CO5021229A1 - 1-PIPERIDIL BENZOIMIDAZOL 2-SUBSTITUTED COMPOUNDS AS TO ENT RECEIVER AGONISTS - Google Patents

1-PIPERIDIL BENZOIMIDAZOL 2-SUBSTITUTED COMPOUNDS AS TO ENT RECEIVER AGONISTS

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Publication number
CO5021229A1
CO5021229A1 CO99040935A CO99040935A CO5021229A1 CO 5021229 A1 CO5021229 A1 CO 5021229A1 CO 99040935 A CO99040935 A CO 99040935A CO 99040935 A CO99040935 A CO 99040935A CO 5021229 A1 CO5021229 A1 CO 5021229A1
Authority
CO
Colombia
Prior art keywords
alkyl
aromatic
group
halo
coand
Prior art date
Application number
CO99040935A
Other languages
Spanish (es)
Inventor
Ito Fumitaka
Noguchi Hirohide
Kondo Hiroshi
Original Assignee
Pfizer
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pfizer filed Critical Pfizer
Publication of CO5021229A1 publication Critical patent/CO5021229A1/en

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  • Hydrogenated Pyridines (AREA)

Abstract

Un compuesto de la fórmula: o una sal farmacéuticamente aceptable del mismo, en la que R se selecciona entre el grupo compuesto por cicloalquilo (C3 -C11 ) o bicicloalquilo (C6 -C16 ); tricicloalquilo (C6 -C16 ) y tetracicloalquilo (C8 -C16 ), donde dichos grupos están parcialmente saturados, totalmente saturados o totalmente insaturados y están opcionalmente sustituidos con hasta tres sustituyentes seleccionados independientemente entre el grupo compuesto por halo, hidroxi, alquilo (C1 -C5 ) y cicloalquilo (C3 -C7 ); A está unido al átomo de carbono con R con el que R está unido al átomo de nitrógeno del anillo de piperidina, y se selecciona entre el grupo compuesto por alquilo (C1 -C7 ), mono-, di- o tri-halo-alquilo (C1 -C7 ), alquenilo (C2 -C5 ), alquinilo (C2 -C5 ), fenil-alquilo (C1 -C5 ), arilo y grupos heterocíclicos aromáticos o no aromáticos que comprenden de cuatro a diez átomos de anillo, donde de uno a cuatro átomos de anillo se seleccionan independientemente entre heteroátomos, y estando opcionalmente sustituido dicho radical fenilo en el fenil-alquilo (C1 -C5 ), el arilo o el heterociclo aromático o no aromático, con hasta tres sustituyentes seleccionados independientemente entre el grupo compuesto por halo, hidroxi, alquilo (C1 -C4 ), halo-alquilo (C1 -C4 ), alcoxi (C1 -C4 ), halo-alcoxi (C1 -C4 ), alquil(C1 -C4 )-CO-, fenilo, bencilo, -CHO, ciano, alquil(C1 -C4 )-CO-, NH2 -CO-, NH2 -CH2 -, amino, alquil(C1 -C4 )-NH-, di(alquil-(C1 -C4 ))-N-, alquil (C1 -C4 )-CO-NH-, alquil(C1 -C4 )-NH-CO-, hidrazino, azido, ureido, amidino, guanidino, oxo y =N-OH; Y se selecciona entre el grupo compuesto por hidrógeno, halo, amino, mercapto, alquil(C1 -C12 )-M-, cicloalquil(C3 -C7 )-M-, alquenil(C2 -C6 )-M-, aril-M-, - 2 -heterocicloAND#8209;MAND#8209; aromático o no aromático, arilAND#8209;alquilo (C1 AND#8209;C5 )AND#8209;MAND#8209;, heterocicloAND#8209;alquilo (C1 AND#8209;C5 )AND#8209;MAND#8209; aromático o no aromático, comprendiendo dicho radical heterocíclico aromático o no aromático de dichos grupos de cuatro a diez átomos de anillo, donde de uno a cuatro átomos de anillo se seleccionan independientemente entre heteroátomos, y M se selecciona entre el grupo compuesto por un enlace covalente, O, S, SO, SO2 , CO, NQ, NQCO y CONQ, donde Q se selecciona entre el grupo compuesto por hidrógeno y alquilo (C1 AND#8209;C6 ), estando opcionalmente sustituido dicho radical alquilo (C1 AND#8209;C12 ), cicloalquilo (C3 AND#8209;C7 ) o alquenilo (C2 AND#8209;C6 ) en dichos grupos, con hasta tres sustituyentes seleccionados independientemente entre el grupo compuesto por halo, hidroxi, amino, alquil(C1 AND#8209;C4 )AND#8209;NHAND#8209;, diAND#8209;alquil(C1 AND#8209;C4 )AND#8209;NAND#8209;, hidrazino, azido, ureido, amidino, guanidino, alcoxi (C1 AND#8209;C4 ), alquil(C1 AND#8209;C4 )AND#8209;SAND#8209;, alquil(C1 AND#8209;C4 )AND#8209;SOAND#8209; y alquil(C1 AND#8209;C4 )AND#8209;SO2 AND#8209;, y estando opcionalmente sustituido dicho arilo o radical heterocíclico aromático o no aromático de dichos grupos, con hasta tres sustituyentes seleccionados independientemente entre el grupo compuesto por halo, hidroxi, alquilo (C1 AND#8209;C4 ), haloAND#8209;alquilo (C1 AND#8209;C4 ), hidroxi (C1 AND#8209;C4 ), haloAND#8209;alcoxi (C1 AND#8209;C4 ), alquil (C1 AND#8209;C4 )AND#8209;COAND#8209;, fenilo, bencilo, AND#8209;CHO, ciano, alquil (C1 AND#8209;C4 )AND#8209;COAND#8209;, NH2 AND#8209;COAND#8209;, AND#8209;NH2 AND#8209;NH2 AND#8209;, amino, alquil(C1 AND#8209;C4 )AND#8209;NHAND#8209;, diAND#8209;(alquil C1 AND#8209;C4 )AND#8209;NAND#8209;, alquil (C1 AND#8209;C4 )AND#8209;COAND#8209;NHAND#8209;, alquil(C1 AND#8209;C4 )AND#8209;NHAND#8209;COAND#8209;, hidrazino, azido, ureido, amidino, guanidino, oxo y =NAND#8209;OH; yZ1 , Z2 , Z3 y Z4 se seleccionan, independientemente, entre el grupo compuesto por hidrógeno, halo, alquilo (C1 AND#8209;C4 ), haloAND#8209;alquilo (C1 AND#8209;C4 ), alcoxi (C1 AND#8209;C4 ), alquilsulfonilo (C1 AND#8209;C4 ), alquil(C1 AND#8209;C4 )AND#8209;COAND#8209;, carboxi, alquil(C1 AND#8209;C4 )AND#8209;COOAND#8209;, amino, NH2 COAND#8209;, alquil (C1 AND#8209;C4 ) AND#8209;COAND#8209;NHAND#8209;, alquil (C1 AND#8209;C4 )AND#8209;SO2 AND#8209; NHAND#8209;, fenilo y naftilo.A compound of the formula: or a pharmaceutically acceptable salt thereof, wherein R is selected from the group consisting of cycloalkyl (C3-C11) or bicycloalkyl (C6-C16); tricycloalkyl (C6-C16) and tetracycloalkyl (C8-C16), wherein said groups are partially saturated, fully saturated or fully unsaturated and are optionally substituted with up to three substituents independently selected from the group consisting of halo, hydroxy, (C1-C5) alkyl ) and cycloalkyl (C3-C7); A is attached to the carbon atom with R with which R is attached to the nitrogen atom of the piperidine ring, and is selected from the group consisting of (C1-C7) alkyl, mono-, di- or tri-halo-alkyl (C1-C7), (C2-C5) alkenyl, (C2-C5) alkynyl, phenyl (C1-C5) alkyl, aryl and aromatic or non-aromatic heterocyclic groups comprising from four to ten ring atoms, where from one at four ring atoms they are independently selected from heteroatoms, and said phenyl radical being optionally substituted in the phenyl (C1-C5) alkyl, the aryl or the aromatic or non-aromatic heterocycle, with up to three substituents independently selected from the group consisting of halo, hydroxy, (C1-C4) alkyl, halo (C1-C4) alkyl, (C1-C4) alkoxy, halo (C1-C4) alkoxy, (C1-C4) alkyl -CO-, phenyl, benzyl, -CHO, cyano, (C1-C4) alkyl -CO-, NH2 -CO-, NH2 -CH2 -, amino, (C1-C4) alkyl -NH-, di (alkyl- (C1-C4)) - N- , (C1-C4) alkyl -CO-NH-, alq (C1-C4) -NH-CO-, hydrazino, azido, ureido, amidino, guanidino, oxo y = N-OH; Y is selected from the group consisting of hydrogen, halo, amino, mercapto, (C1-C12) alkyl-M-, cycloalkyl (C3-C7) -M-, alkenyl (C2-C6) -M-, aryl-M- , - 2-heterocycleAND # 8209; MAND # 8209; aromatic or non-aromatic, arilAND # 8209; alkyl (C1 AND # 8209; C5) AND # 8209; MAND # 8209 ;, heterocycleAND # 8209; alkyl (C1 AND # 8209; C5) AND # 8209; MAND # 8209; aromatic or non-aromatic, said aromatic or non-aromatic heterocyclic radical comprising said groups of four to ten ring atoms, wherein from one to four ring atoms are independently selected from heteroatoms, and M is selected from the group consisting of a covalent bond , O, S, SO, SO2, CO, NQ, NQCO and CONQ, where Q is selected from the group consisting of hydrogen and alkyl (C1 AND # 8209; C6), said alkyl radical being optionally substituted (C1 AND # 8209; C12), cycloalkyl (C3 AND # 8209; C7) or alkenyl (C2 AND # 8209; C6) in said groups, with up to three substituents independently selected from the group consisting of halo, hydroxy, amino, alkyl (C1 AND # 8209; C4) AND # 8209; NHAND # 8209 ;, diAND # 8209; alkyl (C1 AND # 8209; C4) AND # 8209; NAND # 8209 ;, hydrazino, azido, ureido, amidino, guanidino, alkoxy (C1 AND # 8209; C4), alkyl (C1 AND # 8209; C4) AND # 8209; SAND # 8209 ;, alkyl (C1 AND # 8209; C4) AND # 8209; SOAND # 8209; and alkyl (C1 AND # 8209; C4) AND # 8209; SO2 AND # 8209 ;, and said aryl or aromatic or non-aromatic heterocyclic radical of said groups being optionally substituted, with up to three substituents independently selected from the group consisting of halo, hydroxy, alkyl (C1 AND # 8209; C4), haloAND # 8209; alkyl (C1 AND # 8209; C4), hydroxy (C1 AND # 8209; C4), haloAND # 8209; alkoxy (C1 AND # 8209; C4), alkyl (C1 AND # 8209; C4) AND # 8209; COAND # 8209 ;, phenyl, benzyl, AND # 8209; CHO, cyano, alkyl (C1 AND # 8209; C4) AND # 8209; COAND # 8209 ;, NH2 AND # 8209; COAND # 8209 ;, AND # 8209; NH2 AND # 8209; NH2 AND # 8209 ;, amino, alkyl (C1 AND # 8209; C4) AND # 8209; NHAND # 8209 ;, diAND # 8209; (C1 alkyl AND # 8209; C4) AND # 8209; NAND # 8209 ;, alkyl (C1 AND # 8209; C4) AND # 8209; COAND # 8209; NHAND # 8209 ;, alkyl (C1 AND # 8209; C4) AND # 8209; NHAND # 8209; COAND # 8209 ;, hydrazino, azido, ureido, amidino, guanidino, oxo y = NAND # 8209; OH; and Z1, Z2, Z3 and Z4 are independently selected from the group consisting of hydrogen, halo, alkyl (C1 AND # 8209; C4), haloAND # 8209; alkyl (C1 AND # 8209; C4), alkoxy (C1 AND # 8209; C4), alkylsulfonyl (C1 AND # 8209; C4), alkyl (C1 AND # 8209; C4) AND # 8209; COAND # 8209 ;, carboxy, alkyl (C1 AND # 8209; C4) AND # 8209; COOAND # 8209 ;, amino, NH2 COAND # 8209 ;, alkyl (C1 AND # 8209; C4) AND # 8209; COAND # 8209; NHAND # 8209 ;, alkyl (C1 AND # 8209; C4) AND # 8209; SO2 AND # 8209 ; NHAND # 8209 ;, phenyl and naphthyl.

CO99040935A 1998-08-06 1999-06-30 1-PIPERIDIL BENZOIMIDAZOL 2-SUBSTITUTED COMPOUNDS AS TO ENT RECEIVER AGONISTS CO5021229A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP98001206 1998-08-06

Publications (1)

Publication Number Publication Date
CO5021229A1 true CO5021229A1 (en) 2001-03-27

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CO99040935A CO5021229A1 (en) 1998-08-06 1999-06-30 1-PIPERIDIL BENZOIMIDAZOL 2-SUBSTITUTED COMPOUNDS AS TO ENT RECEIVER AGONISTS

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