公开(公告)号：US3738985A

公开(公告)日：1973-06-12

申请号：US3738985D

申请日：1971-04-22

申请人： BEYERLE R ,  STACHEL A ,  STACHEL I ,  NITZ R ,  SCHOLTHOLT J

发明人： BEYERLE R ,  STACHEL A ,  SCHOLTHOLT J ,  STACHEL I ,  NITZ R

IPC分类号： C07D239/91 ,  C07D239/88 ,  C07D239/95 ,  C07D51/48

CPC分类号： C07D239/88

摘要： THE PRESENT INVENTION RELATES TO PHARMACEUTICALLY ACTIVE BASICALLY SUBSTITUTED 4(3H)-QUINAZOLINONE DERIVATIVES POSSESSING EXCELLENT CORONARY DILATOR PROPERTIES AND HAVING THE STRUCTURAL FORMULA

4-(O=),3-((R3)M-C6H4-COO-CH(-CH2-R'')-CH2-),2-R1,(R2)N-

3,4-DIHYDROQUINAZOLINE

WHEREIN THE VARIOUS RADICALS HAVE THE ABOVE-GIVEN MEANINGS.

OOC-C6H4-(R3)M

R1-CO-NH-((R2)N-1,2-PHENYLENE)-CO-NH-CH2-CH(-CH2-R'')-

OR A FUNCTIONAL DERIVATIVE THEREOF: OR, THE SAID DERIVATIVES MAY BE PRODUCED BY CYCLIZING, IN THE PRESENCE OF DEHYDRATING AGENTS, 2-ACYLAMINOBENZAMIDES HAVING THE STRUCTURAL FORMULA

(R2)M-C6H4-COOH

WHEREIN R2 AND M HAVE THE ABOVE-GIVEN MEANINGS, SAID R MAY ALSO REPRESENT THE RADICAL OF THE UNDERLYING HYDROXY COMPOUND, WITH AN ALKOXY BENZOIC ACID OF THE FORMULA

(R2)M-C6H4-COO-

WHEREIN R1, R2 AND N HAVE THE ABOVE-GIVEN MEANINGS, R IS IDENTICAL WITH R'', OR, IN CASE R'' CONTAINS AN ACYLOXY RADICAL OF THE STRUCTURAL FORMULA

QUINAZOLINE

4-(O=),3-(R-CH2-CH(-OH)-CH2-),2-R1,(R2)N-3,4-DIHYDRO-

WHEREIN R'' STANDS FOR A RADICAL SELECTED FROM THE GROUP CONSISTING OF SECONDARY ALIPHATIC, CYCLOALIPHATIC OR ARALIPHATIC AMINES HAVING 2-10 CARBON ATOMS AND 5-, 6- OR 7MEMBERED HETEROCYCLIC NITROGEN BASES WHICH CONTAIN IN ADDITION TO THE NITROGEN ATOM A CORRESPONDING NUMBER OF METHYLENE GROUPS, AS WELL AS OPTIONALLY AN ADDITIONAL NITROGEN ATOM, AN O OR AN S ATOM, SAID RADICAL BEING BOUND, VIA A NITROGEN ATOM, R1 STANDS FOR HYDROGEN, AN ALKYL RADICAL HAVING FROM 1 TO 4 CARBON ATOMS, A PYRIDYL RADICAL, A BENZYL OR PHENYL RADICAL, THE TWO LATTER BEING OPTIONALLY SUBSTITUTED BY LOWER ALKYL, LOWER ALKOXY GROUPS OR HALOGEN, R2 REPRESENTS HYDROGEN, NITRO, AMINO, TRIFLUOROMETHYL OR LOWER ALKOXY GROUPS HAVING FROM 1 TO 4 CARBON ATOMS, R3 STANDS FOR ALKOXY HAVING FROM 1 TO 4 CARBON ATOMS, M MEANS ONE OF THE INTEGERS 1, 2 OR 3 AND N MEANS AN INTEGER FROM 1 TO 4, AND TO THE PRODUCTION OF SUCH DERIVATIVES BY ACYLATING, OPTIONALLY IN THE PRESENCE OF AN ACID-BINDING AGENT, 4(3H)-QUINAZOLINONES HAVING THE STRUCTURAL FORMULA