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HUP0402263A2 - Acetilénkötést tartalmazó alfa-aminosav-alapú szulfonamid-hidroxámsav TACE-gátlók, eljárás előállításukra és az ezeket tartalmazó gyógyszerkészítmények - Google Patents

Acetilénkötést tartalmazó alfa-aminosav-alapú szulfonamid-hidroxámsav TACE-gátlók, eljárás előállításukra és az ezeket tartalmazó gyógyszerkészítmények

Info

Publication number
HUP0402263A2
HUP0402263A2 HU0402263A HUP0402263A HUP0402263A2 HU P0402263 A2 HUP0402263 A2 HU P0402263A2 HU 0402263 A HU0402263 A HU 0402263A HU P0402263 A HUP0402263 A HU P0402263A HU P0402263 A2 HUP0402263 A2 HU P0402263A2
Authority
HU
Hungary
Prior art keywords
aryl
alkyl
heteroaryl
cycloalkyl
hydrogen
Prior art date
Application number
HU0402263A
Other languages
English (en)
Inventor
Jeremy Ian Levin
James Ming Chen
Derek Cecil Cole
Original Assignee
Wyeth Holdings Corporation
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 Wyeth Holdings Corporation filed Critical Wyeth Holdings Corporation
Publication of HUP0402263A2 publication Critical patent/HUP0402263A2/hu
Publication of HUP0402263A3 publication Critical patent/HUP0402263A3/hu

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    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • 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
    • C07D207/18—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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    • A—HUMAN NECESSITIES
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    • C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
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    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
    • C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/45—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups at least one of the singly-bound nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom, e.g. N-acylaminosulfonamides
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    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
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    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—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 no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
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    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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Abstract

A találmány a TNF-a-t konvertáló enzimet gátló hatású (B) általánosképletű vegyületekre, a képletben X jelentése -SO2- vagy -P(O)-R10-általános képletű csoport; Y jelentése aril- vagy heteroarilcsoport; Zjelentése oxigén- vagy kénatom, -NH- vagy -CH2- csoport, R1 jelentésehidrogénatom, aril-, alkil-, alkenil- vagy alkinilcsoport; R2jelentése hidrogénatom, aril-, aralkil-, heteroaril-, heteroaralkil-,cikloalkil-, heterocikloalkil-, alkil-, alkenil- vagy alkinilcsoport;vagy R1 és R2 együtt azzal az atommal, amelyhez kapcsolódnak, gyűrűtképezhet; R3 jelentése hidrogénatom, alkil-, cikloalkil-,heterocikloalkil-, aralkil- vagy heteroaralkilcsoport; vagy R1 és R3azokkal az atomokkal, amelyekhez kapcsolódnak, 5-8 tagú gyűrűtképezhet, amely aril- vagy heteroarilcsoporttal lehet kondenzálva; R4és R5 jelentése hidrogénatom vagy alkil-, ciano- vagy -CCH csoport; R6jelentése hidrogénatom, aril-, heteroaril-, alkil-, alkenil-,alkinil-, cikloalkil- vagy heterocikloalkilcsoport; R8 és R9 jelentésehidrogénatom, alkil-, alkenil-, alkinil-, cikloalkil-, aril-,aralkil-, heteroaril-, heteroaralkil vagy heterocikloalkilcsoport; R10jelentése alkil-, cikloalkil-, aril- vagy heteroarilcsoport; R11jelentése hidrogénatom, alkil-, cikloalkil-, aril-, heteroaril-, -S(O)nR8, -COOR8, -CONR8R9, -SO2NR8R9 vagy -COR8 általános képletűcsoport; R12 és R13 jelentése hidrogénatom, -OR8, -NR8R9, alkil-,alkenil-, alkinil-, cikloalkil-, aril-, heteroaril-, -COOR8 vagy -CONR8R9 általános képletű csoport; vagy Rl2 és R13 együtt cikloalkil-vagy heterocikloalkilgyűrűt alkot; vagy Rl2 és R13 együtt aszénatommal, amelyhez kapcsolódnak, karbonilcsoportot alkot; R14jelentése hidrogénatom, aril-, heteroaril-, alkil- vagycikloalkilcsoport; és n értéke 0, 1 vagy 2; és a vegyületekettartalmazó gyógyászati készítményekre vonatkozik. A találmány tárgyatovábbá eljárás a vegyületek előállítására, valamint az (II) és (III)általános képletű intermedierek, a képletekben R4, R5 és R6 a fentebbmeghatározottak azzal az eltéréssel, hogy R6 jelentése hidrogénatomtóleltérő, J jelentése fluor-, bróm- vagy klóratom, 1,2,4-triazolil-,benzotriazolil- vagy imidazolilcsoport. Ó
HU0402263A 1999-01-27 2000-01-27 Acetylenic alpha-amino acid-based sulfonamide hydroxamic acid tace inhibitors, process for their preparation and pharmaceutical compositions containing them HUP0402263A3 (en)

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