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SI22713B - Substituirani benzensulfonamidni derivati kot predzdravila COX-2 inhibitorjev - Google Patents

Substituirani benzensulfonamidni derivati kot predzdravila COX-2 inhibitorjev Download PDF

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Publication number
SI22713B
SI22713B SI9720101A SI9720101A SI22713B SI 22713 B SI22713 B SI 22713B SI 9720101 A SI9720101 A SI 9720101A SI 9720101 A SI9720101 A SI 9720101A SI 22713 B SI22713 B SI 22713B
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SI
Slovenia
Prior art keywords
sulfonyl
phenyl
phenylisoxazol
alkyl
sodium salt
Prior art date
Application number
SI9720101A
Other languages
English (en)
Other versions
SI22713A (sl
Inventor
John J Talley
James W Malecha
Stephen Bertenshaw
Matthew J Graneto
Jeffery S Carter
Jinglin Li
Srinivasan Nagarajan
David L Brown
Donald J Rogier Jr
Thomas D Penning
Ish K Khanna
Xiangdong Xu
Richar M Weier
Original Assignee
Searle & Co
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 Searle & Co filed Critical Searle & Co
Publication of SI22713A publication Critical patent/SI22713A/sl
Publication of SI22713B publication Critical patent/SI22713B/sl

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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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Abstract

Predzdravila COX-2 inhibitorjev s formulo (I) so opisana kot koristna pri zdravljenju vnetja in motenj, povezanih z vnetji, kjer je A obročni substituent, izbran izmed delno nenasičenega heterociklila, heteroarila, cikloalkenila in arila, kjer je A po želji substituiran pri legi, ki se da substituirati z enim ali več ostanki, izbranimi izmed naslednjih, kot so alkilkarbonil, formil, halo, alkil, haloalkil, okso, ciano, nitro, karboksil, alkoksi, aminokarbonil, alkoksikarbonil, karboksialkil, cianoalkil,hidroksialkil, haloalkilsulfoniloksi, alkoksialkiloksialkil, karboksialkoksialkil, cikloalkilalkil, alkenil, alkinil, heterocikliloksi, alkiltio, cikloalkil, aril, heterociklil, cikloalkenil, aralkil, heterociklilalkil, alkiltioalkil, arilkarbonil, aralkilkarbonil, aralkenil, alkoksialkil, ariltioalkil, ariloksialkil, aralkiltioalkil, aralkoksialkil, alkoksikarbonilalkil, aminokarbonilalkil, alkilaminokarbonil, N-arilaminokarbonil, N-alkil-N-arilaminokarbonil, alkilaminokarbonilalkil, alkilamino,N-arilamino, N-aralkilamino, N-alkil-N-aralkilamino, N-alkil-N-arilamino, aminoalkil, alkilaminoalkil, N-arilaminoalkil, N-aralkilaminoalkil, N-alkil-N-aralkilaminoalkil, N-alkil-N-arilaminoalkil, ariloksi, aralkoksi, ariltio, aralkiltio, alkilsulfinil, alkilsulfonil, aminosulfonil, alkilaminosulfonil, N-arilaminosulfonil, arilsufonil in N-alkil-N-arilaminosulfonil; kjer R1 izberemo izmed heterociklila, cikloalkila, cikloalkenila in arila, kjer je R1 po želji substituiran pri legi, ki se da substituirati,z enim ali več ostanki izbranimi izmed alkila, haloalkila, ciano, karboksila, alkoksikarbonila, hidroksila, hidroksialkila, haloalkoksi, amino, alkilamino, arilamino, nitro, alkoksialkila, alkilsulfinila, halo, alkoksi in alkiltio; kjer R2 izberemo izmed hidrido in alkoksikarbonilalkila; in kjer R3 izberemo izmed alkila, karboksialkila, acila, alkoksikarbonila, heteroarilkarbonila, alkoksikarbonilalkilkarbonila, alkoksikarbonilkarbonila, amino kislinskega ostanka in alkilakarbonilaminoalkilkarbonila; podpogojem, da A ni tetrazolij ali piridinij; in nadalje pod pogojem, da A ni indanon, kadar je R3 alkil ali karboksialkil; ali njihova farmacevtsko sprejemljiva sol.

Claims (15)

1 SI 22713 -UO PATENTNI ZAHTEVKI 1. Spojina, izbrana izmed spojin in njihovih farmacevtsko sprejemljivih soli, iz skupine, v kateri so kalijeva sol N- [ [4- [5-metil-3 -fenilizoksazol-4-il] fenil] sulfonil] acetamida; natrijeva sol N-[[4-[3-(3-fluorofenil)-5-metilizoksazol-4-il]fenil]sulfonil] acetamida; natrijeva sol 2-metil-N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil] propanamida; natrijeva sol N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil]benzamida; natrijeva sol 2,2-dimetil-N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil] propanamida; natrij eva sol N- [ [4- [ 5 -metil-3 -fenilizoksazol-4-il] fenil]sulfonil]butanamida; natrijeva sol N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil]pentanamida; natrijeva sol N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil]heksanamida; natrijeva sol N-[[4-[2-metil-4-feniloksazol-5-il]fenil]sulfonil]acetamida; natrij evasolN-[[4-[5 -difluorometil-3 -fenilizoksazol-4-il] fenil] sulfonil] propanamida; natrijeva sol N-[[4-[5-difluorometil-3-fenilizoksazol-4-il]fenil]sulfonil] butanamida; natrijeva sol N-[[4-[5-hidroksimetil-3-fenilizoksazol-4-il]fenil]sulfonil] propanamida; natrijeva sol N-[[4-[5-metil-3-fenilizoksazol-4-il]fenil]sulfonil]glicina; in natrijeva sol N-[[4-[5-hidroksimetil-3-fenilizoksazol-4-il]fenil]sulfonil]acetamida.
2. Farmacevtski sestavek, ki obsega terapevtsko učinkovito količino spojine ali njene farmacevtsko sprejemljive soli po zahtevku 1. 2 SI 22713 -UO
3. Postopek za pripravo spojine ali njene farmacevtsko sprejemljive soli po zahtevku 1, ki obsega obdelavo nesubstituiranega sulfonamida z acilimim sredstvom v prisotnosti baze in topila.
4. Postopek po zahtevku 3, kjer acilimo sredstvo izberemo izmed anhidridov, kislinskih kloridov, acila, imidazolov in aktivnih estrov.
5. Postopek po kateremkoli od zahtevkov 3 ali 4, kjer je topilo tetrahidrofuran.
6. Postopek za pripravo spojine ali njene farmacevtsko sprejemljive soli po zahtevku 1, ki obsega obdelavo nesubstituiranega izoksazol benzen-sulfonamida z acilimim sredstvom v prisotnosti baze in topila.
7. Postopek za pripravo farmacevtsko sprejemljive soli spojine po zahtevku 1, ki obsega tvogenje bis(N-aciliranega)sulfonamida z obdelavo nesubstituiranega sulfonamida s prebitkom anhidrida, kislinskega klorida ali karbamilklorida v prisotnosti terc.aminske baze in obdelavo bis(N-aciliranega)sulfonamida z okoli dvema ekvivalentoma močne baze, da dobimo sol.
8. Uporaba spojine ali njene farmacevtsko sprejemljive soli po zahtevku 1 za pripravo zdravila za zdravljenje stanja, izbranega izmed vnetja in motnje, povezane z vnetjem.
9. Uporaba po zahtevku 8, kjer je stanje vnetje.
10. Uporaba po zahtevku 8, kjer je stanje motnja, povezana z vnetjem.
11. Uporaba po zahtevku 10, kjer je motnja, povezana z vnetjem, bolečina.
12. Uporaba po zahtevku 11, kjer je bolečina povezana z rakom. SI 22713 -UO 3
13. Uporaba po zahtevku 11, kjer je bolečina dentalna bolečina.
14. Uporaba po zahtevku 11, kjer zdravilo dajemo intravensko.
15. Uporaba po zahtevku 11, kjer zdravilo dajemo intramuskulamo.
SI9720101A 1996-04-12 1997-04-11 Substituirani benzensulfonamidni derivati kot predzdravila COX-2 inhibitorjev SI22713B (sl)

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