PE13799A1 - Dihidropironas con actividad antiviral - Google Patents

Dihidropironas con actividad antiviral

Info

Publication number
PE13799A1
PE13799A1 PE1997000976A PE00097697A PE13799A1 PE 13799 A1 PE13799 A1 PE 13799A1 PE 1997000976 A PE1997000976 A PE 1997000976A PE 00097697 A PE00097697 A PE 00097697A PE 13799 A1 PE13799 A1 PE 13799A1
Authority
PE
Peru
Prior art keywords
alkyl
formula
compounds
cycloalkyl
phenyl
Prior art date
Application number
PE1997000976A
Other languages
English (en)
Inventor
John Michael Domagala
Jr Frederick Earl Boyer
Edmund Lee Ellsworth
Susan Elizabeth Hagen
Harriet Wall Hamilton
Larry James Markoski
Bradley Dean Tait
Elizabeth Ann Lunney
Christopher Andrew Gajda
Josyula Venkata Nagendra Vara Prasad
Original Assignee
Warner Lambert Co
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 Warner Lambert Co filed Critical Warner Lambert Co
Publication of PE13799A1 publication Critical patent/PE13799A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • 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
    • C07D295/20—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 carbonic acid, or sulfur or nitrogen analogues thereof
    • C07D295/205—Radicals derived from carbonic acid
    • 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
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • 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
    • C07C233/30—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 doubly-bound oxygen atoms
    • C07C233/33—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 doubly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
    • C07C381/04—Thiosulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/48—Unsaturated compounds containing hydroxy or O-metal groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/52—Unsaturated compounds containing hydroxy or O-metal groups a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • AIDS & HIV (AREA)
  • General Chemical & Material Sciences (AREA)
  • Molecular Biology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

SE REFIEREN A COMPUESTOS DE FORMULA (I), EN DONDE: R1 ES H, (CH2)n`OR' o (CH2)n'N(R')2; R2 Y R3 SON H, OR, N(R')2, ENTRE OTROS; R4 ES ALQUILO C1-C7, CICLOALQUILO C3-C7, HETEROCICLO, ENTRE OTROS; R5 ES H, (CH2)nOR, (CH2)nN(R)2, ENTRE OTROS; R6 ES METILO, ETILO o ISOPROPILO; R ES H, ALQUILO C1-C5, (CH2)n-CICLOALQUILO C3-C6, (CH2)m-FENILO, (CH2)m-HETEROCICLO DE 5-6 MIEMBROS CON 1-3 HETEROATOMOS; R' ES H, ALQUILO C1-C3 o FENILO; n Y m SON 0; 1; 2 o 3; n' ES 0 o 1. TAMBIEN SE REFIERE A LOS COMPUESTOS INTERMEDIOS PARA SU PREPARACION, SIENDO UN COMPUESTO INTERMEDIO PREFERIDO EL ESTER DE METILO DE ACIDO (S)-5-HIDROXI-3-OXO-5,7-DIFENIL-HEPTANOICO. ADEMAS SE REFIERE AL PROCEDIMIENTO DE PREPARACION DEL COMPUESTO DE FORMULA (I) CARACTERIZADO PORQUE COMPRENDE EL PASO DE HACER REACCIONAR UN INTERMEDIO DE DIHIDROPIRONA CON UN TIOTOSILATO. LOS COMPUESTOS DE FORMULA (I) ACTUAN COMO INHIBIDORES DE LA PROTEASA DE ASPARTILO DE HIV, POR LO QUE AUMENTARIAN LA ACTIVIDAD CELULAR Y DISMINUIRIAN LA CITOTOXICIDAD, SIENDO USADOS SOLOS O COMBINADOS CON OTROS ANTIVIRALES TALES COMO AZT, ddC e INHIBIDORES DE TRANSCRIPTASA INVERSA, EN EL TRATAMIENTO DE INFECCIONES Y ENFERMEDADES CAUSADAS POR RETROVIRUS TALES COMO EL SIDA
PE1997000976A 1996-11-01 1997-10-31 Dihidropironas con actividad antiviral PE13799A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2990696P 1996-11-01 1996-11-01
US08/883,743 US5834506A (en) 1996-11-01 1997-06-27 Dihydropyrones with improved antiviral activity

Publications (1)

Publication Number Publication Date
PE13799A1 true PE13799A1 (es) 1999-02-26

Family

ID=26705464

Family Applications (1)

Application Number Title Priority Date Filing Date
PE1997000976A PE13799A1 (es) 1996-11-01 1997-10-31 Dihidropironas con actividad antiviral

Country Status (18)

Country Link
US (2) US5834506A (es)
EP (1) EP0935597A2 (es)
JP (1) JP2001504102A (es)
KR (4) KR100496366B1 (es)
AU (1) AU733700B2 (es)
BR (1) BR9714588A (es)
CA (1) CA2263429A1 (es)
CO (1) CO4910146A1 (es)
HR (1) HRP970571A2 (es)
IL (1) IL128517A (es)
MX (1) MXPA99001777A (es)
MY (1) MY118131A (es)
NO (1) NO992103D0 (es)
NZ (2) NZ507184A (es)
PE (1) PE13799A1 (es)
PL (1) PL332904A1 (es)
TW (1) TW536536B (es)
WO (1) WO1998019997A2 (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU9198698A (en) * 1997-09-15 1999-04-05 Warner-Lambert Company Process for the preparation of substituted 5,6-dihydro-2h-pyran-2-ones
NZ510013A (en) * 1998-09-11 2003-11-28 Warner Lambert Co Dihydropyrones with selected heterocycles replacing the phenyls bearing polar substituents used as HIV protease inhibitors
US6380400B1 (en) * 1998-09-11 2002-04-30 Victor Fedij Methods of making dihydropyrone HIV protease inhibitors
US6054623A (en) * 1998-12-18 2000-04-25 Alliedsignal Inc. Hydroxythiol grignard reaction synthesis
US6512006B1 (en) * 1999-12-09 2003-01-28 Warner-Lambert Company HIV protease inhibitors
WO2002020509A2 (de) * 2000-09-06 2002-03-14 Bayer Aktiengesellschaft Arzneimittel gegen virale erkrankungen
DE10108471C1 (de) 2001-02-22 2002-11-21 Boehringer Ingelheim Pharma Kontinuierliches Verfahren zur Herstellung von 5,6-Dihydro-4-hydroxy-2-pyronen
US7141681B2 (en) 2001-02-22 2006-11-28 Boehringer Ingelheim Pharma Gmbh & Co. Kg Continuous process for preparing dihydropyrones
EP1377549A1 (en) * 2001-03-12 2004-01-07 Millennium Pharmaceuticals, Inc. Functionalized heterocycles as modulators of chemokine receptor function and methods of use therefor
DOP2003000641A (es) * 2002-05-10 2003-11-15 Pfizer Inhibidores de las arn polimerasa dependiente de arn del virus de las hepatitis c y composiciones y tratamiento que los usan
DE10257761A1 (de) 2002-12-10 2004-06-24 Boehringer Ingelheim Pharma Gmbh & Co. Kg Verfahren zur Herstellung optisch aktiver Dihydropyrone
US7148226B2 (en) * 2003-02-21 2006-12-12 Agouron Pharmaceuticals, Inc. Inhibitors of hepatitis C virus RNA-dependent RNA polymerase, and compositions and treatments using the same
PL1781662T3 (pl) * 2004-08-18 2011-08-31 Pfizer Inhibitory zależnej od RNA polimerazy RNA wirusa zapalenia wątroby typu C, i kompozycje i terapie wykorzystujące je
NZ586013A (en) 2007-12-20 2012-02-24 Pharma Mar Sa Antitumoral compounds

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57167296A (en) * 1981-04-09 1982-10-15 Ricoh Co Ltd Heat-sensitive recording material
RU2160733C2 (ru) * 1993-11-19 2000-12-20 Парк, Дэвис энд Компани Производные пирона и их фармацевтически приемлемые соли, промежуточные соединения для их получения, фармацевтическая композиция с антивирусной и антибактериальной активностью на их основе, способ лечения вызванных ретровирусом инфекции или заболевания
SI1142887T1 (en) * 1993-11-19 2004-08-31 Parke, Davis & Company 5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents
IL129871A (en) * 1994-05-06 2003-11-23 Pharmacia & Upjohn Inc Process for preparing 4-phenyl-substituted octanoyl-oxazolidin-2-one intermediates that are useful for preparing pyran-2-ones useful for treating retroviral infections

Also Published As

Publication number Publication date
KR20040104645A (ko) 2004-12-10
KR20000052951A (ko) 2000-08-25
AU733700B2 (en) 2001-05-24
CA2263429A1 (en) 1998-05-14
AU5100198A (en) 1998-05-29
NZ507184A (en) 2002-02-01
EP0935597A2 (en) 1999-08-18
MY118131A (en) 2004-09-30
KR100496367B1 (ko) 2005-06-22
KR20040104646A (ko) 2004-12-10
BR9714588A (pt) 2000-05-30
KR20040104644A (ko) 2004-12-10
TW536536B (en) 2003-06-11
US5834506A (en) 1998-11-10
HRP970571A2 (en) 1998-08-31
NO992103L (no) 1999-04-30
MXPA99001777A (es) 2003-08-10
PL332904A1 (en) 1999-10-25
NZ334701A (en) 2001-01-26
JP2001504102A (ja) 2001-03-27
KR100496366B1 (ko) 2005-06-21
WO1998019997A3 (en) 1998-08-27
IL128517A0 (en) 2000-01-31
CO4910146A1 (es) 2000-04-24
IL128517A (en) 2003-07-31
KR100496365B1 (ko) 2005-06-21
NO992103D0 (no) 1999-04-30
WO1998019997A2 (en) 1998-05-14
US6046355A (en) 2000-04-04

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Legal Events

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FG Grant, registration
FD Application declared void or lapsed