AR018196A1 - PIRROLIDIN-5-CARBOXILIC ACID COMPOUND ANALOGS AND DERIVATIONS OF THE SAME, PHARMACEUTICAL COMPOSITION CONTAINING IT AND ITS USE IN THE MANUFACTURE OF THE SAME - Google Patents

PIRROLIDIN-5-CARBOXILIC ACID COMPOUND ANALOGS AND DERIVATIONS OF THE SAME, PHARMACEUTICAL COMPOSITION CONTAINING IT AND ITS USE IN THE MANUFACTURE OF THE SAME

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Publication number
AR018196A1
AR018196A1 ARP990101905A ARP990101905A AR018196A1 AR 018196 A1 AR018196 A1 AR 018196A1 AR P990101905 A ARP990101905 A AR P990101905A AR P990101905 A ARP990101905 A AR P990101905A AR 018196 A1 AR018196 A1 AR 018196A1
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AR
Argentina
Prior art keywords
alkyl
alkenyl
same
cycloalkenyl
cycloalkyl
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ARP990101905A
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Spanish (es)
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Abbott Lab
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/325Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • C07D207/327Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • A61P31/16Antivirals for RNA viruses for influenza or rhinoviruses
    • 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
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/16Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic 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
    • C07D233/56Heterocyclic 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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/06Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D413/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D417/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D417/06Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572Five-membered rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (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)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • Biochemistry (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Un compuesto de ácido pirrolidin-5-carboxílico y análogos y derivados del mismo de la formula (I), o una sal, un éster o una prodroga aceptable parauso farmacéutico del mismo, donde R1 se selecciona del grupo formado por: (a) -CO2H, (b) -CH2CO2H, (c)-SO3H, (d) -CH2SO3H, (e) -SO2H, (f) -CH2SO2H, (g)-PO3H2, (h) -CH2PO3H2, (i) -PO2H, (j) -CH2PO2H, (k) tetrazolilo, (l) CH2-tetrazolilo, (m)-C(=O)-NH-S(O)2-R11, (n) -CH2C(=O)-NH-S(O)2-R11, (o) -SO2N(T-R11)R12 y(p)-CH2SO2N(T-R11)R12; donde T se selecciona del grupo formado por: (i) un enlace, (ii) -C(=O)-, (iii) -C(=O)O-, (iv) -C(=O)S-, (v) -C(O)NR36, (vi) -C(=S)O-,(vii) -C(=S)S- y (viii) -C(=S)NR36-; R11 se selecciona del grupo formado por: (i) alquilo C1-12, (ii) alquenilo C2-12, (iii) cicloalquilo C3-10, (iv)(cicloalquilC5-6) alquilo C1-3, (v) (cicloalquil C5-6) alquenilo C2-3, (vi) cicloalquenilo C2-15, (vii) (cicloalquenil C5-6) alquilo C1-3, (viii)(cicloalquenilC5-6) alquenilo C2-3, (ix) arilo C6-10, (x) (aril C6-10) alquilo C1-2, (xi)(aril C5-6) alquenilo C2-3, (xii) heterocíclico C3-4 + 1 O, N, S o C5-7 +1 a 4,O, N, S, (xiii)alquilo C1-6 (heterocíclico pirrolidínico y morfilínico) y (xiii) (xiv) alquenilo C2-6 (heterocíclico pirrolíndico y morfolínico); yR12 y R36 se seleccionan, independientemente entre sí, del grupo formado por (i) hidrogeno, (ii) alquilo C1-12, (iii) alquenilo C2-12, (iv) cicloalquiloC3-10, (v) (cicloalquil C5-6) alquilo C1-3, (vi) (cicloalquil C5-6) alquenilo C2-3, (vii) cicloalquenilo C2-15, (viii) (cicloalquenil C5-6) alquiloC1-3, (ix) (cicloalquenil C5-6) alquenilo C2-3, (x) arilo C6-10, (xi) (aril C6-10) alquilo C1-2, (xii) (aril C5-6) alquenilo C2-3, (xiii) anilloheterocíclico C3-4 + 1 O, N, S o anillo C5-7 + 1 a 4, O, N, S, (xiv) alquilo C1-6(heterocíclico pirrolidínico y morfolínico) y (xv) alquenilo C2-6(heterocíclico pirrolidínico y morfolínico); X se selecciona del grupo formado por: (a) -C(=O)-N(R*)-, (b) -N(R*)-C(=O)-, (c) -C(=S)-N(R*)-, (d) -N(R*)-C(=S)-,(e) -N(R*)-SO2-, y M-SO2-N(R*)-, donde R* es hidrogeno, alquilo C1-3 o ciclopropilo; R2 se selecciona del grupo formado por: (a) hidrogeno, (b) alquiloA compound of pyrrolidin-5-carboxylic acid and analogs and derivatives thereof of the formula (I), or a salt, an ester or a prodrug acceptable for pharmaceutical use thereof, wherein R1 is selected from the group consisting of: (a) - CO2H, (b) -CH2CO2H, (c) -SO3H, (d) -CH2SO3H, (e) -SO2H, (f) -CH2SO2H, (g) -PO3H2, (h) -CH2PO3H2, (i) -PO2H, (j) -CH2PO2H, (k) tetrazolyl, (l) CH2-tetrazolyl, (m) -C (= O) -NH-S (O) 2-R11, (n) -CH2C (= O) -NH- S (O) 2-R11, (o) -SO2N (T-R11) R12 and (p) -CH2SO2N (T-R11) R12; where T is selected from the group consisting of: (i) a link, (ii) -C (= O) -, (iii) -C (= O) O-, (iv) -C (= O) S-, (v) -C (O) NR36, (vi) -C (= S) O -, (vii) -C (= S) S- and (viii) -C (= S) NR36-; R11 is selected from the group consisting of: (i) C1-12 alkyl, (ii) C2-12 alkenyl, (iii) C3-10 cycloalkyl, (iv) (C5-6 cycloalkyl) C1-3 alkyl, (v) (cycloalkyl C5-6) C2-3 alkenyl, (vi) C2-15 cycloalkenyl, (vii) (C5-6 cycloalkenyl) C1-3 alkyl, (viii) (C5-6 cycloalkenyl) C2-3 alkenyl, (ix) C6- aryl 10, (x) (C6-10 aryl) C1-2 alkyl, (xi) (C5-6 aryl) C2-3 alkenyl, (xii) C3-4 + 1 heterocyclic O, N, S or C5-7 +1 at 4, O, N, S, (xiii) C1-6 alkyl (pyrrolidine and morpholinic heterocyclic) and (xiii) (xiv) C2-6 alkenyl (pyrrolidic and morpholinic heterocyclic); and R12 and R36 are independently selected from the group consisting of (i) hydrogen, (ii) C1-12 alkyl, (iii) C2-12 alkenyl, (iv) C3-10 cycloalkyl, (v) (C5-6 cycloalkyl) ) C1-3 alkyl, (vi) (C5-6 cycloalkyl) C2-3 alkenyl, (vii) C2-15 cycloalkenyl, (viii) (C5-6 cycloalkenyl) C1-3 alkyl, (ix) (C5-6 cycloalkenyl) C2-3 alkenyl, (x) C6-10 aryl, (xi) (C6-10 aryl) C1-2 alkyl, (xii) (C5-6 aryl) C2-3 alkenyl, (xiii) C3-4 + 1 heterocyclic ring O, N, S or C5-7 + 1 to 4 ring, O, N, S, (xiv) C1-6 alkyl (pyrrolidine and morpholinic heterocyclic) and (xv) C2-6 alkenyl (pyrrolidine and morpholinic heterocyclic); X is selected from the group consisting of: (a) -C (= O) -N (R *) -, (b) -N (R *) - C (= O) -, (c) -C (= S ) -N (R *) -, (d) -N (R *) - C (= S) -, (e) -N (R *) - SO2-, and M-SO2-N (R *) - , where R * is hydrogen, C1-3 alkyl or cyclopropyl; R2 is selected from the group consisting of: (a) hydrogen, (b) alkyl

ARP990101905A 1998-04-23 1999-04-23 PIRROLIDIN-5-CARBOXILIC ACID COMPOUND ANALOGS AND DERIVATIONS OF THE SAME, PHARMACEUTICAL COMPOSITION CONTAINING IT AND ITS USE IN THE MANUFACTURE OF THE SAME AR018196A1 (en)

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US6522598A 1998-04-23 1998-04-23

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AR018196A1 true AR018196A1 (en) 2001-10-31

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EP (1) EP1315698A1 (en)
JP (1) JP2002512224A (en)
CN (1) CN1328546A (en)
AR (1) AR018196A1 (en)
AU (1) AU3554599A (en)
BG (1) BG104962A (en)
BR (1) BR9909870A (en)
CA (1) CA2329422A1 (en)
CO (1) CO5011122A1 (en)
HU (1) HUP0101224A3 (en)
IL (1) IL138601A0 (en)
NO (1) NO20005301L (en)
PL (1) PL343678A1 (en)
SK (1) SK15092000A3 (en)
TR (1) TR200003065T2 (en)
WO (1) WO1999054299A1 (en)
ZA (1) ZA200005238B (en)

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Publication number Priority date Publication date Assignee Title
PT933993E (en) 1996-06-14 2006-10-31 Biocryst Pharm Inc SUBSTITUTED CYCLOPENTANEUS COMPOUNDS, UTEIS AS NEURAMINIDASE INHIBITORS
DE69840674D1 (en) 1997-12-17 2009-04-30 Biocryst Pharm Inc SUBSTITUTED CYCLOPENTANE AND CYCLOPENTEN COMPOUNDS AS NEURAMINIDASE BLOCKER
US6455571B1 (en) 1998-04-23 2002-09-24 Abbott Laboratories Inhibitors of neuraminidases
US6503745B1 (en) 1998-11-05 2003-01-07 Biocryst Pharmaceuticals, Inc. Cyclopentane and cyclopentene compounds and use for detecting influenza virus
AU2001252578A1 (en) * 2000-04-25 2001-11-07 Sankyo Company Limited Preventives for influenza
US6518299B1 (en) 2000-10-20 2003-02-11 Biocryst Pharmaceuticals, Inc. Substituted pyrrolidine compounds useful as neuraminidase inhibitors
WO2002081441A1 (en) * 2001-04-03 2002-10-17 Abbott Laboratories Process for the preparation of substituted pyrrolidine neuraminidase inhibitors
WO2003037895A1 (en) * 2001-11-02 2003-05-08 Glaxo Group Limited 4-(6-membered)-heteroaryl acyl pyrrolidine derivatives as hcv inhibitors
WO2003037894A1 (en) * 2001-11-02 2003-05-08 Glaxo Group Limited 4-(5-membered)-heteroaryl acyl pyrrolidine derivatives as hcv inhibitors
BR0315417A (en) 2002-10-24 2005-08-16 Glaxo Group Ltd 1-Acyl Pyrrolidine Derivatives for the Treatment of Viral Infections
CN104402754B (en) * 2014-11-25 2016-03-02 广东东阳光药业有限公司 As the compound of neuraminidase inhibitor and the application in medicine thereof

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DE4035961A1 (en) * 1990-11-02 1992-05-07 Thomae Gmbh Dr K CYCLIC IMINODERIVATES, MEDICAMENTS CONTAINING SUCH COMPOUNDS AND METHOD FOR THE PRODUCTION THEREOF
DE69607704T2 (en) * 1995-02-27 2000-12-28 Gilead Sciences, Inc. NEW SELECTIVE INHIBITORS OF VIRAL OR BACTERIAL NEURAMINIDAS
PT933993E (en) * 1996-06-14 2006-10-31 Biocryst Pharm Inc SUBSTITUTED CYCLOPENTANEUS COMPOUNDS, UTEIS AS NEURAMINIDASE INHIBITORS
ZA988469B (en) * 1997-09-17 1999-03-17 Biocryst Pharm Inc Pyrrolidin-2-one compounds and their use as neuraminidase inhibitors

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BR9909870A (en) 2000-12-19
NO20005301L (en) 2000-12-08
HUP0101224A2 (en) 2001-08-28
PL343678A1 (en) 2001-08-27
AU3554599A (en) 1999-11-08
HUP0101224A3 (en) 2002-12-28
CA2329422A1 (en) 1999-10-28
NO20005301D0 (en) 2000-10-20
BG104962A (en) 2001-07-31
WO1999054299A1 (en) 1999-10-28
EP1315698A1 (en) 2003-06-04
CO5011122A1 (en) 2001-02-28
JP2002512224A (en) 2002-04-23
ZA200005238B (en) 2001-12-04
SK15092000A3 (en) 2001-05-10
CN1328546A (en) 2001-12-26
IL138601A0 (en) 2001-10-31
TR200003065T2 (en) 2001-02-21

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