SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF MERIBENDAN AND RELATED HETEROCYCLIC BENZIMIDAZOLO-PYRIDAZINONES

被引：67

作者：

JONAS, R ^{[1
]}

KLOCKOW, M ^{[1
]}

LUES, I ^{[1
]}

PRUCHER, H ^{[1
]}

SCHLIEP, HJ ^{[1
]}

WURZIGER, H ^{[1
]}

机构：

[1] E MERCK AG,PRECLIN PHARMACEUT RES LABS,FRANKFURTER STR 250,W-6100 DARMSTADT,GERMANY

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1993年 / 28卷 / 02期

关键词：

BENZIMIDAZOLE; CALCIUM SENSITIVITY; CARDIOTONICS; INOTROPES; PHOSPHODIESTERASE; PAPILLARY MUSCLE; PYRIDAZINONE;

D O I：

10.1016/0223-5234(93)90005-Y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of new heterocyclic benzimidazolo-pyridazinones is described. The new compounds were evaluated as inotropic agents with 'calcium-sensitizing' effects. 5-Methyl-6-[2-(3-pyrazolyl)-5-benzimidazolyl]-2,3,4,5-tetrahydro-pyridazin-3-one hydrochloride (meribendan) turned out to be the most interesting compound and was chosen for development as a positive inotrope.

引用

页码：129 / 140

页数：12

共 54 条

[1] USE OF ALPHA-(ARYL)-4-MORPHOLINEACETONITRILES (MASKED ACYL ANION EQUIVALENTS) IN 1,4-ADDITIONS TO ALPHA,BETA-UNSATURATED ESTERS AND NITRILES - VERSATILE SYNTHETIC ROUTE TO 6-ARYL-3(2H)PYRIDAZINONES [J].

ALBRIGHT, JD ;

MCEVOY, FJ ;

MORAN, DB .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1978, 15 (06) :881-892

[2] ENANTIOSELECTIVE LIQUID-CHROMATOGRAPHIC RETENTION OF A SERIES OF SULFOXIDES AND N-SUBSTITUTED SULFOXIMINES ON CHIRAL STATIONARY PHASES [J].

ALLENMARK, S ;

NIELSEN, L ;

PIRKLE, WH .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1983, 37 (04) :325-328

[3]

AUSTEL V, 1978, Patent No. 2837161

[4]

AUSTEL V, 1987, Patent No. 3728244

[5] CHEMISTRY AND POSITIVE INOTROPIC EFFECT OF PELRINONE AND RELATED DERIVATIVES - A NOVEL CLASS OF 2-METHYLPYRIMIDONES AS INOTROPIC AGENTS [J].

BAGLI, J ;

BOGRI, T ;

PALAMETA, B ;

RAKHIT, S ;

PESECKIS, S ;

MCQUILLAN, J ;

LEE, DKH .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (04) :814-823

[6]

BEIER N, 1991, 12TH M INT SOC HEART

[7]

BOMHARD A, 1989, ACTUAL CHIM THER, V16, P259

[8] SYNTHESEN IN DER HETEROCYCLISCHEN REIHE .4. SYNTHESEN HETEROCYCLISCHER ALDEHYDE . PYRIMIDINALDEHYD-(4) [J].

BREDERECK, H ;

EFFENBERGER, F ;

SELL, R .

CHEMISCHE BERICHTE-RECUEIL, 1964, 97 (12) :3407-&

[9] CARDIOTONIC AGENTS .1. 4,5-DIHYDRO-6-[4-(1H-IMIDAZOL-1-YL)PHENYL]-3(2H)-PYRIDAZINONES - NOVEL POSITIVE INOTROPIC AGENTS FOR THE TREATMENT OF CONGESTIVE HEART-FAILURE [J].

BRISTOL, JA ;

SIRCAR, I ;

MOOS, WH ;

EVANS, DB ;

WEISHAAR, RE .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (09) :1099-1101

[10] 6-(SUBSTITUTED PHENYL)-5-METHYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONES OF MEDICINAL INTEREST - THE SYNTHESIS OF SK AND F-94836 AND SK AND F-95654 [J].

BURPITT, BE ;

CRAWFORD, LP ;

DAVIES, BJ ;

MISTRY, J ;

MITCHELL, MB ;

PANCHOLI, KD ;

COATES, WJ .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (06) :1689-1695

← 1 2 3 4 5 6 →