HRP20110780T2 - Aminoarilsulfonamidni spojevi i njihova upotreba kao ligandi 5-ht6 - Google Patents

Aminoarilsulfonamidni spojevi i njihova upotreba kao ligandi 5-ht6 Download PDF

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HRP20110780T2
HRP20110780T2 HRP20110780TT HRP20110780T HRP20110780T2 HR P20110780 T2 HRP20110780 T2 HR P20110780T2 HR P20110780T T HRP20110780T T HR P20110780TT HR P20110780 T HRP20110780 T HR P20110780T HR P20110780 T2 HRP20110780 T2 HR P20110780T2
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sulfonyl
diamine
dimethylethane
methylindole
phenyl
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Venkata Satya Ramakrishna Nirogi
Sastri Kambhampati Rama
Karbhari Shinde Anil
Vishwottam Kandikere Nagaraj
Jasti Venkateswarlu
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Suven Life Sciences Limited
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    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
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Abstract

Spoj formule (I) naznačen time što R1 predstavlja vodik, hidroksil, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi, halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R2 predstavlja vodik, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi ili halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R predstavlja vodik ili (C1-C3)alkil ili (C3-C6)cikloalkil; "n" predstavlja 0 do 4; "p" predstavlja 0 do 6; "q" predstavlja 0 do 4. Patent sadrži još 12 patentnih zahtjeva.

Claims (13)

1. Spoj formule (I) [image] naznačen time što R1 predstavlja vodik, hidroksil, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi, halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R2 predstavlja vodik, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi ili halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R predstavlja vodik ili (C1-C3)alkil ili (C3-C6)cikloalkil; "n" predstavlja 0 do 4; "p" predstavlja 0 do 6; "q" predstavlja 0 do 4.
2. Spoj u skladu s patentnim zahtjevom 1, naznačen time što R1 je po mogućnosti vodik, hidroksil, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi ili halogen(C1-C3)alkoksi.
3. Spoj u skladu s patentnim zahtjevom 1, naznačen time što R2 je po mogućnosti vodik, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi, halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi.
4. Spoj u skladu s patentnim zahtjevom 1, naznačen time što R je po mogućnosti vodik ili (C1-C3)alkil.
5. Spoj u skladu s patentnim zahtjevom 1, naznačen time što ga se bira se iz skupine koju čine: N'-[2-Metoksi-5-(5-metoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(3-Klor-5-metoksiindolo-1-sulfonil)-2-metoksifenil]-N,N-dimetileten-1,2-diamin; N'-[5-(3-Klor-indol-1-sulfonil)-2-metoksifenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(Indol-1-sulfonil)-2-metoksifenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Metoksi-5-(3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Metoksi-3-metilindol-1-sulfonil)-2-metilfenil]-N,N-dimetilpropan-1,3-diamin; N'-[5-(5-Metoksiindol-1-sulfonil)-2-metilfenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Metoksi-3-metilindol-1-sulfonil)-2-metilfenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Metoksiindol-1-sulfonil)-2-metilfenil]-N,N-dimetilpropan-1,3-diamin; N'-[3-(4-Klor-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Klor-3-metilindol-1-sulfonil)-2-etilfenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Etil-5-(5-fluor-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Etil-5-(5-fluorindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Etil-5-(5-klorindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Etil-5-(5-metoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Izopropoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Brom-3-metilindol-1-sulfonil)-2-klorfenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Etoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Brom-3-metilindol-1-sulfonil)-2-etilfenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(6-Klorindol-1-sulfonil)-2-metilfenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Bromindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Izopropoksiindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(6-Klorindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[5-(5-Bromindol-1-sulfonil)-2-etilfenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(4-Klorindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Etil-5-(5-metoksiindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Metoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[2-Metoksi-5-(5-klor-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Metoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Metoksi-5-(5-klor-3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[2-Metoksi-5-(3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[2-Metoksi-5-(5-brom-3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[2-Metoksi-5-(5-fluor-3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[2-Metoksi-5-(5-fluor-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Metoksi-5-(5-metoksi-3-metilindol-1-sulfonil)fenil]-N,N-dimetilpropan-1,3-diamin; N'-[3-(5-Fluor-3-metilindol-1-sulfonil)-5-metoksifenil]-N,N-dimetiletan-1,2-diamin; N'-[3-Klor-5-(5-etil-3-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Fluor-3-metilindol-1-sulfonil)-5-metilfenil]-N,N-dimetiletan-1,2-diamin; N'-[4-Metoksi-3-(5-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[4-Brom-3-(5-metoksiindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; N'-[3-(5-Etil-3-metilindol-1-sulfonil)-4-metilfenil]-N,N-dimetiletan-1,2-diamin; N'-[2-Klor-3-(5-metoksi-2-metilindol-1-sulfonil)fenil]-N,N-dimetiletan-1,2-diamin; njihovi stereoizomeri i njihove farmaceutski prihvatljive soli.
6. 5. Postupak dobivanja spoja formule (I) [image] gdje R1 predstavlja vodik, hidroksil, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi, halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R2 predstavlja vodik, halogen, (C1-C3)alkil, halogen(C1-C3)alkil, (C1-C3)alkoksi ili halogen(C1-C3)alkoksi, ciklo(C3-C6)alkil ili ciklo(C3-C6)alkoksi; R predstavlja vodik ili (C1-C3)alkil ili (C3-C6)cikloalkil; "n" predstavlja 0 do 4; "p" predstavlja 0 do 6; "q" predstavlja 0 do 4; naznačen time što se sastoji u reakciji spoja formule (a) [image] gdje su svi supstituenti kao stoje opisano gore; s aminskim derivatima, uz upotrebu pogodne baze, u prisutnosti inertnog otapala, na temperaturi okoliša.
7. 6. Postupak u skladu s patentnim zahtjevom 6, naznačen time što se navedenu bazu bira između kalijevog karbonata i natrijevog hidroksida.
8. 7. Postupak u skladu s patentnim zahtjevom 6 i/ili 7, naznačen time što se navedeno inertno otapalo bira između diklormetana, dimetilformamida, dimetil-sulfoksida i w-ksilena.
9. 8. Farmaceutski pripravak, naznačen time što sadrži spoj formule (I) u skladu s patentnim zahtjevom 1 do 5 i farmaceutski prihvatljivu podlogu, razrjeđivač, pomoćnu tvar ili solvat.
10. 9. 10. Farmaceutski pripravak u skladu s patentnim zahtjevom 9, naznačen time stoje u obliku tablete, kapsule, praška, sirupa, otopine, injekcije ili suspenzije i primijenjuje se kao jednu dozu ili više jedinica doze.
11. 10. 11. Farmaceutski pripravak u skladu s patentnim zahtjevom 9 i/ili 10, naznačen time stoje namijenjen upotrebi u liječenju bolesti ili poremećaja središnjeg živčanog sustava povezanih s ili pod utjecajem receptora 5-HT6 i bira ih se iz skupine koju čine motorički poremećaj, anksiozni poremećaj, kognitivni poremećaj, neurodegenerativni poremećaj, Alzheimerova bolest, Huntingtonova koreja, gastrointestinalni, kognitivni poremećaj povezan sa shizofrenijom, blagi kognitivni poremećaj, poremećaji hranjenja, anksioznost, depresija, pretilost i/ili Parkinsonova bolest.
12. 11. Spoj formule (I), u skladu s bilo kojim od prethodnih patentnih zahtjeva, naznačen time što ga se upotrebljava u proizvodnji medikamenta za liječenje ili sprječavanje bolesti ili poremećaja središnjeg živčanog sustava povezanih s ili pod utjecajem receptora 5-HT6 i bira ih se iz skupine koju čine motorički poremećaj, anksiozni poremećaj, kognitivni poremećaj, neurodegenerativni poremećaj, Alzheimerova bolest, Huntingtonova koreja, gastrointestinalni, kognitivni poremećaj povezan sa shizofrenijom, poremećaji hranjenja, anksioznost, depresija, pretilost i/ili Parkinsonova bolest.
13. 12. Sredstvo za sprječavanje ili liječenje bolesti ili poremećaja središnjeg živčanog sustava povezanih s ili pod utjecajem receptora 5-HT6 i biraju se iz skupine koju čine motorički poremećaj, anksiozni poremećaj, kognitivni poremećaj, neurodegenerativni poremećaj, Alzheimerova bolest, Huntingtonova koreja, gastrointestinalni, kognitivni poremećaj povezan sa shizofrenijom, poremećaji hranjenja, anksioznost, depresija, pretilost i/ili Parkinsonova bolest; naznačeno time što kao aktivni sastojak sadrži spoj formule (I) u skladu s bilo kojim od prethodnih patentnih zahtjeva.
HRP20110780TT 2007-10-26 2011-10-26 Aminoarilsulfonamidni spojevi i njihova upotreba kao ligandi 5-ht6 HRP20110780T2 (hr)

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IN2433CH2007 2007-10-26
EP08776656A EP2200980B9 (en) 2007-10-26 2008-05-02 Amino arylsulfonamide compounds and their use as 5-ht6 ligands field of invention
PCT/IN2008/000281 WO2009053997A1 (en) 2007-10-26 2008-05-02 Amino arylsulfonamide compounds and their use as 5-ht6 ligands

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KR101268654B1 (ko) 2013-05-29
IL205231A0 (en) 2010-12-30
ES2370680T3 (es) 2011-12-21
BRPI0816571A2 (pt) 2015-12-22
ZA201002165B (en) 2011-05-25
ATE518833T1 (de) 2011-08-15
CN101835748A (zh) 2010-09-15
EP2200980A1 (en) 2010-06-30
IL205231A (en) 2014-03-31
CN101835748B (zh) 2012-11-14
AU2008315309B2 (en) 2011-06-09
EA017154B1 (ru) 2012-10-30
EP2200980B1 (en) 2011-08-03
NZ585374A (en) 2011-09-30
CA2703157A1 (en) 2009-04-30
CY1112181T1 (el) 2015-12-09
DK2200980T3 (da) 2011-11-21
EP2200980B9 (en) 2011-12-28
SI2200980T1 (sl) 2011-12-30
HRP20110780T1 (hr) 2011-11-30
JP5236001B2 (ja) 2013-07-17
ES2370680T9 (es) 2012-02-15
US20100216861A1 (en) 2010-08-26
US7964627B2 (en) 2011-06-21
AU2008315309A1 (en) 2009-04-30
EA201070527A1 (ru) 2010-10-29
CA2703157C (en) 2013-02-05

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