EP 1208093 A1 20020529 - CINNAMIC ACID NITRILE METHOD OF PRODUCTION AND USE THEREOF
Title (en)
CINNAMIC ACID NITRILE METHOD OF PRODUCTION AND USE THEREOF
Title (de)
ZIMTSÄURENITRILE, VERFAHREN ZU IHRER HERSTELLUNG UND VERWENDUNG
Title (fr)
NITRILES D'ACIDE CINNAMIQUE, LEURS PROCEDES DE PREPARATION ET D'UTILISATION
Publication
Application
Priority
- DE 19941657 A 19990901
- EP 0008419 W 20000829
Abstract (en)
[origin: DE19941657A1] The invention relates to substituted cinnamic acid nitriles of the formula (I) wherein X = CN, COOR<4>, CONR<5>R<6>, COaryl, COalkyl, aryl, heteroaryl, R<1> = H, alkyl, arylalkyl, [4-(2-alkoxyphenyl)-1-piperazinyl]alkyl, R<2> and R<3> = independent of each other H, hydroxy, alkoxy, benzyl, R<4> = H, alkyl, [4-(2-alkoxyphenyl)-1-piperazinyl]alkyl, R<5> = H, alkyl, alkoxyalkyl, alkoxy-oxoalkyl, diakylaminoalkyl, amino-oxoalkyl, aryl, arylalkyl, [4-(2-alkoxyphenyl)-1-piperazinyl]alkyl, morpholinoalkyl, furanyalkyl, thienylalkyl, R<6> = H, alkyl, or NR<5>R<6> together = cyclic amines such as pyrrolidine, morpholine, piperidine, subst. piperazine, whereby at least one of the radicals R<1>, R<4> or R<5> is a [4-(2-alkoxyphenyl)-1-piperazinyl]alkyl-radical, in addition to the addition thereof with pharmacologically compatible acids. The compounds are active as prophylactic and therapeutic medicaments for the treatment of benign prostatahyperplasia. A method for the production of cinnamic acid nitrile is also disclosed; an appropriately substituted benzaldehyde is reacted with a substituted acetonitrile in a Knoevenagel-condensation reaction.
IPC 1-7
C07D 295/08; C07D 295/18; C07D 211/62; C07D 213/57; C07D 295/12; A61K 31/495; A61K 31/535
IPC 8 full level
C07D 211/22 (2006.01); C07D 211/62 (2006.01); C07D 227/04 (2006.01); C07D 295/088 (2006.01); C07D 295/092 (2006.01); C07D 295/13 (2006.01); C07D 295/185 (2006.01)
CPC (source: EP)
C07D 211/22 (2013.01); C07D 211/62 (2013.01); C07D 227/04 (2013.01); C07D 295/088 (2013.01); C07D 295/13 (2013.01); C07D 295/185 (2013.01)
Citation (search report)
See references of WO 0116124A1
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE
DOCDB simple family (publication)
DE 19941657 A1 20010308; AU 7000600 A 20010326; EP 1208093 A1 20020529; WO 0116124 A1 20010308
DOCDB simple family (application)
DE 19941657 A 19990901; AU 7000600 A 20000829; EP 0008419 W 20000829; EP 00958512 A 20000829