NO932982L - STABLE SALTS OF (+) - (1S, 2R) -2 - ((N- (2-HYDROXYLAMINO-2-OXOETHYL) -N-METHYLAMINO) CARBONYL) CYCLOHEXAN-1-CARBOXYLIC ACID ACID AND PREPARING PROCESS FOR THE PREPARATION OF PREPARATION THEREOF - Google Patents
STABLE SALTS OF (+) - (1S, 2R) -2 - ((N- (2-HYDROXYLAMINO-2-OXOETHYL) -N-METHYLAMINO) CARBONYL) CYCLOHEXAN-1-CARBOXYLIC ACID ACID AND PREPARING PROCESS FOR THE PREPARATION OF PREPARATION THEREOFInfo
- Publication number
- NO932982L NO932982L NO93932982A NO932982A NO932982L NO 932982 L NO932982 L NO 932982L NO 93932982 A NO93932982 A NO 93932982A NO 932982 A NO932982 A NO 932982A NO 932982 L NO932982 L NO 932982L
- Authority
- NO
- Norway
- Prior art keywords
- preparation
- hydroxylamino
- oxoethyl
- methylamino
- carboxylic acid
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- QKIVRALZQSUWHH-SFYZADRCSA-N (1s,2r)-2-[[2-(hydroxyamino)-2-oxoethyl]-methylcarbamoyl]cyclohexane-1-carboxylic acid Chemical class ONC(=O)CN(C)C(=O)[C@@H]1CCCC[C@@H]1C(O)=O QKIVRALZQSUWHH-SFYZADRCSA-N 0.000 title 1
- 150000001768 cations Chemical class 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 150000007530 organic bases Chemical class 0.000 abstract 2
- -1 2-hydroxylamino-2-oxoethyl Chemical group 0.000 abstract 1
- 239000004475 Arginine Substances 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 abstract 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000002220 antihypertensive agent Substances 0.000 abstract 1
- 229940127088 antihypertensive drug Drugs 0.000 abstract 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 abstract 1
- 229960001231 choline Drugs 0.000 abstract 1
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 abstract 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 239000011591 potassium Chemical group 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Salter av (+)-(lS,2R)-2-[[N-(2-hydroksylamlno-2- oksoetyl )-N-metyl-amino]karboyl]cykloheksan-l-karbok- sylsyre med metaller og organiske baser, representert ved generell formel (I) hvor R og R' dersom de er sammen representerer en blvalent kation valgt fra kalsium, etylendiamin og andre farmasøytisk akseptable kationer eller organiske baser, eller dersom R' - H+, er R natrium, kalium, en imidazolgruppe, lysin, cholln, dietanolamin, arginin eller hlstidln, har ACE-inhibi- torlsk aktivitet og er derfor nyttig som aktive ingredienser l antlhypertensive medikamenter. Frem- gangsmåten for fremstilling derav omfatter fortrinnsvis omsetning av utgangssyren, beskyttet med en benzyl- gruppe, med et egnet hydrat, karbonat eller oranlsk base i hydrogeneringsbetlngelser i nærvær av en hydrogeneringskatalysator.Salts of (+) - (1S, 2R) -2 - [[N- (2-hydroxylamino-2-oxoethyl) -N-methylamino] carboyl] cyclohexane-1-carboxylic acid with metals and organic bases, represented by general formula (I) wherein R and R 'if combined represent a covalent cation selected from calcium, ethylenediamine and other pharmaceutically acceptable cations or organic bases, or if R' - H +, R is sodium, potassium, an imidazole group, lysine , choline, diethanolamine, arginine or hilidylin, have ACE inhibitory activity and are therefore useful as active ingredients in antihypertensive drugs. The process of preparing them preferably comprises reacting the starting acid, protected with a benzyl group, with a suitable hydrate, carbonate or orange base in hydrogenation conditions in the presence of a hydrogenation catalyst.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI913448A IT1252708B (en) | 1991-12-23 | 1991-12-23 | STABLE SALTS OF (+) - (1R, 2S) -2 ((N- (2-HYDROXYLAMINE-2-OSSOETHL) -N-METHYLAMINE) CARBONYL) CYCLOHEXAN-1-CARBOXYL, ACE INHIBITIVE ACTIVITY, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM. |
| PCT/EP1992/002903 WO1993013056A1 (en) | 1991-12-23 | 1992-12-12 | 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 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO932982D0 NO932982D0 (en) | 1993-08-20 |
| NO932982L true NO932982L (en) | 1993-09-28 |
Family
ID=26069984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO93932982A NO932982L (en) | 1991-12-23 | 1993-08-20 | STABLE SALTS OF (+) - (1S, 2R) -2 - ((N- (2-HYDROXYLAMINO-2-OXOETHYL) -N-METHYLAMINO) CARBONYL) CYCLOHEXAN-1-CARBOXYLIC ACID ACID AND PREPARING PROCESS FOR THE PREPARATION OF PREPARATION THEREOF |
Country Status (1)
| Country | Link |
|---|---|
| NO (1) | NO932982L (en) |
-
1993
- 1993-08-20 NO NO93932982A patent/NO932982L/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO932982D0 (en) | 1993-08-20 |
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