GB1243186A - Improvements in or relating to mandelamidine derivatives - Google Patents

Improvements in or relating to mandelamidine derivatives

Info

Publication number
GB1243186A
GB1243186A GB34947/68A GB3494768A GB1243186A GB 1243186 A GB1243186 A GB 1243186A GB 34947/68 A GB34947/68 A GB 34947/68A GB 3494768 A GB3494768 A GB 3494768A GB 1243186 A GB1243186 A GB 1243186A
Authority
GB
United Kingdom
Prior art keywords
reaction
compound
compounds
prepared
nov
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
GB34947/68A
Inventor
Louis Lafon
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.)
Cephalon France SAS
Original Assignee
Organisation de Synthese Mondiale Orsymonde 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 Organisation de Synthese Mondiale Orsymonde SA filed Critical Organisation de Synthese Mondiale Orsymonde SA
Priority to GB34947/68A priority Critical patent/GB1243186A/en
Priority to FR1591540D priority patent/FR1591540A/fr
Priority to FR173695A priority patent/FR7744M/fr
Priority to CH1708868A priority patent/CH488651A/en
Priority to BE723974D priority patent/BE723974A/xx
Priority to ES360636A priority patent/ES360636A1/en
Priority to NL6816939A priority patent/NL162909C/en
Priority to DE19681811804 priority patent/DE1811804C/en
Priority to DE19681817861 priority patent/DE1817861C3/en
Priority to US31366A priority patent/US3629443A/en
Priority to US31365A priority patent/US3652595A/en
Publication of GB1243186A publication Critical patent/GB1243186A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/12—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines
    • C07C259/14—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. N-hydroxyamidines having carbon atoms of hydroxamidine groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Abstract

1,243,186. Mandelamidines and -amidoximes. ORSYMONDE. 14 Nov., 1968 [29 Nov., 1967; 22 July. 1968], Nos. 54430/67 and 34947/68. Heading C2C. . The invention comprises compounds of formula whesein either R 3 and R 4 are each selected from hydrogen, alkyl and aryl(compounds Ia)orR 3 is H and R 4 is OH (compound Ib); arid their addition salts with physiologically acceptable acids. Compounds Ia are prepared from 3,4-methylenedioxymandelonitrile by reaction with an aliphatic alcohol and reaction of the resulting imido-ester with a compound NHR 3 gR 4 ,. Compound Ib is prepared from compound Ia (wherein R 3 = R 4 = H) by reaction with hydroxylamine. 3,4 - Methylenedioxy - mandelonitrile is prepared from piperonal by reaction with KCN in an aqueous medium in the presence of sodium bisulphite and hydrochloric and at a pH 4.0- 5-0 using a sealed reaction apparatus. Compounds of the above formula and their addition salts with physiologically acceptable acids are stated to counteract arterial hypotension and may be made up with carriers into pharmaceutical compositions for oral, buccal and parenteral administration.
GB34947/68A 1967-11-29 1967-11-29 Improvements in or relating to mandelamidine derivatives Expired GB1243186A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
GB34947/68A GB1243186A (en) 1967-11-29 1967-11-29 Improvements in or relating to mandelamidine derivatives
FR1591540D FR1591540A (en) 1967-11-29 1968-11-14
FR173695A FR7744M (en) 1967-11-29 1968-11-14
CH1708868A CH488651A (en) 1967-11-29 1968-11-15 Process for preparing mandelamidine derivatives
BE723974D BE723974A (en) 1967-11-29 1968-11-18
ES360636A ES360636A1 (en) 1967-11-29 1968-11-23 Improvements in or relating to mandelamidine derivatives
NL6816939A NL162909C (en) 1967-11-29 1968-11-27 PROCESS FOR PREPARING A PHARMACOLOGICALLY ACTIVE PREPARATION AND PROCESS FOR PREPARING AN ALMIC ACID AMIDINE COMPOUND.
DE19681811804 DE1811804C (en) 1967-11-29 1968-11-29 3,4 Methylenedioxymandeleamidine and its pharmacologically non-toxic acid addition salts and pharmaceutical agents containing them
DE19681817861 DE1817861C3 (en) 1967-11-29 1968-11-29 N-alkylated 3,4-methylenedioxymandelic acid amidines and their pharmacologically non-toxic acid addition salts and pharmaceutical compositions containing them. Eliminated from: 1811804
US31366A US3629443A (en) 1967-11-29 1970-04-23 Therapeutic composition containing a mandelamidine derivative
US31365A US3652595A (en) 1967-11-29 1970-04-23 Mandelamidine derivatives and processes for preparing the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB5443067 1967-11-29
GB34947/68A GB1243186A (en) 1967-11-29 1967-11-29 Improvements in or relating to mandelamidine derivatives

Publications (1)

Publication Number Publication Date
GB1243186A true GB1243186A (en) 1971-08-18

Family

ID=26262509

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34947/68A Expired GB1243186A (en) 1967-11-29 1967-11-29 Improvements in or relating to mandelamidine derivatives

Country Status (7)

Country Link
BE (1) BE723974A (en)
CH (1) CH488651A (en)
DE (1) DE1817861C3 (en)
ES (1) ES360636A1 (en)
FR (2) FR1591540A (en)
GB (1) GB1243186A (en)
NL (1) NL162909C (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1121792B (en) * 1978-07-03 1986-04-23 Dow Chemical Co A PROCESS TO PREPARE 2-NAPHTHALENETHANIMIDAMIDS N, N'-OF-SUBSTITUTES AND INTERMEDIATES USED IN THIS PROCESS
US4623659A (en) * 1983-05-23 1986-11-18 Riet Bartholomeus Van T Polyhydroxybenzoic acid derivatives

Also Published As

Publication number Publication date
ES360636A1 (en) 1970-10-16
FR7744M (en) 1970-03-09
DE1817861A1 (en) 1972-09-28
BE723974A (en) 1969-05-19
FR1591540A (en) 1970-04-27
DE1817861C3 (en) 1974-04-04
DE1811804A1 (en) 1969-11-27
NL162909C (en) 1980-07-15
NL6816939A (en) 1969-06-02
CH488651A (en) 1970-04-15
DE1817861B2 (en) 1973-09-06

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