Patent number: 6747154
Abstract: A process for preparing a compound of formula 1
from a compound of formula 2
the process comprising reacting in one step the compound of formula 2 with a compound of formula 3
wherein:
X− is chlorine, bromine, iodine, methanesulfonate, or trifluoromethanesulfonate;
R1 is hydroxy, C1-C4-alkyl, C1-C4-alkoxy, CF3, or fluorine;
Ar is phenyl, naphthyl, thienyl, and furyl, each optionally mono- or disubstituted with one or two groups selected from C1-C4-alkyl, C1-C4-alkoxy, hydroxy, fluorine, chlorine, bromine, or CF3;
Y− is chlorine, bromine, iodine, methanesulfonate, or trifluoromethanesulfonate; and
R is hydroxy, methoxy, ethoxy, O—N-succinimide, O—N-phthalimide, phenyloxy, nitrophenyloxy, fluorophenyloxy, pentafluorophenyloxy, vinyloxy, 2-allyloxy, —S-methyl, —S-ethyl, or —S-phenyl.
Type:
Grant
Filed:
January 9, 2003
Date of Patent:
June 8, 2004
Assignee:
Boehringer Ingelheim Pharma GmbH & Co. KG
Inventors:
Joerg Brandenburg, Waldemar Franz-Augustin Pfrengle, Werner Rall
Patent number: 6747051
Abstract: A compound of Formula I or of Formula II
wherein:
R1 is F, Cl, Br, CH2F, CF2H, or CF3;
R2 is NR6R7, where R6 is Me, Et, Pr, or iPr, and R7 is Me, Et or Pr; and
R3, R4, and R5 independently of one another each are H, Me, F, Cl, Br, CH2F, CF2H, or CF3,
and if R4 is Me, F, Cl, Br, CH2F, CF2H, or CF3, then R1 is additionally H or Me, or a pharmacologically acceptable salt thereof. In addition, pharmaceutical compositions comprising an effective amount of these compounds, methods for the treatment or prophylaxis of urinary incontinence and diseases of the bladder using these compounds, and methods for making these compounds are disclosed.
Type:
Grant
Filed:
January 23, 2003
Date of Patent:
June 8, 2004
Assignee:
Boehringer Ingelheim Pharma GmbH & Co. KG
Inventors:
Franz Esser, Pascale Pouzet, Hisato Kitagawa, Kenji Sakai, Ikunobu Muramatsu
Patent number: 6696462
Abstract: A compound of formula 1
wherein:
X- is an anion with a single negative charge;
A and B, which are identical or different, are each —O—, —S—, —NH—, —CH2—, —CH═CH—, or —N(C1-C4-alkyl)—;
R is hydrogen, hydroxy, —C1-C4-alkyl, —C1-C4-alkyloxy, —C1-C4-alkylene-halogen, —0—C1-C4-alkylene-halogen, —C1-C4-alkylene-OH, —CF3, —CHF2, —C1-C4-alkylene-C1-C4-alkyloxy, —0—COC1-C4-alkyl, —0—COC1-C4-alkylene-halogen, —C1-C4-alkylene-C3-C6-cycloalkyl, —0—COCF3, or halogen;
R1 and R2, which are identical or different, are each —C1-C5-alkyl, which is optionally substituted by —C3-C6-cycloalkyl, hydroxy, or halogen, or
R1 and R2 together are a —C3-C5-alkylene bridge;
R3, R4, R3′, and R4′, which are identical or different, are each hydrogen, C1-C4-alkyl, C1-C4-alkyloxy, hydroxy, —CF3, —CHF2, &mdas
Type:
Grant
Filed:
January 16, 2003
Date of Patent:
February 24, 2004
Assignee:
Boehringer Ingelheim Pharma GmbH & Co. KG
Inventors:
Christian Eickmeier, Sabine Germeyer, Matthias Grauert, Sabine Pestel, Michael P. Pieper, Georg Speck, Steffen Breitfelder