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1. (WO2017032627) METHOD FOR THE PREPARATION OF THE METABOLITES OF (4S)- AND (4R)-4-(4-CYANO-2-METHOXYPHENYL)-5-ETHOXY-2,8-DIMETHYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINE-3-CARBOXAMIDE AND THE USE THEREOF
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Pub. No.: WO/2017/032627 International Application No.: PCT/EP2016/069329
Publication Date: 02.03.2017 International Filing Date: 15.08.2016
IPC:
C07D 471/04 (2006.01) ,A61K 31/437 (2006.01) ,A61P 9/10 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
471
Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/-C07D463/251
02
in which the condensed system contains two hetero rings
04
Ortho-condensed systems
A HUMAN NECESSITIES
61
MEDICAL OR VETERINARY SCIENCE; HYGIENE
K
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
31
Medicinal preparations containing organic active ingredients
33
Heterocyclic compounds
395
having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
435
having six-membered rings with one nitrogen as the only ring hetero atom
4353
ortho- or peri-condensed with heterocyclic ring systems
437
the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
A HUMAN NECESSITIES
61
MEDICAL OR VETERINARY SCIENCE; HYGIENE
P
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
9
Drugs for disorders of the cardiovascular system
10
for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Applicants:
BAYER PHARMA AKTIENGESELLSCHAFT [DE/DE]; Müllerstr. 178 13353 Berlin, DE
Inventors:
PLATZEK, Johannes; DE
ZORN, Ludwig; DE
Agent:
BIP PATENTS; c/o Bayer Intellectual Property GmbH Alfred-Nobel-Str. 10 40789 Monheim am Rhein, DE
Priority Data:
15182044.621.08.2015EP
Title (EN) METHOD FOR THE PREPARATION OF THE METABOLITES OF (4S)- AND (4R)-4-(4-CYANO-2-METHOXYPHENYL)-5-ETHOXY-2,8-DIMETHYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINE-3-CARBOXAMIDE AND THE USE THEREOF
(FR) PROCÉDÉ DE PRÉPARATION DE MÉTABOLITES DE (4S) ET (4R)- 4-(4-CYANO-2-MÉTHOXYPHÉNYL)-5-ÉTHOXY-2,8-DIMÉTHYL-1,4-DIHYDRO-1,6-NAPHTYRIDINE-3-CARBOXAMIDE ET LEUR UTILISATION
(DE) VERFAHREN ZUR HERSTELLUNG DER METABOLITEN VON (4S) UND (4R)- 4-(4-CYANO-2-METHOXYPHENYL)-5-ETHOXY-2,8-DIMETHYL-1,4-DIHYDRO-1,6-NAPHTHYRIDIN-3-CARBOXAMID UND DEREN VERWENDUNG
Abstract:
(EN) The present invention relates to a novel method for the preparation of (4R)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide of the formula 4R (I) and the metabolites of (4S)- and (4R)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide of the formula (I), of the formulae M1a (S), M1b (R), M2a (S), M2b (R), M3a (S) and M3b (R) and the use thereof.
(FR) La présente invention concerne un nouveau procédé de préparation de (4R)-4-(4-cyano-2-méthoxyphényl)-5-éthoxy-2,8-diméthyl-1,4-dihydro-1,6-naphtyridine-3-carboxamide de formule 4R (I) des métabolites de (4S)- et (4R)-4-(4-cyano-2-méthoxyphényl)-5-éthoxy-2,8-diméthyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide de formule (I), de formules M1a (S), Mlb (R), M2a (S), M2b (R), M3a (S) et M3b (R) et leur utilisation.
(DE) Die vorliegende Erfindung betrifft ein neues Verfahren zur Herstellung von (4R)-4-(4-Cyano-2- methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid der Formel 4R (I) und den Metabolien von (4S)- und (4R)-4-(4-Cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4- dihydro-1,6-naphthyridin-3-carboxamid der Formel (I), der Formeln M1a (S), Mlb (R), M2a (S), M2b (R), M3a (S) und M3b (R) und deren Verwendung.
Designated States: AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW
African Regional Intellectual Property Organization (ARIPO) (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Office (AM, AZ, BY, KG, KZ, RU, TJ, TM)
European Patent Office (EPO) (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG)
Publication Language: German (DE)
Filing Language: German (DE)