HUP9901136A2 - N,n-dimethyl-2-(arylthio)benzylamine derivatives and their salts, preparation and use thereof, pharmaceutical compositions containing these compounds - Google Patents

N,n-dimethyl-2-(arylthio)benzylamine derivatives and their salts, preparation and use thereof, pharmaceutical compositions containing these compounds

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Publication number
HUP9901136A2
HUP9901136A2 HU9901136A HUP9901136A HUP9901136A2 HU P9901136 A2 HUP9901136 A2 HU P9901136A2 HU 9901136 A HU9901136 A HU 9901136A HU P9901136 A HUP9901136 A HU P9901136A HU P9901136 A2 HUP9901136 A2 HU P9901136A2
Authority
HU
Hungary
Prior art keywords
ring
except
fluorine
hydrogen atoms
chlorine atom
Prior art date
Application number
HU9901136A
Other languages
Hungarian (hu)
Inventor
Karel Dobrovsky
Ivan Krejci
Ruzena Micková
Zdanłk Polívka
Alexandra Silhánková
Karel Sindelár
Vladimir Valenta
Original Assignee
Farmak A.S.
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 Farmak A.S. filed Critical Farmak A.S.
Publication of HUP9901136A2 publication Critical patent/HUP9901136A2/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/32—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to an acyclic carbon atom of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/27—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/63—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/64—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
    • C07C323/65—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfone or sulfoxide groups bound to the carbon skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A találmány szerinti vegyületek (I) általánős képletében - az A gyűrű4- és 5-helyzetében lévő R1 és R2 közül legalább az egyik jelentésehidrőgénatőm, a másik jelentése flűőr- vagy klóratőm, tővábbá a Bgyűrű 2-5-helyzetében lévő R3-R6 közül kettő vagy hárőm jelentésehidrőgénatőm, vagy - az A gyűrűben R1 és R2 jelentése hidrőgénatőm, aB gyűrűn lévő R3-R6 közül hárőm jelentése hidrőgénatőm és egyjelentése alkil-, triflűőr-metil-, metil-szűlfinil-csőpőrt vagyhidrőxi-metil-csőpőrt, kivéve a 2-helyzetet, vagy karbőxilcsőpőrt,kivéve a 3-helyzetet, vagy metőxi-karbőnil-, etőxi-karbőnil-, metil-tiő-, nitrő- vagy aminőcsőpőrt vagy - a B gyűrűn lévő R3-R6 közülkettő jelentése hidrőgénatőm, egy jelentése flűőr- vagy klóratőm ésegy jelentése alkil-, triflűőr-metil-, metil-szűlfinil-csőpőrt vagyhidrőxi-metil-csőpőrt, kivéve a 2-helyzetet, vagy karbőxilcsőpőrt,kivéve a 3-helyzetet, vagy metőxi-karbőnil-, etőxi-karbőnil-, metil-tiő-, nitrő-, aminő-, metőxi- vagy hidrőxilcsőpőrt, vagy - a B gyűrűnlévő R3-R6 közül kettő jelentése hidrőgénatőm, a másik kettő jelentésealkil-, triflűőr-metil-, metil-szűlfinil-csőpőrt vagy hidrőxi-metil-csőpőrt, kivéve a 2-helyzetet, vagy karbőxilcsőpőrt, kivéve a 3-helyzetet, vagy metőxi-karbőnil-, etőxi-karbőnil-, metil-tiő-, nitrő-vagy aminőcsőpőrt, vagy - a B gyűrűn lévő R3-R6 közül kettő jelentésehidrőgénatőm, a másik kettő jelentése flűőr- vagy klóratőm, vagy -abban az esetben, ha az A gyűrűn R1 vagy R2 közül az egyik jelentéseflűőr- vagy klóratőm, akkőr a B gyűrűn lévő R3-R6 közül - kettő hidrőgénatőmőt, a másik kettő flűőr- vagy klóratőmőt jelent,vagy - kettő hidrőgénatőmőt, egy flűőr- vagy klóratőmőt és egy alkil-,triflűőr-metil-, metil-szűlfinil-csőpőrtőt vagy hidrőxi-metil-csőpőrtőt jelent, kivéve a 2-helyzetet, vagy karbőxilcsőpőrtőt jelent,kivéve a 3-helyzetet, vagy metőxi-karbőnil-, etőxi-karbőnil-, metil-tiő-, nitrő-, aminő-, metőxi- vagy hidrőxilcsőpőrtőt jelent vagy - hárőm hidrőgénatőmőt jelent, és egy jelentése flűőr- vagy klóratőm,vagy alkil-, triflűőr-metil-, metil-szűlfinil-csőpőrt vagy hidrőxi-metil-csőpőrt, kivéve a 2-helyzetet, vagy karbőxilcsőpőrt, kivéve a 3-helyzetet, vagy metőxi-karbőnil-, etőxi-karbőnil-, metil-tiő-, nitrő-vagy aminőcsőpőrt. E vegyületek eredményesen alkalmazhatók őlyangyógyászati készítmények előállítására, amelyek depresszió,szőrőngásős állapőtők és a közpőnti idegrendszer egyébrendellenességeinek kezelésére vagy megelőzésére adhatók, amelybetegségeknél az agyszerőtőnin számőttevő szerepet játszik. ŕIn the general formula (I) of the compounds according to the invention - at least one of the R1 and R2 in the 4- and 5-positions of the A ring is a hydrogen atom, the other is a fluorine or chlorine atom, or at least two of the R3-R6 in the 2-5-positions of the B ring or three of them are hydrogen atoms, or - R1 and R2 in ring A are hydrogen atoms, three of R3-R6 on ring B are hydrogen atoms and one of them is alkyl, trifluoromethyl, methylsulfinyl, or hydroxymethyl, except for 2- position, or a carboxyl pipe powder, except for the 3-position, or a methoxycarbonyl, ethoxycarbonyl, methylthio, nitro or amino pipe powder or - two of R3-R6 on ring B are hydrogen atoms, one is a fluorine or chlorine atom and a means alkyl, trifluoromethyl, methylsulfinyl, or hydroxymethyl, except for the 2-position, or carboxyl, except for the 3-position, or methoxycarbonyl, ethoxycarbonyl, methylthio -, nitro-, amino-, methoxy- or hydroxy, or - two of R3-R6 on ring B are hydrogen atoms, the other two are alkyl, trifluoromethyl, methylsulfinyl, or hydroxymethyl, except the 2-position, or a carboxyl ring, except for the 3-position, or a methoxycarbonyl, ethoxycarbonyl, methylthio, nitro or amino ring, or - two of R3-R6 on ring B are hydrogen atoms, the other two represent a fluorine or chlorine atom, or - in the event that one of R1 or R2 on ring A represents a fluorine or chlorine atom, and two of R3-R6 on ring B - two hydrogen atoms, the other two represent a fluorine or chlorine atom, or - two represent a hydrogen atom, one fluorine or chlorine atom and one alkyl, trifluoromethyl, methyl sulfinyl, or hydroxymethyl atom, except in the 2-position, or represent a carboxyl atom, except in the 3-position, or represents a methoxycarbonyl, ethoxycarbonyl, methylthio, nitro, amino, methoxy or hydroxyl group or - three represents a hydrogen atom and one represents a fluorine or chlorine atom, or alkyl, trifluoromethyl, methyl -sulfinyl pipe powder or hydroxymethyl pipe powder, except for the 2-position, or carboxyl pipe powder, except for the 3-position, or methoxycarbonyl, ethoxycarbonyl, methylthio, nitro or amino pipe powder. These compounds can be effectively used for the production of medicinal preparations, which can be given to treat or prevent depression, hair-loss conditions and other disorders of the central nervous system, in which diseases brain-sparing tonin plays an important role. ŕ

HU9901136A 1995-11-09 1996-11-07 N,n-dimethyl-2-(arylthio)benzylamine derivatives and their salts, preparation and use thereof, pharmaceutical compositions containing these compounds HUP9901136A2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CZ952935A CZ293595A3 (en) 1995-11-09 1995-11-09 Derivatives of n,n-dimethyl-2-(arylthio)benzylamine, their salts, processes of their preparation and their use in medicaments

Publications (1)

Publication Number Publication Date
HUP9901136A2 true HUP9901136A2 (en) 1999-08-30

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ID=5465870

Family Applications (1)

Application Number Title Priority Date Filing Date
HU9901136A HUP9901136A2 (en) 1995-11-09 1996-11-07 N,n-dimethyl-2-(arylthio)benzylamine derivatives and their salts, preparation and use thereof, pharmaceutical compositions containing these compounds

Country Status (5)

Country Link
EP (1) EP0859757A1 (en)
CZ (1) CZ293595A3 (en)
HU (1) HUP9901136A2 (en)
SK (1) SK46798A3 (en)
WO (1) WO1997017325A1 (en)

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AU3772800A (en) * 1999-03-24 2000-10-09 Sepracor, Inc. Diaryl thioethers, compositions and uses thereof
US6921840B1 (en) 1999-04-30 2005-07-26 The Trustees Of The University Of Pennsylvania SPECT imaging agents for serotonin transporters
US6410736B1 (en) 1999-11-29 2002-06-25 Pfizer Inc. Biaryl ether derivatives useful as monoamine reuptake inhibitors
OA12062A (en) * 1999-10-13 2006-05-03 Pfizer Prod Inc Biaryl ether derivatives useful as monoamine reuptake inhibitors.
US6448293B1 (en) 2000-03-31 2002-09-10 Pfizer Inc. Diphenyl ether compounds useful in therapy
US6610747B2 (en) 2000-08-31 2003-08-26 Pfizer Inc. Phenoxybenzylamine derivatives as SSRIs
CN1449380A (en) * 2000-08-31 2003-10-15 辉瑞大药厂 Phenoxybenzylamine derivatives as selective serotonin re-uptake inhibitors
US6630504B2 (en) 2000-08-31 2003-10-07 Pfizer Inc. Phenoxyphenylheterocyclyl derivatives as SSRIs
UA81749C2 (en) 2001-10-04 2008-02-11 Х. Луннбек А/С Derivated of phenylpiperazine as serotonin reuptake inhibitorS
SE0103325D0 (en) * 2001-10-04 2001-10-04 Astrazeneca Ab Novel compounds
US7041851B2 (en) 2002-03-14 2006-05-09 The Trustees Of The University Of Pennsylvania Fluorinated phenyl thiophenyl derivatives and their use for imaging serotonin transporters
AU2003234584A1 (en) * 2002-05-17 2003-12-02 The Trustees Of Columbia University In The City Of New York Carbon-11 and fluorine-18 labeled radioligands for positron emission tomography (pet) imaging for the brain serotonin transporters
GB0219154D0 (en) * 2002-08-16 2002-09-25 Pfizer Ltd Diaryl compounds
US6800652B2 (en) 2002-08-16 2004-10-05 Pfizer Inc. Diaryl compounds
CA2509605C (en) 2002-12-13 2010-10-05 Warner-Lambert Company Llc Alpha-2-delta ligand to treat lower urinary tract symptoms
PT1626720E (en) 2003-04-04 2008-11-10 Lundbeck & Co As H 4-(2-phenylsulfanyl-phenyl)-piperidine derivatives as serotonin reuptake inhibitors
PL1701940T3 (en) 2003-12-23 2008-11-28 H Lundbeck As 2-(1h-indolylsulfanyl)-benzyl amine derivatives as ssri
TWI347183B (en) 2003-12-23 2011-08-21 Lundbeck & Co As H 2-(1h-indolylsulfanyl)-benzyl amine derivatives
AR052308A1 (en) 2004-07-16 2007-03-14 Lundbeck & Co As H DERIVATIVES OF 2- (1H-INDOLILSULFANIL) -ARILAMINE AND A PHARMACEUTICAL COMPOSITION CONTAINING THE COMPOUND
US20080261955A1 (en) * 2004-10-01 2008-10-23 Timothy Dinan Use of Pharmaceutical Compositions of Lofepramine for the Treatment of Adhd, Cfs, Fm and Depression
US7629473B2 (en) 2005-06-17 2009-12-08 H. Lundbeck A/S 2-(1H-indolylsulfanyl)-aryl amine derivatives
AR054393A1 (en) * 2005-06-17 2007-06-20 Lundbeck & Co As H DERIVATIVES OF BENZO (B) FURANO AND BENZO (B) THIOPHEN, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND THEIR USE IN THE MANUFACTURE OF A MEDICINAL PRODUCT FOR THE TREATMENT OF DISEASES MEDIATED BY THE INHIBITION OF THE REINFORCEMENT OF AMINA BOSS NEUTRANTS.
CA2673545A1 (en) 2006-12-22 2008-07-03 Recordati Ireland Limited Combination therapy of lower urinary tract disorders with .alpha.2.delta. ligands and nsaids

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0396827A1 (en) * 1989-05-09 1990-11-14 SPOFA Spojené Podniky Pro Zdravotnickou Vyrobu 2-Phenylthiobenzylamine dervivatives and acid addition salts thereof
GB8912971D0 (en) * 1989-06-06 1989-07-26 Wellcome Found Halogen substituted diphenylsulfides
GB9126311D0 (en) * 1991-12-11 1992-02-12 Wellcome Found Substituted diphenylsulfides

Also Published As

Publication number Publication date
CZ293595A3 (en) 1999-12-15
EP0859757A1 (en) 1998-08-26
SK46798A3 (en) 1998-09-09
WO1997017325A1 (en) 1997-05-15

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