Arylcarbonylaminoalkyl-dihydro-oxo-pyridines, their production and their use

• US 5,360,808 A
• Filed: 02/18/1993
• Issued: 11/01/1994
• Est. Priority Date: 02/20/1992
• Status: Expired due to Fees

• Current Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Original Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Inventors: Englert, Heinrich, Mania, Dieter, Wettlaufer, David, Klaus, Erik
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US08/019,296
• Time in Patent Office: 621 Days
• Field of Search: 546/261, 514/335
• US Class Current: 514/335
• CPC Class Codes: A61P 21/00 Drugs for disorders of the muscular or neuromuscular system
• CPC Class Codes: A61P 9/00 Drugs for disorders of the cardiovascular system
• CPC Class Codes: C07D 213/80 in position 3
• CPC Class Codes: C07D 213/81 Amides; Imides
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links

Abstract

Arylcarbonylaminoalkyl-dihydro-oxo-pyridines of Formula I ##STR1## are disclosed wherein aryl is an aromatic or heteroaromatic system, n is zero through 5; R and R(1), are hydrogen, or loweralkyl; W is hydrogen, (hetero)-(aryl)-loweralkyl; Z is hydrogen, CH₂ OR(2.sub.), CHO, (CO)OR(2), (CO)NR(2)₂.

Processes for the preparation of compound I are also disclosed.

Compounds I are suitable for the treatment of disorders of the cardiovascular system, for example of hypertension, of cardiac insufficiency or of disturbances of blood flow in the coronary systems such as, for example, angina. Disturbances of cerebral and peripheral blood flow are likewise influenced beneficially. Furthermore, compounds I are able to influence smooth-muscle organs such as uterus, bronchi, intestines and biliary system, the urinary tract (ureter, bladder and urethra) in the sense of spasmolysis. They are therefore also suitable for the treatment of diseases associated with spasms of these organs, for example for the treatment of premature labor in pregnancy, of ureteral or biliary colic, of obstructive airway diseases such as asthma, of disturbances of intestinal motility such as, for example, of irritable colon or of bladder incontinence. Additionally, compounds of formula 1 can serve as anticonvulsants in the treatment of epilepsy.

Claims

1. An arylcarbonylaminoalkyl-dihydro-oxo-pyridine of Formula I:

##STR4## wherein aryl is a pyridinyl system unsubstituted or substituted with 1 or 2 identical or different halogen, loweralkyl, alkoxy, or trifluoromethyl radicals;

n is zero, 2 or 3;

R and R(1), independently for each carbon are hydrogen, or loweralkyl;

W is hydrogen or loweralkyl;

Z is hydrogen, (CO)OR(2) or (CO)NR(2)₂ ;

R(2) is independently hydrogen or loweralkyl;

and the geometrical isomers or optical antipodes thereof.

3. A method of treating hypertension, angina pectoris, cardiac insufficiency, disturbances of peripheral blood flow, disturbances of intestinal motility, premature labor, obstructions of the airways, urinary tract or biliary tract, or spastic states comprising administering to a mammal in need of treatment an effective amount of a pyridine according to claim 1.

4. A pharmaceutical compound for the treatment of hypertension, angina pectoris, cardiac insufficiency, disturbances of peripheral blood flow, disturbances of intestinal motility, premature labor, obstructions of the airways, urinary tract or biliary tract, or spastic states comprising an effective amount for said treatment of a pyridine according to claim 1 and a pharmaceutically acceptable carrier or diluent.

2. The compound of claim 11 comprising 1,6-dihydro-1-[2-(2-pyridinylcarbonylamino)ethyl]-6-oxo-3-pyridinecarboxylic acid methyl ester.