HRP20090681T1 - Derivati 2-fenilpropionske kiseline i farmaceutski pripravci koji ih sadrže - Google Patents

Derivati 2-fenilpropionske kiseline i farmaceutski pripravci koji ih sadrže Download PDF

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HRP20090681T1
HRP20090681T1 HR20090681T HRP20090681T HRP20090681T1 HR P20090681 T1 HRP20090681 T1 HR P20090681T1 HR 20090681 T HR20090681 T HR 20090681T HR P20090681 T HRP20090681 T HR P20090681T HR P20090681 T1 HRP20090681 T1 HR P20090681T1
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trifluoromethanesulfonyloxy
phenyl
propionamide
alkyl
cycloalkyl
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Allegretti Marcello
Bertini Riccardo
Candida Cesta Maria
Mosca Marco
Colotta Francesco
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Dompe' S.P.A.
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Abstract

Spojevi derivata 2-(R)-fenilpropionske kiseline, naznačeni time, da su opće formule (I) i njihove farmaceutski prihvatljive soli, gdjeR' skupina je izabrana između-H, OH ikada R' je H, R je izabran između- H, C1-C5-alkil, C3-C6-cikloalkil, C2-C5-alkenil, C1-C5-alkoksi; - heteroaril skupine izabrane između supstituiranog ili nesupstituiranog piridina, pirimidina, pirola, tiofena, indola, tiazola, oksazola; - aminokiselinskog ostatka koji se sastoji od ravnog ili razgranatog C1-C6-alkil, C3-C6-cikloalkil, C2-C6-alkenil, C1-C6-fenilalkil, supstituiranog jednom daljnjom karboksi (COOH) skupinom; - ostatka formule -CH2-CH2-Z-(CH2-CH2O)nR' gdje R' je H ili C1-C5-alkil, n je cijeli broj od 0 do 2 te Z je kisik ili sumpor; - ostatka formule -(CH2)n-NRaRb gdje n je cijeli broj od 0 do 5 i svaki od Ra i Rb, koji mogu biti jednaki ili različiti, je C1-C6-alkil, C2-C6-alkenil ili alternativno Ra i Rb zajedno s atomom dušika na koji su vezani formiraju heterocikl sa 3 do 7 članova formule (II) gdje W predstavlja jednostruku vezu, O, S, N-Rc, pri čemu Rc je H, C1-C6-alkil ili C1-C6-alkilfenil, te n je cijeli broj od 0 do 3, -ostatka formule SO2Rd gdje Rd je C1-C6-alkil, C3-C6-cikloalkil, C2-C6-alkenil, aril i heteroaril; kada R' je OH, R je izabran izmeđuH, C1-C5-alkil, C3-C6-cikloalkil, C2-C5-alkenil. Patent sadrži još 7 patentnih zahtjeva.

Claims (8)

1. Spojevi derivata 2-(R)-fenilpropionske kiseline, naznačeni time, da su opće formule (I) [image] i njihove farmaceutski prihvatljive soli, gdje R' skupina je izabrana između -H, OH i kada R' je H, R je izabran između - H, C1-C5-alkil, C3-C6-cikloalkil, C2-C5-alkenil, C1-C5-alkoksi; - heteroaril skupine izabrane između supstituiranog ili nesupstituiranog piridina, pirimidina, pirola, tiofena, indola, tiazola, oksazola; - aminokiselinskog ostatka koji se sastoji od ravnog ili razgranatog C1-C6-alkil, C3-C6-cikloalkil, C2-C6-alkenil, C1-C6-fenilalkil, supstituiranog jednom daljnjom karboksi (COOH) skupinom; - ostatka formule –CH2-CH2-Z-(CH2-CH2O)nR' gdje R' je H ili C1-C5-alkil, n je cijeli broj od 0 do 2 te Z je kisik ili sumpor; - ostatka formule –(CH2)n-NRaRb gdje n je cijeli broj od 0 do 5 i svaki od Ra i Rb, koji mogu biti jednaki ili različiti, je C1-C6-alkil, C2-C6-alkenil ili alternativno Ra i Rb zajedno s atomom dušika na koji su vezani formiraju heterocikl sa 3 do 7 članova formule (II) [image] gdje W predstavlja jednostruku vezu, O, S, N-Rc, pri čemu Rc je H, C1-C6-alkil ili C1-C6-alkilfenil, te n je cijeli broj od 0 do 3, -ostatka formule SO2Rd gdje Rd je C1-C6-alkil, C3-C6-cikloalkil, C2-C6-alkenil, aril i heteroaril; kada R' je OH, R je izabran između H, C1-C5-alkil, C3-C6-cikloalkil, C2-C5-alkenil.
2. Spojevi u skladu sa zahtjevom 1, naznačeni time, da kada R' je H, R je izabran između H, C1-C5-alkil, C3-C6-cikloalkil, C1-C5-alkoksi, C1-C2-karboksialkil; heteroaril skupine izabrane između supstituiranog i nesupstituiranog piridina, tiazola, oksazola; ostatka formule –(CH2)n-NRaRb gdje n je cijeli broj 2 ili 3, povoljnije 3 i skupina NraRb je N, N-dimetilamin, N,N-dietilamin, 1-piperidil, 1-pirolidinil, 4-morfolinil, 1-pirolidil, 1-piperazinil, 1-(4-metil)piperazinil; ostatka formule SO2Rd gdje Rd je C1-C2-alkil, C3-C6-cikloalkil te kada R' je OH, R je H, C1-C5-alkil, C3-C6-cikloalkil.
3. Spojevi u skladu sa zahtjevom 1 ili 2, naznačeni time, da su izabrani iz slijedeće skupine: R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-metansulfonil propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-metansulfonil propionamid natrijeva sol; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-metil propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-izopropoksi propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-ciklopentil propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[3-(N'-piperidinil)propil] propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[3-(N'-piperidinil)propil] propionamid hidroklorid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[2-(N'-pirolidinil)etil] propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[2-(N'-pirolidinil)etil] propionamid hidroklorid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[3-(N'-pirolidinil)propil] propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[3-(N'-pirolidinil)propil] propionamid hidroklorid; R(+)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[2-(2-hidroksietoksi)etil] propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-[2-(4'-trifluorometil)tiazolil] propionamid; R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-metil-N-hidroksi propionamid.
4. Spojevi u skladu sa bilo kojim zahtjevom od 1 do 3, naznačeni time, da su R(-)-2-[(4'-trifluorometansulfoniloksi)fenil]-N-metansulfonil propionamid i njegova natrijeva sol.
5. Spojevi u skladu sa bilo kojim zahtjevom od 1 do 4, naznačeni time, da se koriste kao lijekovi.
6. Uporaba spojeva u skladu sa bilo kojim zahtjevom od 1 do 4, naznačena time, da se koriste u pripravi lijekova za liječenje psorijaze, ulcerativnog kolitisa, melanoma, angiogeneze, kronične opstruktivne plućne bolesti (COPD), buloznog pemfigusa, reumatoidnog artritisa, idiopatske fibroze, glomerulonefritisa i za prevenciju i liječenje oštećenja uzrokovanih ishemijom i reperfuzijom.
7. Farmaceutski pripravci, naznačeni time, da sadrže spoj u skladu sa bilo kojim zahtjevom od 1 do 4 zajedno s prikladnom podlogom.
8. Postupak priprave spojeva formule (I) u skladu sa zahtjevom 1, gdje R' je H i R je SO2Rd, gdje Rd je C1-C2-alkil ili C3-C6-cikloalkil, naznačen time, da obuhvaća tretiranje R(-)-2-(4'-trifluorometansulfoniloksifenil) propionske kiseline s prikladnim sulfonamidom RdSO2NH2, gdje Rd je C1-C2-alkil ili C3-C6-cikloalkil, u prisutnosti kondenzacijskog sredstva.
HR20090681T 2004-03-23 2009-12-22 Derivati 2-fenilpropionske kiseline i farmaceutski pripravci koji ih sadrže HRP20090681T1 (hr)

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ITMI20010395A1 (it) 2001-02-27 2002-08-27 Dompe Spa Omega-amminoalchilammidi di acidi r-2-aril-propionici come inibitori della chemiotassi di cellule polimorfonucleate e mononucleate
ITMI20012025A1 (it) * 2001-09-28 2003-03-28 Dompe Spa Sali di ammonio quaternari di omega-amminoalchilammidi di acidi r 2-aril-propionici e composizioni farmaceutiche che li contengono
ITMI20012434A1 (it) * 2001-11-20 2003-05-20 Dompe Spa Acidi 2-aril-propionici e composizioni farmaceutiche che li contengono
CA2511582C (en) * 2003-02-06 2012-01-24 Dompe S.P.A. 2-aryl-acetic acids, their derivatives and pharmaceutical compositions containing them
ATE521589T1 (de) * 2003-09-25 2011-09-15 Dompe Spa Amidine und derivate davon und pharmazeutische zusammensetzungen, die diese enthalten

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JP2007530505A (ja) 2007-11-01
PT1776336E (pt) 2009-12-18
CA2553705C (en) 2012-12-11
CN1934077A (zh) 2007-03-21
NO20064766L (no) 2006-10-20
US20090203740A1 (en) 2009-08-13
RU2375347C2 (ru) 2009-12-10
CA2553705A1 (en) 2005-09-29
WO2005090295A3 (en) 2005-10-27
CN1934077B (zh) 2010-09-29
ES2333445T3 (es) 2010-02-22
ATE444286T1 (de) 2009-10-15
NO337685B1 (no) 2016-06-06
DK1776336T3 (da) 2010-01-18
WO2005090295A2 (en) 2005-09-29
AU2005223402B2 (en) 2011-07-21
HK1101392A1 (en) 2007-10-18
US8039656B2 (en) 2011-10-18
DE602005016937D1 (de) 2009-11-12
PL1776336T3 (pl) 2010-06-30
JP4871257B2 (ja) 2012-02-08
RS51109B (sr) 2010-10-31
CN101912382A (zh) 2010-12-15
US8293788B2 (en) 2012-10-23
US20120004264A1 (en) 2012-01-05
RU2006137272A (ru) 2008-04-27
CN101912382B (zh) 2012-11-21
SI1776336T1 (sl) 2010-01-29
HK1148219A1 (en) 2011-09-02
AU2005223402A1 (en) 2005-09-29
ME01763B (me) 2010-10-31
EP1776336B1 (en) 2009-09-30
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