EP 0575572 A1 19931229 - STABLE SALTS OF (+)-(1S,2R)-2- N-(2-HYDROXYLAMINO-2-OXOETHYL)-N-METHYL-AMINO CARBONYL CYCLOHEXANE-1-CARBOXYLIC ACID, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
Title (en)
STABLE SALTS OF (+)-(1S,2R)-2- N-(2-HYDROXYLAMINO-2-OXOETHYL)-N-METHYL-AMINO CARBONYL CYCLOHEXANE-1-CARBOXYLIC ACID, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
Title (de)
Stabile Salze von (+)-(IS,2R)-2-¬¬N-(2-Hydroxylamino-2-oxoäthyl)N-methylamino carbonyl cyklohexan-1-carbonsäure
Title (fr)
SELS STABLES DE L'ACIDE (+)-(1S,2R)-2- N-(2-HYDROXYLAMINO-2-OXOETHYL)-N-METHYL-AMINO CARBONYL CYCLOHEXANE-1-CARBOXYLIQUE, PROCEDE DE PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
Publication
Application
Priority
IT MI913448 A 19911223
Abstract (en)
[origin: WO9313056A1] The novel salts of (+)-(1S,2R)-2-[[N-(2-hydroxylamino-2-oxoethyl)-N-methyl-amino]carbonyl ]cyclohexane-1-carboxylic acid with metals and organic bases, represented by general formula (I) wherein R and R' if taken together represent a bivalent cation selected from calcium, ethylene diamine and other pharmaceutically acceptable cations or organic bases, or if R' = H<+>, R represents sodium, potassium, an imidazole group, lysine, choline, diethanolamine, arginine, or histidine, possess ACE-inhibitory activity and are therefore useful as active ingredients of antihypertensive drugs. The process for their preparation preferably entails the reaction of the starting acid, protected with a benzyl group, with the suitable hydrate, carbonate or organic base in hydrogenation conditions in the presence of a hydrogenation catalyst.
Abstract (fr)
Nouveaux sels de l'acide (+)-(1S,2R)-2-[[N-(2-hydroxylamino-2-oxoéhyl)-N-méthyl-amino]carbonyl]cyclohexane-1-carboxylique, présentant des bases organiques et métalliques, et représentés par la formule générale (I), dans laquelle R et R', lorsqu'ils sont réunis, représentent un cation bivalent choisi entre le calcium, la diamine d'éthylène et d'autres bases organiques ou cations pharmaceutiquement acceptables, ou, si R'=H+, R représente sodium, potassium, un groupe imidazole, lysine, choline, diéthanolamine, arginine ou hiotidine. Ces sels présentent une activité d'inhibition par rapport à l'enzyme de conversion d'angiotensine (ACE), et sont ainsi utiles comme principes actifs de médicaments anti-hypertensifs. Le procédé de préparation implique de préférence la mise en réaction de l'acide de départ, protégé par un groupe benzyle, avec l'hydrate, le carbonate ou la base organique appropriés, dans des conditions d'hydrogénation en présence d'un catalyseur d'hydrogénation.
IPC 1-7
IPC 8 full level
A61K 31/195 (2006.01); A61P 9/12 (2006.01); C07C 229/26 (2006.01); A61K 31/16 (2006.01); C07C 229/38 (2006.01); C07C 229/42 (2006.01); C07C 229/44 (2006.01); C07C 259/06 (2006.01); C07D 521/00 (2006.01)
CPC (source: EP)
A61P 9/12 (2018.01); C07C 229/26 (2013.01); C07C 259/06 (2013.01); C07D 231/12 (2013.01); C07D 233/56 (2013.01); C07D 249/08 (2013.01); C07C 2601/14 (2017.05)
Designated contracting state (EPC)
AT BE CH DE DK ES FR GB GR IE IT LI LU NL PT SE
DOCDB simple family (publication)
WO 9313056 A1 19930708; AU 3087192 A 19930728; AU 657591 B2 19950316; BG 98050 A 19940429; BR 9205652 A 19940503; CA 2104372 A1 19930624; CN 1079474 A 19931215; CZ 379692 A3 19930915; EE 9400006 A 19951215; EP 0575572 A1 19931229; FI 933685 A0 19930820; FI 933685 A 19930820; HR P921454 A2 19950228; HU 9302389 D0 19931129; HU T69287 A 19950928; IT 1252708 B 19950626; IT MI913448 A0 19911223; IT MI913448 A1 19930623; JP H06506002 A 19940707; LV 10426 A 19950220; LV 10426 B 19950820; MA 22749 A1 19930701; MX 9207543 A 19930801; NZ 245547 A 19951221; PL 169086 B1 19960531; PL 297118 A1 19930906; PT 101156 A 19940630; RU 2079489 C1 19970520; SI 9200409 A 19930930; SK 379692 A3 19950412; TN SN92117 A1 19930608; YU 110892 A 19960108; ZA 9210004 B 19931213
DOCDB simple family (application)
EP 9202903 W 19921212; AU 3087192 A 19921212; BG 9805093 A 19930818; BR 9205652 A 19921212; CA 2104372 A 19921212; CN 92113839 A 19921223; CS 379692 A 19921221; EE 9400006 A 19940523; EP 92924726 A 19921212; FI 933685 A 19930820; HR P921454 A 19921222; HU 9302389 A 19921212; IT MI913448 A 19911223; JP 51139893 A 19921212; LV 920358 A 19921223; MA 23040 A 19921222; MX 9207543 A 19921223; NZ 24554792 A 19921221; PL 29711892 A 19921223; PT 10115692 A 19921223; RU 93052414 A 19921212; SI 9200409 A 19921222; SK 379692 A 19921221; TN SN92117 A 19921223; YU 110892 A 19921223; ZA 9210004 A 19921223