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1. WO1991000854 - N,N'-DICARBOXYMETHYL, N,N'-DIAMINOCARBONYLMETHYL-DIAMINOALKANE DERIVATIVES AND THEIR USE IN PHARMACEUTICAL COMPOSITIONS

Publication Number WO/1991/000854
Publication Date 24.01.1991
International Application No. PCT/GB1990/001078
International Filing Date 13.07.1990
IPC
C07C 237/06 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
237Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
02having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
04the carbon skeleton being acyclic and saturated
06having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
CPC
C07C 237/06
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
237Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
02having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
04the carbon skeleton being acyclic and saturated
06having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
Applicants
  • NATIONAL RESEARCH DEVELOPMENT CORPORATION [GB/GB]; 101 Newington Causeway London SE1 6BU, GB (AllExceptUS)
  • CREIGHTON, Andrew, Malcolm [GB/GB]; GB (UsOnly)
  • JEFFERY, William, Anthony [GB/GB]; GB (UsOnly)
Inventors
  • CREIGHTON, Andrew, Malcolm; GB
  • JEFFERY, William, Anthony; GB
Agents
  • STEPHENSON, Gerald, Frederick; Patent Department National Research Development Corporation 101 Newington Causeway London SE1 6BU, GB
Priority Data
8916071.713.07.1989GB
Publication Language English (EN)
Filing Language English (EN)
Designated States
Title
(EN) N,N'-DICARBOXYMETHYL, N,N'-DIAMINOCARBONYLMETHYL-DIAMINOALKANE DERIVATIVES AND THEIR USE IN PHARMACEUTICAL COMPOSITIONS
(FR) DERIVES DE N,N'-DICARBOXYMETHYL, N,N'-DIAMINOCARBONYLMETHYLE-DIAMINOALCANE ET LEUR EMPLOI DANS DES COMPOSITIONS PHARMACEUTIQUES
Abstract
(EN)
Compounds of formula (II), wherein n is 0, 1 or 2, R1, R2, R3 and R4 are each separately selected from hydrogen, unsubstituted acyclic aliphatic hydrocarbon groups having a maximum of six carbon atoms and C1-6 alkyl groups substituted by a hydroxy group or by a C1-6 alkoxy group, or one of R1 and R2 and one of R3 and R4 is hydrogen and the others together are a trimethylene, tetramethylene or pentamethylene bridging group, and R5 is a group such that under physiological conditions R5OH undergoes elimination with the formation of a 3,5-dioxopiperazinyl ring, but with the provisos that (a) when n = 0 the combinations R1 = R2 = R3 = R4 = H and R1 = R2 = R3 = H, R4 = methyl are excluded and (b) when n is 0, R1 and R3 are each hydrogen, and each of R2 and R4 is other than hydrogen the compound is in other than the $i(meso) or $i(erythro) configuration, and salts thereof formed with a physiologically acceptable inorganic or organic acid, are of use in therapy, particularly as cardioprotective agents.
(FR)
Des composés de la formule (II), où n est 0, 1 ou 2, R1, R2, R3 et R4 sont chacun sélectionnés séparément parmi l'hydrogène, des groupes hydrocarbure acyliques, aliphatiques non substitués ayant un maximum de 6 atomes de carbone et des groupes alkyle C1-6 substitués par un groupe hydroxy ou par un groupe alkoxy C1-6, ou bien un des éléments R1 et R2 et un des éléments R3 et R4 est hydrogène et les autres ensemble forment un groupe triméthylène, tétraméthylène ou un groupe pentaméthylène en pont, et R5 est un groupe tel que dans des conditions physiologiques R5OH subit une élimination avec formation d'un anneau de 3,5-dioxopirazinyle mais à condition que (a) lorsque n = 0, les combinaisons R1 = R2 = R3 = R4 = H et R1 = R2 = R3 = H, R4 = méthyle soient exclues et (b) lorsque n vaut 0, R1 et R3 soient chacun hydrogène, et que lorsque chacun des éléments R2 et R4 est autre que l'hydrogène, le composé soit dans une configuration autre que $i(meso) ou $i(erythro), et leurs sels formés à partir d'un acide inorganique ou organique physiologiquement acceptable, peuvent être utilisés en thérapie, notamment comme agents cardioprotecteurs.
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