GB1368525A - N-1-phenyl-n-5-pyrrolidylmethyl biguanides and their preparation - Google Patents

N-1-phenyl-n-5-pyrrolidylmethyl biguanides and their preparation

Info

Publication number
GB1368525A
GB1368525A GB4743672A GB4743672A GB1368525A GB 1368525 A GB1368525 A GB 1368525A GB 4743672 A GB4743672 A GB 4743672A GB 4743672 A GB4743672 A GB 4743672A GB 1368525 A GB1368525 A GB 1368525A
Authority
GB
United Kingdom
Prior art keywords
formula
compound
pyrrolidylmethyl
biguanides
phenyl
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
GB4743672A
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.)
Societe dEtudes Scientifiques et Industrielles de lIle de France SA
Original Assignee
Societe dEtudes Scientifiques et Industrielles de lIle de France SA
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 Societe dEtudes Scientifiques et Industrielles de lIle de France SA filed Critical Societe dEtudes Scientifiques et Industrielles de lIle de France SA
Publication of GB1368525A publication Critical patent/GB1368525A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
    • C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/28—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to cyano groups, e.g. cyanoguanidines, dicyandiamides
    • 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
    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1368525 N - Phenyl - N<SP>1</SP> - pyrrolidylmethyl biguanides SOC D'ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE-DEFRANCE 13 Oct 1972 [18 Oct 1971] 47436/72 Heading C2C The invention comprises compounds having the general formula wherein A is a halogen atom or a C 1 to C 6 alkyl or C 1 to C 6 alkoxy group and R is a C 1 to C 6 alkyl or C 1 to C 6 hydroxy alkyl group. They may be prepared by reacting an aniline derivative of the formula with sodium nitrite to form the diazo derivative this compound is then reacted with dicyanamide to form a compound of the formula which is then acidified to form a compound of the formula and reacting this with an amino methylpyrrolidine of the formula to produce the required compound. The compounds of the invention exhibit anti-inflammatory and analgesic activity and may be administered in admixture with a pharmaceutical diluent or carrier either orally as tablets, capsules, syrups and elixirs, parenterally as an injectable composition or topically as creams, ointments or lotions.
GB4743672A 1971-10-18 1972-10-13 N-1-phenyl-n-5-pyrrolidylmethyl biguanides and their preparation Expired GB1368525A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7137412A FR2156427B1 (en) 1971-10-18 1971-10-18

Publications (1)

Publication Number Publication Date
GB1368525A true GB1368525A (en) 1974-09-25

Family

ID=9084549

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4743672A Expired GB1368525A (en) 1971-10-18 1972-10-13 N-1-phenyl-n-5-pyrrolidylmethyl biguanides and their preparation

Country Status (5)

Country Link
BE (1) BE790130A (en)
CH (1) CH544088A (en)
ES (1) ES407633A1 (en)
FR (1) FR2156427B1 (en)
GB (1) GB1368525A (en)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR6786M (en) * 1967-08-10 1969-03-17

Also Published As

Publication number Publication date
FR2156427A1 (en) 1973-06-01
DE2250856B2 (en) 1976-01-15
FR2156427B1 (en) 1974-10-18
CH544088A (en) 1973-11-15
BE790130A (en) 1973-04-16
ES407633A1 (en) 1975-11-01
DE2250856A1 (en) 1973-04-26

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years