyl opt. substd. by 3-7C cycloalkyl, 1-5C alkoxy, 2-5C alkenyloxy or phenoxy. The phenoxy substituent is opt substd. by Me or halomethyl, 1-4C alkoxy, halo, and/or 3-7C cycloalkyl; R4 is 1-3C alkyl, 2-3C alkenyl or 2-3C alkyl yl; A is -C:C-CH:CH-(cis), or -CH2. CH2-; Bis CH:CH-(trans) or -CH2:CH2-; the lateral chains on the 3- and 4-positions on the pyrrolidone ring are in the trans configuration). Cpds. have prostaglandin-like activity e.g. luteolytic activity and inhibitory activity on gastric secretion. A typical cpd. 1-methyl-3- 6-methoxycarbonyl-(Z)-2-hexen-1-yl -4- 3-hydroxy-3-methyl-(E)-1-octen-1-octen-1-yl pyrrolidone was prepd. by reaction of methylmagnesium iodide with 1-methyl-3- 6-methoxycarbonyl-(Z)-2-hexen-1-yl -4- 3-oxo-(E)-1-octen-1-yl pyrrolidone.
FR7714420A 1976-05-14 1977-05-11 Prostaglandin analogues - having long duration of activity, esp. bronchospasmolytic and hypotensive activity Withdrawn FR2351101A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19762621406 DE2621406A1 (en) 1976-05-14 1976-05-14 PYRROLIDONE AND THE METHOD FOR MANUFACTURING THEIR

Publications (1)

Publication Number Publication Date
FR2351101A1 true FR2351101A1 (en) 1977-12-09

Family

ID=5977957

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7714420A Withdrawn FR2351101A1 (en) 1976-05-14 1977-05-11 Prostaglandin analogues - having long duration of activity, esp. bronchospasmolytic and hypotensive activity

Country Status (12)

Country Link
JP (1) JPS52139058A (en)
BE (1) BE854678A (en)
DE (1) DE2621406A1 (en)
DK (1) DK211977A (en)
ES (1) ES458603A1 (en)
FR (1) FR2351101A1 (en)
IL (1) IL52069A0 (en)
IT (1) IT1085082B (en)
LU (1) LU77322A1 (en)
NL (1) NL7705083A (en)
SE (1) SE7705613L (en)
ZA (1) ZA772864B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4552349A (en) * 1982-04-05 1985-11-12 Hall Systems, Inc. Programmable packaging grid for loop gripper product conveyor system

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4552349A (en) * 1982-04-05 1985-11-12 Hall Systems, Inc. Programmable packaging grid for loop gripper product conveyor system

Also Published As

Publication number Publication date
BE854678A (en) 1977-11-16
ZA772864B (en) 1978-04-26
JPS52139058A (en) 1977-11-19
NL7705083A (en) 1977-11-16
SE7705613L (en) 1977-11-15
ES458603A1 (en) 1978-03-01
LU77322A1 (en) 1977-12-13
IT1085082B (en) 1985-05-28
DK211977A (en) 1977-11-15
DE2621406A1 (en) 1977-12-01
IL52069A0 (en) 1977-07-31

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Legal Events

Date Code Title Description
ST Notification of lapse