GB893269A - New 3,5-diketo-1,2,4-triazolidine derivatives - Google Patents

New 3,5-diketo-1,2,4-triazolidine derivatives

Info

Publication number
GB893269A
GB893269A GB42256/59A GB4225659A GB893269A GB 893269 A GB893269 A GB 893269A GB 42256/59 A GB42256/59 A GB 42256/59A GB 4225659 A GB4225659 A GB 4225659A GB 893269 A GB893269 A GB 893269A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
hydrogen
acid chloride
hydrazobenzene
general formula
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
GB42256/59A
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.)
Merck KGaA
Original Assignee
E Merck 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 E Merck AG filed Critical E Merck AG
Publication of GB893269A publication Critical patent/GB893269A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/12—Oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

The invention comprises 3,5 - dioxo - 1,2,4 - triazolidine derivatives of the general formula <FORM:0893269/IV (b)/1> (wherein R represents hydrogen, an acyl, alkyl, cycloalkyl, aryl or aralkyl group, or a group -(CH2)n-R1 where n is an integer from 1 to 3, R1 is -SR2, -OR2 or -N(R2)2 and R2 is hydrogen or alkyl, and Z1 and Z2 represent cycloalkyl or aryl radicals optionally substituted at one or more positions by chlorine or bromine), and the preparation thereof by condensing a substituted semicarbazide of the general formula <FORM:0893269/IV (b)/2> with phosgene or an alkyl carbonate, or, when R is other than hydrogen, by reacting a metal derivative of a compound in which R is hydrogen with an acid anhydride or with a halide RX (wherein X represents chlorine, bromine or iodine). The products are useful as analgesics and antiphlogistics. Substituted semicarbazides of the second general formula above are prepared by boiling hydrazobenzene-N-carboxylic acid chloride or a corresponding dicycloalkyl - hydrazine - N - carboxylic acid chloride with 2 molecular proportions of an amino compound RNH2. Hydrazobenzene-N-carboxylic acid chloride is prepared by reacting hydrazobenzene with phosgene in the presence of pyridine. Symmetrical dicyclohexylhydrazine - N - carboxylic acid chloride is similarly prepared from symmetrical dicyclohexylhydrazine hydrochloride.
GB42256/59A 1958-12-17 1959-12-11 New 3,5-diketo-1,2,4-triazolidine derivatives Expired GB893269A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM39969A DE1103342B (en) 1958-12-17 1958-12-17 Process for the preparation of new 1, 2-diphenyl-3, 5-dioxo-1, 2, 4-triazolidine derivatives

Publications (1)

Publication Number Publication Date
GB893269A true GB893269A (en) 1962-04-04

Family

ID=7303557

Family Applications (1)

Application Number Title Priority Date Filing Date
GB42256/59A Expired GB893269A (en) 1958-12-17 1959-12-11 New 3,5-diketo-1,2,4-triazolidine derivatives

Country Status (2)

Country Link
DE (1) DE1103342B (en)
GB (1) GB893269A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4551263A (en) * 1981-09-16 1985-11-05 Bayer Aktiengesellschaft Triazolidine-3,5-diones as activators for per-compounds
US4866058A (en) * 1988-07-27 1989-09-12 Izydore Robert A Method for control of hyperlipidemia
WO1990000897A1 (en) * 1988-07-27 1990-02-08 University Of North Carolina At Chapel Hill Method for the control of hyperlipidemia
US5034528A (en) * 1988-07-27 1991-07-23 North Carolina Central University Compositions for the control of hyperlipidemia

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL280952A (en) * 1961-07-22
DE1200824B (en) * 1962-01-13 1965-09-16 Hoechst Ag Process for the preparation of 3, 5-dioxo-triazolidines
DE1203272B (en) * 1962-01-13 1965-10-21 Hoechst Ag Process for the preparation of anti-inflammatory 3, 5-dioxo-1, 2, 4-triazolidines
DE1200825B (en) * 1962-01-13 1965-09-16 Hoechst Ag Process for the preparation of 3, 5-dioxo-triazolidines
DE1200826B (en) * 1962-01-13 1965-09-16 Hoechst Ag Process for the preparation of 3, 5-dioxo-1, 2, 4-triazolidines
DE1200313B (en) * 1962-01-13 1965-09-09 Hoechst Ag Process for the preparation of 3, 5-dioxo-1, 2, 4-triazolidines

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4551263A (en) * 1981-09-16 1985-11-05 Bayer Aktiengesellschaft Triazolidine-3,5-diones as activators for per-compounds
US4866058A (en) * 1988-07-27 1989-09-12 Izydore Robert A Method for control of hyperlipidemia
WO1990000897A1 (en) * 1988-07-27 1990-02-08 University Of North Carolina At Chapel Hill Method for the control of hyperlipidemia
US5034528A (en) * 1988-07-27 1991-07-23 North Carolina Central University Compositions for the control of hyperlipidemia

Also Published As

Publication number Publication date
DE1103342B (en) 1961-03-30

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