AR057836A1 - Piperizinas como agentes contra la malaria - Google Patents

Piperizinas como agentes contra la malaria

Info

Publication number
AR057836A1
AR057836A1 ARP060104598A ARP060104598A AR057836A1 AR 057836 A1 AR057836 A1 AR 057836A1 AR P060104598 A ARP060104598 A AR P060104598A AR P060104598 A ARP060104598 A AR P060104598A AR 057836 A1 AR057836 A1 AR 057836A1
Authority
AR
Argentina
Prior art keywords
alkyl
carboxylic acid
pyrrolidin
hydroxy
propoxy
Prior art date
Application number
ARP060104598A
Other languages
English (en)
Original Assignee
Actelion Pharmaceuticals Ltd
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 Actelion Pharmaceuticals Ltd filed Critical Actelion Pharmaceuticals Ltd
Publication of AR057836A1 publication Critical patent/AR057836A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/04—Amoebicides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
    • A61P33/06—Antimalarials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • C07D209/16—Tryptamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—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
    • C07D213/02—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
    • C07D213/04—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
    • 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
    • C07D213/26—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—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
    • C07D213/02—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
    • C07D213/04—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
    • 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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—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
    • C07D213/02—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
    • C07D213/04—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
    • 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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/40—Acylated substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—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
    • C07D213/02—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
    • C07D213/04—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
    • C07D213/60—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 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—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
    • C07D213/02—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
    • C07D213/04—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
    • C07D213/60—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 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
    • C07D217/04—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C07D277/28—Radicals substituted by nitrogen atoms
    • 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
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/14—Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58—Radicals substituted by nitrogen 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
    • 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
    • C07D333/26—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 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
    • C07D333/28—Halogen 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
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/58—Radicals substituted by nitrogen atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Public Health (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Furan Compounds (AREA)
  • Indole Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)

Abstract

La presente se refiere a derivados de piperazina y su uso como ingredientes activos en la preparacion de composiciones farmacéuticas. La presente también comprende aspectos relacionados incluyendo composiciones farmacéuticas que contienen uno o más de dichos compuestos. Estos compuestos son utiles como medicamentos para el tratamiento o prevencion de infecciones provocadas por protozoarios, especialmente malaria. Reivindicacion 1: Un compuesto seleccionado del grupo formado por compuestos de piperazina de la formula (1) donde X representa -(CH2)0-2- o -C(=O)-; n representa el numero entero 0, 1 o 2; R1 representa H, alquilo, cicloalquilo, etoxi-carbonilo, hidroxi-etilo, benzo[1,3]dioxolilo, arilo que puede estar mono-, di- , tri-, o tetra-sustituido, donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, - CF3, -OCF3, hidroxi, ciano, alcoxi-carbonilo, alquil-carbonilo, y carboxilo; piridilo que puede estar mono-, di-, o tri- sustituido, donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, -CF3, -OCF3, hidroxi, alcoxi-carbonilo, y carboxilo; furanilo que puede estar mono-, o di-sustituido, donde los sustituyentes se seleccionan independientemente entre metilo, hidroxi-metilo, y bromo; tienilo que puede estar mono-sustituido con metilo o cloro; pirimidinilo que puede estar mono-sustituido con alquilo, halogeno, ciclopropilo, CH3-S-, o metilsulfonilo o que puede estar mono- o di-sustituido con metoxi, piridazinilo, benzotienilo, benzofuranilo, quinolinilo, isoquinolinilo; benzhidrilo, donde ambos anillos fenilo pueden estar mono- o di-sustituidos, donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, - CF3, -OCF3, hidroxi, ciano, alcoxi-carbonilo, y alquil-carbonilo; imidazolilo opcionalmente mono-sustituido con alquilo, tiazolilo, u oxazolilo; R2 representa H, alquilo, indolilo, carboxilo, alcoxi-carbonilo, amino- carbonilo, imidazolilo opcionalmente mono-sustituido con alquilo, cicloalquilo, arilo que puede estar mono-, di-, tri-, o tetra-sustituido, donde los sustituyentes se seleccionan independientemente entre fenilo, halogeno, alquilo, alcoxi, -CF3, - OCF3, hidroxi, ciano, alcoxi-carbonilo, alquil-carbonilo, y carboxilo; piridilo que puede estar mono-, di- o tri- sustituido, donde los sustituyentes se seleccionan independientemente entre fenilo, halogeno, alquilo, alcoxi, -CF3, -OCF3, hidroxi, alcoxi- carbonilo, y carboxilo; benzotienilo, tiazolilo, o tienilo; R3 representa H, alquilo, cicloalquilo, formilo, acetilo, etoxi-carbonilo, hidroxi-etilo; benzo[1,3]dioxolilo, indolilo, piridilo que puede estar mono-, di-, o tri-sustituido, donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, alcoxi-alcoxi, -CF3, -OCF3, hidroxi, alcoxi-carbonilo, carboxilo, hidroxi-alquilo C1-5, 2,3-dihidroxipropilo, di-(hidroxi-alquil C1-5)-alquilo C1-5, -CH2-(CH2)k- NR31R32, (ácido azetidin-3-carboxílico)-1-il-metilo, (alquil C1-5-éster de ácido azetidin-3- carboxílico)-1-il-metilo, 2-[(-ácido azetidin-3-carboxílico)-1-il]-etilo, 2-[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il]-etilo, 3-[(ácido azetidin-3- carboxílico)-1-il]-propilo, 3-[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il]-propilo, (ácido pirrolidin-3-carboxílico)-1-il-metilo, (alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il-metilo, (ácido pirrolidin-2- carboxílico)-1-il- metilo, (alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1-il-metilo, 2-[(ácido pirrolidin-3-carboxílico)-1-il]-etilo, 2-[(alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il]-etilo, 2-[(ácido pirrolidin-2-carboxílico)-1- il]-etilo, 2- [(alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1-il]-etilo, 3-[(ácido pirrolidin-3- carboxílico)-1-il]-propilo, 3-[(alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il]-propilo, 3-[(ácido pirrolidin-2-carboxílico)-1-il]- propilo, 3- [(alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1-il]-propilo, -CH2-(CH2)p-CONR31R32, -CO-NHR31, 1-(3-carboxi-azetidinil)-2-acetilo, 1-(2- carboxi-pirrolidinil)-2-acetilo, 1-(3-carboxi-pirrolidinil)-2-acetilo, 1-(3-carboxi- azetidinil)-3- propionilo, 1-(2-carboxi-pirrolidinil)-3-propionilo, 1-(3-carboxi-pirrolidinil)-3-propionilo, -(CH2)pCH(OH)-CH2-NR31R32, hidroxi-alcoxi C2-5, di-(hidroxi-alquil C1-5)-alcoxi C1-5, 2,3- dihidroxipropoxi, 2-hidroxi-3-metoxi-propoxi, -OCH2- (CH2)m- NR31R32, 2-pirrolidin-1-il-etoxi, 3-pirrolidin-1-il-propoxi, 2-piperazin-1-il-etoxi, 2-[4-(alquil C1-5)-piperazin-1-il]-etoxi, 2-[4-(2-hidroxi-etil)-piperazin-1-il]-etoxi, 3-piperazin-1-il-propoxi, 3-[4-(alquil C1-5-piperazin-1-il]- propoxi, 3- [4-(2- hidroxi-etil)-piperazin-1-il]-propoxi, 2-morfolin-4-il-etoxi, 3-morfolin-4-il-propoxi, 2-[(ácido azetidin-3-carboxílico)-1-il]-etoxi, 2[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il]-etoxi, 2-[(alquil C1-5-éster de ácido azetidin- 3- carboxílico)-1-il]-etoxi, 2-[(ácido pirrolidin-3-carboxílico)-1-il]-etoxi, 2-[(alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il]-etoxi, 2[(ácido pirrolidin-2-carboxílico)-1-il]-etoxi, 2-[(alquil C1-5-éster de ácido pirrolidin-2- carboxílico)- 1-il]-etoxi, 2-[(2-hidroxi-pirrolidin-1-il]-etoxi, 2-[(3-hidroxi-pirrolidin)-1-il-etoxi, 3-[(ácido azetidin-3-carboxílico)-1-il]-propoxi, 3-[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il]-propoxi, 3-[(ácido pirrolidin-3- carboxílico)-1-il]- propoxi, 3-[(alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il]-propoxi, 3-[(ácido pirrolidin-2-carboxílico)-1-il]-propoxi, 3-[(alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1-il]-propoxi, 3-[(2-hidroxi-pirrolidin)- 1-il]-propoxi, 3- [(3-hidroxi-pirrolidin)-1-il]-propoxi, 2-amino-3-hidroxi-2- hidroximetil-propoxi, -O-CH2-CONR31R32, 1-(3-carboxi-azetidinil)-1-oxo-2-etoxi, 1-(ácido pirrolidin-2-carboxílico)-1-il-1-oxo-2-etoxi, 1-(ácido pirrolidin-3-carboxílico)-1- il-1-oxo-2-etoxi, 3-carbamoil-propoxi, 3-(alquil C1-5-carbamoil)propoxi, 3-(2-hidroxietilcarbamoil)propoxi, -OCH2- CH(OH)-CH2-NR31R32, 3-[(ácido azetidin-3-carboxílico)-1-il]-2-hidroxipropoxi, 3-[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1- il]-2- hidroxipropoxi, 2-hidroxi-3-[(ácido pirrolidin-3-carboxílico)-1-il]-propoxi, 2-hidroxi-3-[(alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il]- propoxi, 2-hidroxi-3-[(ácido pirrolidin-2-carboxílico)-1-il]-propoxi, 2-hidroxi-3-[(alquil C1-5- éster de ácido pirrolidin-2-carboxílico)-1-il]-propoxi, 2-hidroxi-3-[(2-hidroxi-pirrolidin)-1-il]-propoxi, 2-hidroxi-3-[(3-hidroxi-pirrolidin)-1-il]-propoxi, 2-hidroxi-3-pirrolidin-1-il-propoxi, 2-hidroxi-3- piperazin-1-il-propoxi, 2-hidroxi-3- [4- (alquil C1-5)-piperazin-1-il]-propoxi, 2-hidroxi-3-[4-(2-hidroxi-etil)-piperazin-1-il]-propoxi, 2-hidroxi-3- morfolin-4-il-propoxi, -NR31R32, -NHCO-R31, -CH2-(CH2)k-NHSO2R33, -(CH2)pCH(OH)-CH2-NHSO2R33, -OCH2-(CH2)m-NHSO2R33, -OCH2- CH(OH)-CH2- NHSO2R33, -CH2-(CH2)k-NHCOR34, -(CH2)pCH(OH)-CH2-NHCOR34, -OCH2-(CH2)m-NHCOR34, -OCH2-CH(OH)-CH2-NHCOR34, - SO2NHR31, morfolino, piperidino, oxo-piperidinilo, oxo-pirrolidinilo, piridilo, y fenilo donde el anillo fenilo puede estar además mono-, di-, tri-, o tetra-sustituido donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, ciano, -CF3, -OCF3, hidroxi, alcoxi- carbonilo, y carboxilo; furanilo que puede estar mono-, o di-sustituido, donde los sustituyentes se seleccionan independientemente entre metilo, hidroxi-metilo, bromo, y fenilo donde el anillo fenilo puede estar además mono-, di-, o tri-sustituido donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, ciano, - CF3, -OCF3, hidroxi, alcoxi-carbonilo, alquil-carbonilo, carboxilo, y metilen-dioxi; tienilo que puede estar mono-sustituido con metilo, Cl, o fenilo donde el anillo fenilo pude estar además mono-, di-, o tri-sustituido donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, ciano, -CF3, -OCF3, hidroxi, alcoxi-carbonilo, alquil-carbonilo, carboxilo, y metilen-dioxi; pirimidinilo que puede estar mono-sustituido con alquilo, halogeno, ciclopropilo, CH3-S-, metilsulfonilo, o fenilo donde el anillo fenilo puede estar además, mono-, di-, o tri-sustituido donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, ciano, -CF3 y -OCF3; pirimidinilo mono- o di-sustituido con metoxi; piridazinilo, benzotienilo, benzofuranilo, quinolinilo, isoquinolinilo, o benzhidrilo, donde ambos anillos fenilo pueden estar mono- o di-sustituidos, donde los sustituyentes se seleccionan independientemente entre halogeno, alquilo, alcoxi, -CF3, -OCF3, hidroxi, ciano, alcoxi-carbonilo, y alquil-carbonilo; o R3 representa arilo que puede estar mono-, di-, tri-, o tetra-sustituido, donde los sustituyentes se seleccionan independientemente del grupo formado por: hidroxi- alquilo C1-5; 2,3- dihidroxipropilo; di-(hidroxi-alquil C1-5)-alquilo C1-5; -CH2-(CH2)k-NR31R32; (ácido azetidin-3-carboxílico)-1-il-metilo, (alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il-metilo, 2-[(-ácido azetidin-3-carboxílico)-1-il]-etilo, 2-[(alquil C1- 5-éster de ácido azetidin-3- carboxílico)-1-il]-etilo, 3-[(ácido azetidin-3-carboxílico)-1-il]-propilo, 3-[(alquil C1-5-éster de ácido azetidin-3-carboxílico)-1-il]-propilo, (ácido pirrolidin-3-carboxílico)-1-il-metilo, (alquil C1-5-éster de ácido pirrolidin-3-carboxílico)-1-il-metilo, (ácido pirrolidin-2-carboxílico)-1-il-metilo, (alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1-il-metilo, 2-[(ácido pirrolidin-3-carboxílico)-1-il]-etilo, 2-[(alquil C1-5-éster de ácido pirrolidin-3- carboxílico)-1-il]-etilo, 2-[(ácido pirrolidin-2-carboxílico)-1-il]-etilo, 2-[(alquil C1-5-éster de ácido pirrolidin-2-carboxílico)-1il]-etilo, 3-[(ácido pirrolidin-3-carboxílico)-1-il]-propilo, 3-[(alquil C1-5-éster de ácido pirrolidin-3- carboxílico)-1il]-propilo, 3-[(ácido pirrolidin-2- carboxílico)-1-il]-propilo, 3-[(alquil C1-5-és
ARP060104598A 2005-10-21 2006-10-20 Piperizinas como agentes contra la malaria AR057836A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IB2005053457 2005-10-21

Publications (1)

Publication Number Publication Date
AR057836A1 true AR057836A1 (es) 2007-12-19

Family

ID=37719112

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP060104598A AR057836A1 (es) 2005-10-21 2006-10-20 Piperizinas como agentes contra la malaria

Country Status (18)

Country Link
US (1) US8067419B2 (es)
EP (1) EP1940814B1 (es)
JP (1) JP5164847B2 (es)
KR (1) KR101423785B1 (es)
CN (1) CN101300241A (es)
AR (1) AR057836A1 (es)
AU (1) AU2006305538B2 (es)
BR (1) BRPI0617636A2 (es)
CA (1) CA2623213C (es)
ES (1) ES2421448T3 (es)
IL (1) IL190952A (es)
MY (1) MY147373A (es)
NO (1) NO20082269L (es)
NZ (1) NZ568335A (es)
RU (1) RU2423358C2 (es)
TW (1) TWI382976B (es)
WO (1) WO2007046075A1 (es)
ZA (1) ZA200802733B (es)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AR063258A1 (es) * 2006-10-13 2009-01-14 Actelion Pharmaceuticals Ltd Derivados de 2-aminocarbonil-piridina, una composicion farmaceutica que los contiene y su uso en la preparacion de un medicamento para el tratamiento de trastornos vasculares oclusivos.
NZ586445A (en) * 2007-11-29 2012-06-29 Actelion Pharmaceuticals Ltd Phosphonic acid derivates and their use as p2y12 receptor antagonists
AR071653A1 (es) * 2008-04-11 2010-07-07 Actelion Pharmaceuticals Ltd Derivados 2-fenil-4-ciclopropil-pirimidina
AR071652A1 (es) * 2008-04-11 2010-07-07 Actelion Pharmaceuticals Ltd Derivados 2- fenil-piridina substituidos
KR20110013448A (ko) * 2008-05-19 2011-02-09 액테리온 파마슈티칼 리미티드 항말라리아 물질로써의 테트라하이드로이소퀴놀린
CN102216270A (zh) * 2008-11-19 2011-10-12 埃科特莱茵药品有限公司 新型抗疟疾剂双胺
MA33260B1 (fr) 2009-04-08 2012-05-02 Actelion Pharmaceuticals Ltd 6-(3-azabicyclo[3.1.0.]hex-3-yl)-2-phenylpyrimidines
CA2756654C (en) 2009-04-22 2017-08-22 Actelion Pharmaceuticals Ltd Thiazole derivatives and their use as p2y12 receptor antagonists
US8889688B2 (en) 2010-01-05 2014-11-18 Actelion Pharmaceuticals Ltd. Piperazines as antimalarial agents
SI2521715T1 (sl) * 2010-01-05 2014-10-30 Actelion Pharmaceuticals Ltd. Piperazini kot sredstva proti malariji
US9394287B2 (en) 2010-11-05 2016-07-19 Senomyx, Inc. Compounds useful as modulators of TRPM8
GB201206280D0 (en) * 2012-04-10 2012-05-23 Univ Dundee Anti-malarial agents
CN105189485B (zh) * 2013-03-15 2017-10-24 埃科特莱茵药品有限公司 作为抗疟剂的新型丙烯酰胺衍生物
RU2745616C1 (ru) 2015-10-01 2021-03-29 Сеномикс, Инк. Соединения, используемые в качестве модуляторов trpm8
EP3498279A4 (en) 2016-08-12 2020-04-29 Novmetapharma Co., Ltd. PHARMACEUTICAL COMPOSITION WITH AMODIAQUIN AND ANTIDIABETIC MEDICINAL PRODUCT AS AN ACTIVE SUBSTANCE FOR PREVENTING OR TREATING DIABETES
AU2017331930B2 (en) 2016-09-22 2021-07-15 Idorsia Pharmaceuticals Ltd Crystalline forms
MX2019009559A (es) 2017-03-15 2019-10-15 Idorsia Pharmaceuticals Ltd Administracion subcutanea de un antagonista del receptor p2y12.
KR102560630B1 (ko) 2021-09-08 2023-07-28 건국대학교 글로컬산학협력단 신규 화합물 및 이의 정서행동장애 치료 용도
CN116199680B (zh) * 2022-12-21 2024-04-02 大连理工大学 含gpx4蛋白共价基团的内过氧类化合物及其制备方法与应用

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH03275657A (ja) * 1989-07-05 1991-12-06 Kanegafuchi Chem Ind Co Ltd ケイ皮酸アミド誘導体
CA2020437A1 (en) * 1989-07-05 1991-01-06 Yoshihide Fuse Cinnamamide derivative
JP2769578B2 (ja) 1989-10-13 1998-06-25 大塚製薬株式会社 バソプレシン拮抗剤
GB9819860D0 (en) * 1998-09-12 1998-11-04 Zeneca Ltd Chemical compounds
US6861424B2 (en) * 2001-06-06 2005-03-01 Schering Aktiengesellschaft Platelet adenosine diphosphate receptor antagonists
NZ539390A (en) 2002-10-09 2007-05-31 Scios Inc Azaindole derivatives as inhibitors of p38 kinase
WO2005013909A2 (en) 2003-08-07 2005-02-17 Smithkline Beecham Corporation Novel cathepsin k inhibitors
WO2005058822A1 (en) 2003-12-17 2005-06-30 Actelion Pharmaceuticals Ltd Substituted amino-cycloalkanes

Also Published As

Publication number Publication date
NO20082269L (no) 2008-05-20
ES2421448T3 (es) 2013-09-02
TWI382976B (zh) 2013-01-21
US8067419B2 (en) 2011-11-29
CA2623213C (en) 2014-01-14
RU2423358C2 (ru) 2011-07-10
IL190952A0 (en) 2009-09-22
CN101300241A (zh) 2008-11-05
EP1940814A1 (en) 2008-07-09
MY147373A (en) 2012-11-30
JP5164847B2 (ja) 2013-03-21
AU2006305538A1 (en) 2007-04-26
BRPI0617636A2 (pt) 2012-04-17
WO2007046075A1 (en) 2007-04-26
ZA200802733B (en) 2014-09-25
EP1940814B1 (en) 2013-05-22
AU2006305538B2 (en) 2012-06-28
IL190952A (en) 2013-07-31
CA2623213A1 (en) 2007-04-26
RU2008119688A (ru) 2009-11-27
TW200800931A (en) 2008-01-01
NZ568335A (en) 2011-07-29
US20080234272A1 (en) 2008-09-25
JP2009512680A (ja) 2009-03-26
KR101423785B1 (ko) 2014-07-25
KR20080066925A (ko) 2008-07-17

Similar Documents

Publication Publication Date Title
AR057836A1 (es) Piperizinas como agentes contra la malaria
ES2554353T3 (es) Moduladores de transportadores del casete de unión a ATP
AR056204A1 (es) Derivados de indano como antagonistas de receptores de mch, metodos para su preparacion, intermediarios de sintesis de los mismos, composiciones farmaceuticas que los comprenden y su uso en la fabricacion de medicamentos para el tratamiento de enfermedades relacionadas
PE20190705A1 (es) COMPUESTOS DE BENZO[b] TIOFENO COMO AGONISTAS DE STING
AR083543A1 (es) Diamidas de amino-pirrolidin-azetidinas, composiciones farmaceuticas que las contienen y uso de las mismas para tratar dolores inflamatorios
AR064561A1 (es) Derivados de 2-aza-biciclo[3.1.0]hexano y su uso en la preparacion de un medicamento para el tratamiento de enfermedades relacionadas con disfunciones generales del sistema de la orexina.
AR076098A1 (es) Derivados de benzofurano
ES2557465T3 (es) Moduladores de la actividad de HEC 1 y procedimientos para ello
ES2549603T3 (es) Derivados de fenol
AR061739A1 (es) Nuevos derivados naftalenicos, su procedimiento de preparacion y las composiciones farmaceuticas que los contienen
AR083542A1 (es) Piperidin-4-il-azetidin diamidas como inhibidores de monoacilglicerol lipasa
AR035892A1 (es) Derivados de oxazol, proceso para su preparacion, composiciones farmaceuticas que los comprenden, y el uso de dichos compuestos en la preparacion de medicamentos
BR112014001520B1 (pt) Processo para a produção de composto de benzo[b]tiofeno
ES2685568T3 (es) Inhibidores de la isoquinolinona o quinazolinona fosfatidilinositol 3-quinasa
CO6251241A2 (es) Compuestos de prolina modificados con actividad anti-vhc
AR071323A1 (es) Derivados heterociclicos de piridazinonas activadores de glucoquinasas, composiciones farmaceuticas que los contienen, metodo de preparacion y uso de los mismos en el tratamiento de la diabetes mellitus tipo ii.
AR082891A1 (es) Di-azetidinil diamidas como inhibidores de monoacilglicerol lipasas
AR044401A1 (es) Compuestos derivados de quinoleina, procedimientos para su preparacion, composiciones farmaceuticas que los contienen y su empleo en la fabricacion de medicamentos.
PE20130311A1 (es) Composiciones y metodos para modular la via de senalizacion de wnt
CU24316B1 (es) Nuevos derivados fosfatos de 1,2,3,4-tetraisoquinolina amida fenilo, métodos de preparación de los mismos y composiciones farmacéuticas que los contienen
BR112012024401A2 (pt) processo de preparo de derivados de 3-ceto-benzofurano
AR083180A1 (es) Amidas de oxopiperazina-azetidina y amidas oxodiazepina-azetidina como inhibidores de monoacilglicerol lipasa
AR069480A1 (es) Derivados de 2-amino-pirimidina
AR073396A1 (es) Derivados de 3-amino-indazol o de 3-amino-4, 5, 6, 7-tetrahidro-indazol
AR049954A1 (es) Derivados de azepina sustituidos como moduladores de los receptores de la serotonina

Legal Events

Date Code Title Description
FB Suspension of granting procedure