GB842322A - Aminoguanidine derivatives - Google Patents

Aminoguanidine derivatives

Info

Publication number
GB842322A
GB842322A GB29837/56A GB2983756A GB842322A GB 842322 A GB842322 A GB 842322A GB 29837/56 A GB29837/56 A GB 29837/56A GB 2983756 A GB2983756 A GB 2983756A GB 842322 A GB842322 A GB 842322A
Authority
GB
United Kingdom
Prior art keywords
optionally substituted
phenyl
methyl
radicals
radical
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
GB29837/56A
Inventor
Stanley Birtwell
Roy Frederick Maisey
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB29837/56A priority Critical patent/GB842322A/en
Publication of GB842322A publication Critical patent/GB842322A/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
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

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

Abstract

The invention comprises guanidine compounds of the general formula: <FORM:0842322/IV(b)/1> (wherein R1 represents an aryl radical of not more than 10 carbon atoms, optionally substituted by alkyl, alkylamino, dialkylamino or acylamino radicals or halogen atoms, and R2 and R3 represent alkyl, dialkylamino or phenyl radicals or jointly form with the adjacent carbon atom a homocyclic ring), and the manufacture thereof by interaction of an aminoguanidine of the formula: <FORM:0842322/IV(b)/2> or an acid addition salt (e.g. hydrochloride, hydrobromide or hydriodide) or quaternary ammonium derivative thereof, with a carbonyl compound of the formula: R2-CO-R3 or a functional derivative (e.g. bisulphite compound) thereof, advantageously in the presence of an inert diluent or solvent (e.g. water or a lower aliphatic alcohol). Examples describe the preparation of compounds containing various combinations of the following substituents: R1: phenyl, 4-methyl-, 4-ethyl-, 2:3-, 2:4- and 3:4-dimethyl-, 2:4:5-trimethyl-, 4-chloro-, 4-bromo-, 4-fluoro-, 2:4-dichloro-, 4-chloro-2-methyl-, 4-acetylamino- and 4-dimethylamino-phenyl, and 5:6:7:8:-tetrahydro-2-naphthyl; <FORM:0842322/IV(b)/3> a -methylbenzylidene, cyclohexylidene, 5-diethyl-amino-2-pentylidene, isopropylidene, a -methyl-butylidene, 2-butylidene and 1:3-dimethylbutyli-dene. Salts (hydrochlorides, hydriodides and salicylates) of certain of the products and the methiodide of N1-4-dimethylaminophenyl-N2-a -methylbutylideneaminoguanidine are describ-ed. The Provisional Specification comprises compounds of the general formula: <FORM:0842322/IV(b)/4> wherein R1 represents a hydrocarbon radical, optionally substituted, R2, R3 and R4 represent hydrogen or hydrocarbon radicals, optionally substituted, and R5 and R6 represent hydrocarbon radicals, optionally substituted, or jointly form with the adjacent carbon atom a homocyclic or heterocyclic ring, provided that when R6 represents a carbethoxymethyl radical and R5 a methyl radical, then R1 and R3 do not both represent phenyl, p-tolyl or b -naphthyl radicals. Additional compounds exemplified are N1-3:4-dichlorophenyl-, N1-4-hydroxyphenyl-and N1-3-chlorophenyl - N2 - isopropylidenaeminoguani-dine. Specification 842,325 is referred to.
GB29837/56A 1956-10-01 1956-10-01 Aminoguanidine derivatives Expired GB842322A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB29837/56A GB842322A (en) 1956-10-01 1956-10-01 Aminoguanidine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB29837/56A GB842322A (en) 1956-10-01 1956-10-01 Aminoguanidine derivatives

Publications (1)

Publication Number Publication Date
GB842322A true GB842322A (en) 1960-07-27

Family

ID=10297999

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29837/56A Expired GB842322A (en) 1956-10-01 1956-10-01 Aminoguanidine derivatives

Country Status (1)

Country Link
GB (1) GB842322A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3344186A (en) * 1964-03-03 1967-09-26 Pfizer & Co C 2-guanidino-1, 2, 3, 4-tetrahydronaphthalene and salts thereof
US4661520A (en) * 1984-08-17 1987-04-28 The Dow Chemical Company Cyanoguanidine useful as an animal growth promoting agent
US4689348A (en) * 1984-08-17 1987-08-25 Dow Chemical Company Cyanoguanidines useful as animal growth promoting agents
US5510353A (en) * 1991-03-22 1996-04-23 Sandoz Ltd. Certain aminoguanidine compounds, pharmaceutical compositions containing them and their use in treating gastrointestinal motility disorders and disorders associated with cephalic pain
JP5975369B2 (en) * 2014-06-10 2016-08-23 三菱瓦斯化学株式会社 Rubber modifying composition and method for producing the same, tire modified rubber, tire rubber composition and tire

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3344186A (en) * 1964-03-03 1967-09-26 Pfizer & Co C 2-guanidino-1, 2, 3, 4-tetrahydronaphthalene and salts thereof
US4661520A (en) * 1984-08-17 1987-04-28 The Dow Chemical Company Cyanoguanidine useful as an animal growth promoting agent
US4689348A (en) * 1984-08-17 1987-08-25 Dow Chemical Company Cyanoguanidines useful as animal growth promoting agents
US5510353A (en) * 1991-03-22 1996-04-23 Sandoz Ltd. Certain aminoguanidine compounds, pharmaceutical compositions containing them and their use in treating gastrointestinal motility disorders and disorders associated with cephalic pain
JP5975369B2 (en) * 2014-06-10 2016-08-23 三菱瓦斯化学株式会社 Rubber modifying composition and method for producing the same, tire modified rubber, tire rubber composition and tire
US10173973B2 (en) 2014-06-10 2019-01-08 Mitsubishi Gas Chemical Company, Inc. Alkylidene aminoguanidine and salt thereof, modifying composition, modified rubber for tire, rubber composition for tire, and tire

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