GB624578A - Manufacture of biguanide derivatives - Google Patents

Manufacture of biguanide derivatives

Info

Publication number
GB624578A
GB624578A GB428547A GB428547A GB624578A GB 624578 A GB624578 A GB 624578A GB 428547 A GB428547 A GB 428547A GB 428547 A GB428547 A GB 428547A GB 624578 A GB624578 A GB 624578A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
aryl
radical
general formula
appropriate
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
GB428547A
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 GB428547A priority Critical patent/GB624578A/en
Priority to DE1949P0002117 priority patent/DE836643C/en
Publication of GB624578A publication Critical patent/GB624578A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
    • C07C279/24—Y being a hetero atom
    • C07C279/26—X and Y being nitrogen atoms, i.e. biguanides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Biguanide derivatives, useful as chemotherapeutic agents or as intermediates therefor, and of the general formula RNH-C(=NR1111)-NH-C(=NH)-NR11R111 wherein R111 represents hydrogen or a hydrocarbon radical, R and R11 each represent a hydrocarbon radical, at least one but not more than two of R, R11 and R111 (any or all of which may bear one or more non-acidic substituents) being aryl, and R1111 represents an alkyl radical, are manufactured by the process of the parent Specification from guanidine derivatives of the formula RNH-C(=NR1111)-NH2, of which a long list is given together with numerous examples of products obtainable therefrom. Particularly useful as antimalarials are compounds in which, in the general formula above, R is an aryl radical substituted by at least one halogen atom in m- or p-position to the nitrogen atom, R1111 is an alkyl radical of not more than four carbon atoms, and R11 and R111 together contain more than one and fewer than eight carbon atoms, or in which one of R11 and R111 is hydrogen and the other an aryl radical substituted by at least one halogen atom in m- or p-position to the nitrogen atom, R1111 is an alkyl radical of not more than four carbon atoms and R contains more than one and fewer than eight carbon atoms. Guanidine derivatives of the second general formula above are obtainable by condensing the appropriate amine hydrochloride with an alkyl isothiocyanate to give an N : N1-disubstituted thiourea, treating this with methyl iodide to form the corresponding S-methyl isothiourea hydriodide and treating this with alcoholic ammonia, or (when R is aryl) by condensing the appropriate arylcyanamide with the appropriate alkylamine hydrochloride.
GB428547A 1947-03-14 1947-03-14 Manufacture of biguanide derivatives Expired GB624578A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB428547A GB624578A (en) 1947-03-14 1947-03-14 Manufacture of biguanide derivatives
DE1949P0002117 DE836643C (en) 1947-03-14 1949-03-06 Process for the preparation of biguanide derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB428547A GB624578A (en) 1947-03-14 1947-03-14 Manufacture of biguanide derivatives

Publications (1)

Publication Number Publication Date
GB624578A true GB624578A (en) 1949-06-13

Family

ID=9774261

Family Applications (1)

Application Number Title Priority Date Filing Date
GB428547A Expired GB624578A (en) 1947-03-14 1947-03-14 Manufacture of biguanide derivatives

Country Status (2)

Country Link
DE (1) DE836643C (en)
GB (1) GB624578A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3492407A (en) * 1965-11-09 1970-01-27 Bayer Ag Pest repelling compositions and methods of use

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3492407A (en) * 1965-11-09 1970-01-27 Bayer Ag Pest repelling compositions and methods of use

Also Published As

Publication number Publication date
DE836643C (en) 1952-04-15

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