AR035970A1 - 2-amino-benzoxazol sulfonamidas inhibidoras de amplio espectro de la hiv proteasa, composicion farmaceutica, metodo "in vitro" para inhibir la replicacion retroviral, y utilizacion de estos compuestos en la manufactura de medicamentos - Google Patents

2-amino-benzoxazol sulfonamidas inhibidoras de amplio espectro de la hiv proteasa, composicion farmaceutica, metodo "in vitro" para inhibir la replicacion retroviral, y utilizacion de estos compuestos en la manufactura de medicamentos

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Publication number
AR035970A1
AR035970A1 ARP020101722A ARP020101722A AR035970A1 AR 035970 A1 AR035970 A1 AR 035970A1 AR P020101722 A ARP020101722 A AR P020101722A AR P020101722 A ARP020101722 A AR P020101722A AR 035970 A1 AR035970 A1 AR 035970A1
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Argentina
Prior art keywords
alkyl
cycloalkyl
het2
het1
aryl
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ARP020101722A
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English (en)
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Tibotec Pharm Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • A61P31/18Antivirals for RNA viruses for HIV
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D493/00Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Virology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Molecular Biology (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

2-amino-benzoxazol sulfonamidas que tienen la fórmula (1), un N-óxido, sal, forma estereoisomérica, mezclas racémicas, prodroga, éster o metabolito del mismo, en la cual R1 y R8 son, independientemente entre sí, hidrógeno, alquilo C1-6, alquenilo C2-6, arilalquilo C1-6, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-6, arilo, Het1, Het1-alquilo C1-6, Het2, o Het2-alquilo C1-6; R1 también puede ser un radical de fórmula (R11a)(R11b)N-C(R10a)(R10b)-CHR9- en la cual R9, R10a y R10b son, independientemente entre sí, hidrógeno, alquiloxicarbonilo C1-4, carboxilo, aminocarbonilo, mono- o di(alquil C1-4)aminocarbonilo, cicloalquilo C3-7, alquenilo C2-6, alquinilo C2-6, o alquilo C1-4 opcionalmente sustituido con arilo, Het1, Het2, cicloalquilo C3-7, alquiloxicarbonilo C1-4, carboxilo, aminocarbonilo, mono- o di(alquil C1-4)aminocarbonilo, aminosulfonilo, alquil C1-4S(O)t, hidroxi, ciano, halógeno o amino opcionalmente mono- o disustituido, donde los sustituyentes se seleccionan, independientemente entre sí, del grupo formado por alquilo C1-4, arilo, arilalquilo C1-4, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-4, Het1, Het2, Het1-alquilo C1-4 y Het2-alquilo C1-4; con lo cual R9, R10a y los átomos de carbono a los cuales están fijados pueden formar también un radical cicloalquilo C3-7; cuando L es -O-alcanodiilo C1-6-C(=O)- ó -NR8-alcanodiilo C1-6-C(=O)-, entonces R9 puede ser también oxo; R11a es hidrógeno, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo, aminocarbonilo opcionalmente mono- o disustituido, aminoalquilcarboniloxi C1-4 opcionalmente mono- o disustituido, alquiloxicarbonilo C1-4, ariloxicarbonilo, Het1-oxicarbonilo, Het2-oxicarbonilo, ariloxicarbonilalquilo C1-4, aril alquiloxicarbonilo, C1-4, alquilcarbonilo C1-4, cicloalquilcarbonilo C3-7, cicloalquil C3-7 alquiloxicarbonilo C1-4, cicloalquilcarboniloxi C3-7, carboxialquilcarboniloxi C1-4, alquilcarboniloxi C1-4, arilalquilcarboniloxi C1-4, arilcarboniloxi, ariloxicarboniloxi, Het1-carbonilo, Het1-carboniloxi, Het1-alquiloxicarbonilo C1-4, Het2-carboniloxi, Het2-alquilcarboniloxi C1-4, Het2-alquiloxicarboniloxi C1-4 o alquilo C1-4 opcionalmente sustituido con arilo, ariloxi, Het2, halógeno o hidroxi; donde los sustituyentes en los grupos amino se seleccionan independientemente entre sí, del grupo formado por alquilo C1-4, arilo, arilalquilo C1-4, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-4, Het1, Het2, Het1-alquilo C1-4 y Het2-alquilo C1-4; R11b es hidrógeno, cicloalquilo C3-7, alquenilo C2-6, alquinilo C2-6, arilo, Het1, Het2 o alquilo C1-4 opcionalmente sustituido con halógeno, hidroxi, alquil C1-4 S(O)t, arilo, cicloalquilo C3-7, Het1, Het2, amino opcionalmente mono- o disustituido, donde los sustituyentes, independientemente entre sí, se seleccionan del grupo formado por alquilo C1-4, arilo, arilalquilo C1-4, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-4, Het1, Het2, Het1-alquilo C1-4 y Het2-alquilo C1-4; donde R11b puede estar unido al resto de la molécula a través de un grupo sulfonilo; t es independientemente entre sí 0, 1 ó 2; R2 es hidrógeno o alquilo C1-6; L es -C(=O)-, -O-C(=O)-, -NR8-C(O)-, -O-alcanodiil C1-6-C(=O)-, -NR8-alcanodiil C1-6-C(=O)-, -S(=O)2-, -O-S(=O)2-, -NR8-S(=O)2, donde ya sea el grupo C(=O) o el grupo S(=O)2 está unido a la porción NR2; y con lo cual la porción alcanodiilo C1-6 está opcionalmente sustituida con hidroxi, arilo, Het1 y Het2; R3 es alquilo C1-6, arilo, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-4 o arilalquilo C1-4; R4 es hidrógeno, alquiloxicarbonilo C1-4, carboxilo, aminocarbonilo, mono- o di(alquil C1-4)aminocarbonilo, cicloalquilo C3-7, alquenilo C2-6, alquinilo C2-6 o alquilo C1-6 opcionalmente sustituido con uno o más sustituyentes seleccionados, independientemente entre sí, del grupo formado por arilo, Het1, Het2, cicloalquilo C3-7, alquiloxicarbonilo C1-4, carboxilo, aminocarbonilo, mono- o di(alquil C1-4) aminocarbonilo, aminosulfonilo, alquil C1-4 S(=O)t, hidroxi, ciano, halógeno y amino opcionalmente mono- o disustituido, donde los sustituyentes se seleccionan, independientemente entre sí, del grupo formado por alquilo C1-4, arilo, arilalquilo C1-4, cicloalquilo C3-7, cicloalquil C3-7 alquilo C1-4, Het1, Het2, Het1-alquilo C1-4 y Het2-alquilo C1-4; R5 es hidrógeno ó alquilo C1-6; R6 es hidrógeno o alquilo C1-6; composición farmacéutica, método "in vitro" para inhibir la replicación retroviral y utilización de estos compuestos en la manufactura de medicamentos. Los compuestos de fórmula (1) son utilizados como inhibidores de la proteasa aspártica, en particular de la proteasa HIV, de allí su acción inhibitoria sobre el virus del SIDA.
ARP020101722A 2001-05-11 2002-05-10 2-amino-benzoxazol sulfonamidas inhibidoras de amplio espectro de la hiv proteasa, composicion farmaceutica, metodo "in vitro" para inhibir la replicacion retroviral, y utilizacion de estos compuestos en la manufactura de medicamentos AR035970A1 (es)

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Application Number Priority Date Filing Date Title
EP01201732 2001-05-11

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AR035970A1 true AR035970A1 (es) 2004-07-28

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ARP020101722A AR035970A1 (es) 2001-05-11 2002-05-10 2-amino-benzoxazol sulfonamidas inhibidoras de amplio espectro de la hiv proteasa, composicion farmaceutica, metodo "in vitro" para inhibir la replicacion retroviral, y utilizacion de estos compuestos en la manufactura de medicamentos

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EP (1) EP1387842B1 (es)
JP (1) JP4467889B2 (es)
KR (1) KR100878853B1 (es)
CN (1) CN100549007C (es)
AP (1) AP1652A (es)
AR (1) AR035970A1 (es)
AT (1) ATE429431T1 (es)
AU (1) AU2002310818B2 (es)
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CA2444895C (en) 2011-02-15
US20100029632A1 (en) 2010-02-04
HRP20031026A2 (en) 2005-10-31
AP1652A (en) 2006-08-11
CA2444895A1 (en) 2002-11-21
BG108309A (bg) 2004-12-30
PL366780A1 (en) 2005-02-07
KR100878853B1 (ko) 2009-01-15
US20040106661A1 (en) 2004-06-03
ES2325809T3 (es) 2009-09-18
EE05307B1 (et) 2010-06-15
SK287952B6 (sk) 2012-06-04
OA13134A (en) 2006-12-13
HUP0400438A3 (en) 2007-08-28
US7863306B2 (en) 2011-01-04
EP1387842A1 (en) 2004-02-11
PT1387842E (pt) 2009-07-20
CZ304524B6 (cs) 2014-06-18
AU2002310818B2 (en) 2007-12-13
US7622490B2 (en) 2009-11-24
NO326883B1 (no) 2009-03-09
DE60232067D1 (de) 2009-06-04
JP2004534757A (ja) 2004-11-18
EA009590B1 (ru) 2008-02-28
NO20034988D0 (no) 2003-11-10
AP2003002904A0 (en) 2003-12-31
BR0209594A (pt) 2004-03-30
ATE429431T1 (de) 2009-05-15
PL209029B1 (pl) 2011-07-29
IL158093A0 (en) 2004-03-28
SK14902003A3 (sk) 2004-07-07
HRP20031026B1 (en) 2012-07-31
CY1109247T1 (el) 2014-07-02
MXPA03010258A (es) 2005-03-07
WO2002092595A1 (en) 2002-11-21
HUP0400438A2 (hu) 2004-08-30
EE200300547A (et) 2004-02-16
NZ529250A (en) 2005-05-27
EP1387842B1 (en) 2009-04-22
CN100549007C (zh) 2009-10-14
ZA200307799B (en) 2005-03-30
BG66350B1 (bg) 2013-08-30
CN1507446A (zh) 2004-06-23
HK1062912A1 (en) 2004-12-03
EA200301234A1 (ru) 2004-04-29
CZ20033290A3 (cs) 2004-05-12
DK1387842T3 (da) 2009-08-10
KR20040022417A (ko) 2004-03-12

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