HUP0301075A2 - Új difeniléterszármazékok, alkalmazásuk gyógyszerkészítmény előállítására és eljárás a vegyületek előállítására - Google Patents

Új difeniléterszármazékok, alkalmazásuk gyógyszerkészítmény előállítására és eljárás a vegyületek előállítására

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Publication number
HUP0301075A2
HUP0301075A2 HU0301075A HUP0301075A HUP0301075A2 HU P0301075 A2 HUP0301075 A2 HU P0301075A2 HU 0301075 A HU0301075 A HU 0301075A HU P0301075 A HUP0301075 A HU P0301075A HU P0301075 A2 HUP0301075 A2 HU P0301075A2
Authority
HU
Hungary
Prior art keywords
atom
group
compounds
general formula
hydrogen atom
Prior art date
Application number
HU0301075A
Other languages
English (en)
Inventor
Mark David Andrews
David Hepworth
Donald Stuart Middleton
Alan Stobie
Original Assignee
Pfizer Inc.
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 Inc. filed Critical Pfizer Inc.
Publication of HUP0301075A2 publication Critical patent/HUP0301075A2/hu
Publication of HUP0301075A3 publication Critical patent/HUP0301075A3/hu

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    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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    • C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
    • C07C255/43—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms the carbon skeleton being further substituted by singly-bound oxygen atoms
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    • C07C311/05—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms to acyclic carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
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    • C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C311/08—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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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
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    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
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Abstract

A találmány egy sor új (I) általános képletű, a monoamin újrafelvételtgátló difeniléter-vegyületre és ezek gyógyászatilag elfogadható sóira,szolvátjaira vagy polimorf formáira vonatkozik, ahol a képletben R1 ésR2 jelentése hidrogénatom, 1-6 szénatomos alkilcsoport, (CH2)m(3-6szénatomos cikloalkil)-csoport vagy R1 és R2 jelentése együtt azzal anitrogénnel, amelyhez kapcsolódnak, egy azetidingyűrű, minden egyes R3jelentése egymástól függetlenül CF3, OCF3, 1-4 szénatomos alkiltio-vagy 1-4 szénatomos alkoxicsoport; n értéke 1, 2 vagy 3 és R4 és R5jelentése az alábbi: A-X, ahol A = -CH=CH- vagy -(CH2)p-, ahol pértéke 0, 1 vagy 2; X jelentése hidrogénatom, fluoratom, klóratom,brómatom, jódatom, CONR6R7, SO2NR6R7, SO2NHC(=O)R6, OH, 1-4 szénatomosalkoxicsoport, NR8SO2R9, NO2, NR6R11, CN, CO2R10, CHO, SR10, S(O)R9vagy SO2R10; R6, R7, R8 és R10 jelentése hidrogénatom vagy 1-6 szénatomosalkilcsoport, R9 jelentése 1-6 szénatomos alkilcsoport, R11 jelentésehidrogénatom, 1-6 szénatomos alkilcsoport, C(O)R6, CO2R9, C(O)NHR6vagy SO2NR6R7 csoport; R12 jelentése fluoratom, OH, CO2H, 3-6szénatomos cikloalkil-, NH2, CONH2, 1-6 szénatomos alkoxi-, 1-6szénatomos alkoxikarbonilcsoport vagy 5- vagy 6-tagú heterociklikusgyűrű vagy R6 és R7 jelentése a nitrogénatommal együtt, amelyhezkötődnek, egy 4-, 5- vagy 6-tagú heterociklusos gyűrű; vagy 5- vagy 6-tagú heterociklusos gyűrű; és amennyiben R1 és R2 jelentésemetilcsoport, R4 és R5 jelentése hidrogénatom és n értéke 1, akkor R3jelentése az A és B gyűrűben az éterkötéshez képest para-helyzetű -SMeáltalános képletű csoporttól különböző. A találmány szerintivegyületek különösen aktívak szelektív szerotonin újrafelvételinhibitorként (SSÍRI), és ezért számos terápiás területenalkalmazhatók, mint például depresszió, figyelemhiányoshiperaktivitás, rögeszmés-kényszeres betegségek, poszttraumatikusstressz, drogfüggőség, szexuális diszfunkció (beleértve a koraimagömlést) kezelésére. A találmány tárgya ezen kívül ilyen vegyületeket tartalmazógyógyszerkészítmény. A találmány továbbá eljárást is biztosít a (I)általános képletű vegyületek előállítására, amely eljárás szerint (i)ahol R4/R5 halogénatom, ott a (II) általános képletű vegyületetmegfelelő halogénezőszerrel inert oldószerben reagáltatják, amely nembefolyásolja ellentétesen a reakciót; (ii) ahol R4/R5 jelentése -NO2csoport, ekkor a (II) általános képletű vegyületet megfelelőnitrálószerrel inert oldószerben reagáltatják, amely nem befolyásoljaellentétesen a reakciót szobahőmérsékleten vagy az alatt, vagy (iii)ahol R4/R5 jelentése -SO2NR6R7 általános képletű csoport, akkor azintermedier szulfonil-kloridot HNR6R7 általános képletű aminnalreagáltatják megfelelő oldószerben. Ó
HU0301075A 2000-03-31 2001-03-19 Diphenyl ether derivatives, their use for preparation of pharmaceutical compositions and process for preparation the compounds HUP0301075A3 (en)

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