GB1338294A - 2-3-2-tetrahydrofuryl-propionyl-1,3-cyclopentanedione and production of this physiologically active compound - Google Patents

2-3-2-tetrahydrofuryl-propionyl-1,3-cyclopentanedione and production of this physiologically active compound

Info

Publication number
GB1338294A
GB1338294A GB3741671A GB3741671A GB1338294A GB 1338294 A GB1338294 A GB 1338294A GB 3741671 A GB3741671 A GB 3741671A GB 3741671 A GB3741671 A GB 3741671A GB 1338294 A GB1338294 A GB 1338294A
Authority
GB
United Kingdom
Prior art keywords
cyclopentanedione
tetrahydrofuryl
propionyl
production
active compound
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
GB3741671A
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.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
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 JP7276470A external-priority patent/JPS4815929B1/ja
Priority claimed from JP45075997A external-priority patent/JPS4815930B1/ja
Application filed by Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Publication of GB1338294A publication Critical patent/GB1338294A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic 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
    • C07D307/38Heterocyclic 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
    • C07D307/40Radicals substituted by oxygen atoms
    • C07D307/46Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04Heterocyclic compounds containing five-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
    • C07D307/10Heterocyclic compounds containing five-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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/28Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Furan Compounds (AREA)

Abstract

1338294 Tetrahydrofuryl - propionyl cyclopentanedione ZAIDAN HOJIN BISEIBUTSU KAGAKU KENKYU KAI 10 Aug 1971 [21 Aug 1970 1 Sept 1970] 37416/71 Heading C2C The novel compound of Formula (I) may be obtained by hydrogenation of 2[3-(2- furyl) - acryloyl] - 1,3 - cyclopentanedione in the presence of a base and of a hydrogenation catalyst comprising Pt, Pd or Rh, and optionally liberating the free form from its salt by treatment with dilute acid. The starting material may be obtained by aldol condensation of 2-acetyl-1,3-cyclopentanedione with furfural. In an example, 2-(4,5- dihydro - 5 - propyl - 2(3H) - furylidene) - 1,3- cyclopentanedione is obtained as a by-product. Pharmaceutical compositions having hypotensive activity comprise the compound of Formula (I) together with a pharmaceutical carrier in forms suitable for oral or parenteral administration.
GB3741671A 1970-08-21 1971-08-10 2-3-2-tetrahydrofuryl-propionyl-1,3-cyclopentanedione and production of this physiologically active compound Expired GB1338294A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP7276470A JPS4815929B1 (en) 1970-08-21 1970-08-21
JP45075997A JPS4815930B1 (en) 1970-09-01 1970-09-01

Publications (1)

Publication Number Publication Date
GB1338294A true GB1338294A (en) 1973-11-21

Family

ID=26413900

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3741671A Expired GB1338294A (en) 1970-08-21 1971-08-10 2-3-2-tetrahydrofuryl-propionyl-1,3-cyclopentanedione and production of this physiologically active compound

Country Status (4)

Country Link
CH (1) CH561194A5 (en)
DE (1) DE2141833B2 (en)
FR (1) FR2104866B1 (en)
GB (1) GB1338294A (en)

Also Published As

Publication number Publication date
CH561194A5 (en) 1975-04-30
DE2141833A1 (en) 1972-02-24
FR2104866A1 (en) 1972-04-21
DE2141833B2 (en) 1975-11-06
FR2104866B1 (en) 1975-06-06

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees