AR035062A1 - Derivados de c-ciclohexilmetilamina sustituidos, medicamentos que contienen estos compuestos y el uso de derivados de c-ciclohexilmetilamina sustituidos para la preparacion de medicamentos - Google Patents

Derivados de c-ciclohexilmetilamina sustituidos, medicamentos que contienen estos compuestos y el uso de derivados de c-ciclohexilmetilamina sustituidos para la preparacion de medicamentos

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Publication number
AR035062A1
AR035062A1 ARP010104582A ARP010104582A AR035062A1 AR 035062 A1 AR035062 A1 AR 035062A1 AR P010104582 A ARP010104582 A AR P010104582A AR P010104582 A ARP010104582 A AR P010104582A AR 035062 A1 AR035062 A1 AR 035062A1
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Argentina
Prior art keywords
unsubstituted
mono
polysubstituted
aryl
cycloalkyl
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ARP010104582A
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English (en)
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Sundermann Bernd Dr
Corinna Maul
Helmut Heinrich Buschmann
Michael Finkam
Koegel Babette-Yvonne Dr
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Gruenenthal Gmbh
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Publication of AR035062A1 publication Critical patent/AR035062A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/42—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P23/00—Anaesthetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/52—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/24—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups or amino groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/41—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/77—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/79—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/14—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/54—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Pain & Pain Management (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Rheumatology (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Furan Compounds (AREA)

Abstract

Derivados de C-ciclohexilmetilamina sustituidos, de la fórmula (1), en la cual: A representa H, arilo o heteroarilo, no sustituidos o mono o polisustituidos; R1 representa alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3 o etinilo, y no sustituidos o mono o polisustituidos con sustituyentes elegidos entre F, Cl, Br, I, OR18, SR18, SO2R18, SO2OR18, CN, COOR18, NR19R20, alquilo C1-10, cicloalquilo C3-10 o sililo, no sustituido o mono o polisustituido, arilo o heteroarilo, no sustituido o mono o polisustituido; arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, no sustituidos o mono o polisustituidos; R18 representa H, alquilo C1-10, cicloalquilo C3-10 saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos, arilo o heteroarilo, no sustituidos o mono o polisustituidos, arilo, cicloalquilo C3-10 o heteroarilo, no sustituidos o mono o polisustituidos, ligados a través de alquileno C1-3; R19 y R20 representan independientemente entre sí H, alquilo C1-10 saturado o insaturado, ramificado o no ramificado, no sustituido o mono o polisustituido, cicloalquilo C3-10 saturado o insaturado, no sustituido o mono o polisustituido, arilo o heteroarilo, no sustituidos o mono o polisustituidos; arilo, cicloalquilo C3-10 o heteroarilo, no sustituidos o mono o polisustituidos, ligados a través de alquileno C1-3; o R19 y R20 en conjunto representan CH2CH2OCH2CH2, CH2CH2NR21CH2CH2 ó (CH2)3-6; R21 representa H, alquilo C1-10 saturado o insaturado, ramificado o no ramificado, no sustituido o mono o polisustituido; R2 y R3 representan independientemente entre sí H, alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; o R2 y R3 en conjunto representan CH2CH2OCH2CH2, CH2CH2NR6CH2CH2 ó (CH2)3-6; R6 representa H, alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; X en la fórmula (1) y conforme a la fórmula parcial (1a) desgajada de la fórmula (1) tiene uno de los significados elegidos de los restos de fórmulas (2), (3) ó (4), estando elegido B entre los sustituyentes OH, OR7, H, F, Cl ó NR8R9; R7 representa alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; R8 y R9 representan independientemente entre sí H, alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; o R8 y R9 en conjunto representan CH2CH2OCH2CH2, CH2CH2NR10CH2CH2 ó (CH2)3-6; R10 representa H, alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; la fórmula parcial (1b) tiene uno de los significados indicados por los restos de fórmulas (5), (6), (7), (8) ó (9); R4 representa H, COR5, SO2R5, alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; R5 representa alquilo C1-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno 1-3, y no sustituidos o mono o polisustituidos; V representa OR4 ó NR4R11; W representa R11, OR12 ó NR11R12; R11 y R12 representan independientemente entre sí H, alquilo C7-10 o cicloalquilo C3-10, saturados o insaturados, ramificados o no ramificados, no sustituidos o mono o polisustituidos; arilo o heteroarilo no sustituidos o mono o polisustituidos; o arilo, cicloalquilo C3-10 o heteroarilo ligados a través de alquileno C1-3, y no sustituidos o mono o polisustituidos; en forma de sus racematos, enantiómeros, diastereómeros, particularmente mezclas de sus enantiómeros o diastereómeros o un enantiómero o diastereómero o enantiómero individual; en forma de sus sales ácidas o básicas o sales con cationes o bases o con aniones o ácidos fisiológicamente tolerables, o en forma de sus ácidos o bases libres, con excepción de compuestos en los cuales: A representa hidrógeno; R1 es un ciclo fenólico monosustituido en posición 3 con O ó S; R2 y R3 representan simultáneamente metilo; y X en la fórmula parcial (1a) integrante de la fórmula (1) tiene el significado indicado en la fórmula (4); o sea que cuando X representa un resto de fórmula (10), B representa OH y simultáneamente el grupo (1b) está elegido entre R4-CH2-CH<, R4-CH=< ó R4-O-CH<; en donde R4 representa alquilo C1-6, alquenilo C2-6, cicloalquilmetilo C5-7, fenilo sustituido o no sustituido o bencilo sustituido o no sustituido; o con excepción de los compuestos en los cuales R2 y R3 representan independientemente entre sí H, alquilo C1-10 saturado o insaturado, ramificado o no ramificado, no sustituido o mono o polisustituido, cicloalquilo C3-7 saturado o insaturado, no sustituido o mono o polisustituido o un heterociclo correspondiente en que un átomo de C en el ciclo está sustituido por N, S u O; alquilarilo o alquilheteroarilo, no sustituidos o mono o polisustituidos; arilo o heteroarilo, no sustituidos o mono o polisustituidos; o R2 y R3 en conjunto representan CH2CH2OCH2CH2, CH2CH2NR21CH2CH2 ó (CH2)3-6; X en la fórmula (1), y conforme a la fórmula parcial (1a) desgajada de la fórmula (1) significa un resto de fórmula (4); o sea de que X representa un radical de fórmula (10); A representa hidrógeno; R1 representa un ciclo fenilo no sustituido o mono o bisustituido; B representa H, F, Cl, OH, u OR7; R7 representa alquilo C1-10 saturado o insaturado, ramificado o no ramificado, no sustituido o mono o polisustituido o cicloalquilo C3-7 saturado o insaturado, no sustituido o mono o polisustituido, o un heterociclo correspondiente en que un átomo de C en el ciclo está sustituido por N, S u O; alquilarilo o alquilheteroarilo saturados o insaturados, no sustituidos o mono o polisustituidos; o arilo o heteroarilo, no sustituidos o mono o polisustituidos; y simultáneamente el grupo de fórmula (1b) representa V-CH<; V representa OR4; R4 representa COR5; y R5 representa alquilo C1-6 no sustituido o mono o polisustituido. Procedimiento para su preparación, medicamentos que contienen estos compuestos y su uso para la preparación de medicamentos para el tratamiento de dolores, particularmente dolores neuropáticos, crónicos o agudos.
ARP010104582A 2000-09-29 2001-09-28 Derivados de c-ciclohexilmetilamina sustituidos, medicamentos que contienen estos compuestos y el uso de derivados de c-ciclohexilmetilamina sustituidos para la preparacion de medicamentos AR035062A1 (es)

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DE10049481A DE10049481A1 (de) 2000-09-29 2000-09-29 Substituierte C-Cyclohexylmethylamin-Derivate

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DE10261091A1 (de) * 2002-12-20 2004-07-01 Grünenthal GmbH Gesättigte und ungesättigte Heteroarylcycloalkylmethyl-Amine
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TWI448447B (zh) 2006-07-24 2014-08-11 Gruenenthal Chemie 製備（１ｒ，２ｒ）-３-（３-二甲胺基-１-乙基-２-甲基-丙基）-酚之方法
RU2470011C2 (ru) * 2007-05-31 2012-12-20 Сепракор Инк. Циклоалкиламины, содержащие в качестве заместителя фенил, как ингибиторы обратного захвата моноаминов
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