ES2180201T3 - Derivados de azetidinona para el tratamiento de infecciones por hcmv. - Google Patents
Derivados de azetidinona para el tratamiento de infecciones por hcmv.Info
- Publication number
- ES2180201T3 ES2180201T3 ES98947256T ES98947256T ES2180201T3 ES 2180201 T3 ES2180201 T3 ES 2180201T3 ES 98947256 T ES98947256 T ES 98947256T ES 98947256 T ES98947256 T ES 98947256T ES 2180201 T3 ES2180201 T3 ES 2180201T3
- Authority
- ES
- Spain
- Prior art keywords
- lower alkyl
- het
- hydrogen
- optionally substituted
- phenyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- 241000701024 Human betaherpesvirus 5 Species 0.000 title 1
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical class O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 title 1
- 208000015181 infectious disease Diseases 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- 206010011831 Cytomegalovirus infection Diseases 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- -1 methoxy, ethoxy Chemical group 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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
- C07D401/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
-
- 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
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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
- C07D401/12—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic 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
- C07D403/06—Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic 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
- C07D405/02—Heterocyclic 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
- C07D405/06—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic 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
- C07D405/02—Heterocyclic 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
- C07D405/12—Heterocyclic 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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic 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
- C07D413/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic 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
- C07D417/02—Heterocyclic 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
- C07D417/06—Heterocyclic 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Oncology (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)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Un compuesto de la fórmula I en el que R1 es hidrógeno, metilo, etilo, metoxi o metiltio; R2 y R3 son cada uno independientemente hidrógeno o alquilo inferior; R4 es hidrógeno o alquilo inferior; R5 es alquilo inferior, cicloalquilo inferior, CH2C(O)OR6 en el que R6 es metilo, etilo o fenilmetilo; fenilo, fenilo monosustituido, disustituido o trisustituido, con un sustituyente seleccionado independientemente de un grupo consistente en alquilo inferior, alcoxi inferior, alquiltio inferior, halo, hidroxi y amino; fenil (alquilo inferior), fenil (alquilo inferior) monosustituido o disustituido en su parte de fenilo con un sustituyente seleccionado independientemente del grupo consistente en alquilo inferior, alcoxi inferior, alquiltio inferior, halo, hidroxi, nitro, amino, alquilamino inferior, di(alquilo inferior)amino, acilamino inferior, di(alquilo inferior)aminocarbonilo, ciano, trifluorometilo, (trifluorometil)tio, (trifluorometil)sulfinilo, (trifluorometil)sulfonilo y C(O)OR7 en la que R7 es metilo, etilo o fenilmetilo; Het o Het(alquilo inferior) en el que Het es 2-furilo, 2- metil-3-furilo, 2-tienilo, 2-piridinilo, 3-piridinilo, 4- piridinilo, 3-metil-2-pirrolilo, 2-tiazolilo, 4-tiazolilo, 2-isoxazolilo, 2-pirimidinilo, 4-metil-2-pirimidinilo, 4,6- dimetil-2-pirimidinilo, 4-pirimidinilo, 2,6-dimetil-2- pirimidinilo, 4-metiltetrazolilo, 2-benzotiazolilo o 2- tiazolo[4,5-b]piridinilo; (5-benzo[1,3]dioxolil)metilo, 1(R)-(1-naftalenil)-etilo; o R4 y R5 junto con el átomo de nitrógeno al que están unidos, forman pirrolidino, piperidino, morfolino, N- metilpiperazino, 1-(3,4-dihidro-1H-isoquinolinilo) o 2-(3,4- dihidro-1H-isoquinolinilo); y Z es alquilo inferior, fenilo, fenilo monosustituido o disustituido con un sustituyente seleccionado independientemente de alquilo inferior, alcoxi inferior, halo, hidroxi y amino; fenilmetilo, fenilmetilo monosustituido o disustituido en su parte de fenilo con un sustituyente seleccionado de un grupo consistente en alquilo inferior, alcoxiinferior, halo, hidroxi y amino; o (CH2)p-(Het) en el que p es el número entero 0 o 1, y Het es como se ha definido aquí; en el que la expresión "alquilo inferior" sola o en combinación con otro radical, significa radicales de cadena alquilo lineal o ramificada, que contienen hasta 6 átomos de carbono; la expresión "alcoxi inferior" significa radicales de cadena alcoxi lineal, que contienen de uno a cuatro átomos de carbono, y radicales de cadena alcoxi ramificada que contienen de tres a cuatro átomos de carbono; la expresión "alcanoílo inferior" sola o en combinación con otro radical, significa una cadena de 1-oxoalquilo lineal que contiene de uno a seis átomos de carbono o una cadena de 1-oxoalquilo ramificada que contiene de cuatro a seis átomos de carbono; y la expresión -cicloalquilo inferior- sola o en combinación con otro radical, significa radicales hidrocarbonados cíclicos saturados que contienen de tres a siete átomos de carbono; con la condición de que cuando Z es (CH2)p-(Het) como aquí se define, entonces R2 y R3 son cada uno hidrógeno; o una de sus sales de adición de ácido terapéuticamente aceptables.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6154497P | 1997-10-07 | 1997-10-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2180201T3 true ES2180201T3 (es) | 2003-02-01 |
Family
ID=22036448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98947256T Expired - Lifetime ES2180201T3 (es) | 1997-10-07 | 1998-10-06 | Derivados de azetidinona para el tratamiento de infecciones por hcmv. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6242439B1 (es) |
| EP (1) | EP1021405B1 (es) |
| JP (1) | JP2001519329A (es) |
| AT (1) | ATE224872T1 (es) |
| AU (1) | AU9426098A (es) |
| CA (1) | CA2301543C (es) |
| DE (1) | DE69808326T2 (es) |
| DK (1) | DK1021405T3 (es) |
| ES (1) | ES2180201T3 (es) |
| PT (1) | PT1021405E (es) |
| WO (1) | WO1999018072A1 (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6982251B2 (en) | 2000-12-20 | 2006-01-03 | Schering Corporation | Substituted 2-azetidinones useful as hypocholesterolemic agents |
| SI1413331T1 (sl) | 2001-01-26 | 2008-02-29 | Schering Corp | Kombinacije fenofibrata peroksisomskega proliferator aktivirajocega receptorja (PPAR) z ezetimib zaviralcem absorpcije sterola za vaskularne indikacije |
| JP4711600B2 (ja) | 2001-01-26 | 2011-06-29 | シェーリング コーポレイション | シトステロール血症の処置のための置換アゼチジノン化合物の使用 |
| US7071181B2 (en) | 2001-01-26 | 2006-07-04 | Schering Corporation | Methods and therapeutic combinations for the treatment of diabetes using sterol absorption inhibitors |
| EA006898B1 (ru) | 2001-03-28 | 2006-04-28 | Шеринг Корпорейшн | Энантиоселективный синтез промежуточных соединений для получения азетидинонов |
| DE10134478B4 (de) * | 2001-07-16 | 2007-10-31 | Priaton Gmbh | Verfahren zur Darstellung von thiazolsubstituierten β-Lactamen |
| US7053080B2 (en) | 2001-09-21 | 2006-05-30 | Schering Corporation | Methods and therapeutic combinations for the treatment of obesity using sterol absorption inhibitors |
| US7056906B2 (en) | 2001-09-21 | 2006-06-06 | Schering Corporation | Combinations of hormone replacement therapy composition(s) and sterol absorption inhibitor(s) and treatments for vascular conditions in post-menopausal women |
| US7132415B2 (en) | 2001-09-21 | 2006-11-07 | Schering Corporation | Methods and therapeutic combinations for the treatment of xanthoma using sterol absorption inhibitors |
| CA2504878A1 (en) | 2002-11-06 | 2004-05-27 | Schering Corporation | Cholesterol absorption inhibitors for the treatment of demyelination |
| US7459442B2 (en) | 2003-03-07 | 2008-12-02 | Schering Corporation | Substituted azetidinone compounds, processes for preparing the same, formulations and uses thereof |
| CN1756755A (zh) | 2003-03-07 | 2006-04-05 | 先灵公司 | 取代的2－吖丁啶酮化合物、其制剂及其治疗高胆甾醇血症的用途 |
| CN100439361C (zh) | 2003-03-07 | 2008-12-03 | 先灵公司 | 取代的2-吖丁啶酮化合物、其制剂及其治疗高胆甾醇血症的用途 |
| JP4589919B2 (ja) | 2003-03-07 | 2010-12-01 | シェーリング コーポレイション | 高コレステロール血症の処置のための、置換アゼチジノン化合物、これらの処方物および使用 |
| AU2005329094A1 (en) * | 2005-03-09 | 2006-09-21 | Carrier Commercial Refrigeration, Inc. | Cold room with roof-top support platform |
| CA2735811A1 (en) * | 2008-09-02 | 2010-03-11 | Susan L. Uprichard | Compositions and methods for inhibiting entry of a hepatic virus |
| WO2020053654A1 (en) | 2018-09-12 | 2020-03-19 | Novartis Ag | Antiviral pyridopyrazinedione compounds |
| CN114667285B (zh) | 2019-09-26 | 2025-08-08 | 诺华股份有限公司 | 抗病毒吡唑并吡啶酮化合物 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4680391A (en) * | 1983-12-01 | 1987-07-14 | Merck & Co., Inc. | Substituted azetidinones as anti-inflammatory and antidegenerative agents |
| US5229381A (en) * | 1983-12-01 | 1993-07-20 | Merck & Co., Inc. | Substituted azetidinones as anti-inflammatory and antidegenerative agents |
| IL89835A0 (en) * | 1988-04-11 | 1989-12-15 | Merck & Co Inc | Substituted azetidinones,their preparation and pharmaceutical compositions containing them |
| EP0377549B1 (en) | 1989-01-03 | 1998-12-09 | Marcos Y. Kleinerman | Remote measurement of physical variables with fiber optic systems |
| US5104862A (en) | 1991-03-20 | 1992-04-14 | Merck & Co., Inc. | Bethalactam elastase inhibitors containing phosphorous acid derivatives at the 4-position of the 2-azetidinone |
| US5100880A (en) | 1991-03-20 | 1992-03-31 | Merck & Co., Inc. | Novel betalactam elastase inhibitors containing phosphorous acid derivatives at the 4-position of the 2-azetidinone |
| US5229831A (en) | 1991-09-20 | 1993-07-20 | The Charles Stark Draper Laboratory, Inc. | Ultraminiature tactical grade cryogenic RFOG |
| GB2266527A (en) | 1992-03-17 | 1993-11-03 | Merck & Co Inc | Substituted azetidinones useful in the treatment of leukemia |
| GB9314350D0 (en) * | 1993-07-12 | 1993-08-25 | Zeneca Ltd | Armide derivatives |
| WO1995025539A1 (en) * | 1994-03-23 | 1995-09-28 | Tokyo Tanabe Company Limited | Novel remedy for respiratory-tract viral disease |
-
1998
- 1998-10-06 EP EP98947256A patent/EP1021405B1/en not_active Expired - Lifetime
- 1998-10-06 DE DE69808326T patent/DE69808326T2/de not_active Expired - Lifetime
- 1998-10-06 AU AU94260/98A patent/AU9426098A/en not_active Abandoned
- 1998-10-06 CA CA002301543A patent/CA2301543C/en not_active Expired - Fee Related
- 1998-10-06 DK DK98947256T patent/DK1021405T3/da active
- 1998-10-06 AT AT98947256T patent/ATE224872T1/de active
- 1998-10-06 PT PT98947256T patent/PT1021405E/pt unknown
- 1998-10-06 JP JP2000514884A patent/JP2001519329A/ja not_active Ceased
- 1998-10-06 US US09/167,143 patent/US6242439B1/en not_active Expired - Lifetime
- 1998-10-06 ES ES98947256T patent/ES2180201T3/es not_active Expired - Lifetime
- 1998-10-06 WO PCT/CA1998/000953 patent/WO1999018072A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AU9426098A (en) | 1999-04-27 |
| EP1021405B1 (en) | 2002-09-25 |
| EP1021405A1 (en) | 2000-07-26 |
| JP2001519329A (ja) | 2001-10-23 |
| CA2301543C (en) | 2005-05-17 |
| US6242439B1 (en) | 2001-06-05 |
| ATE224872T1 (de) | 2002-10-15 |
| DE69808326T2 (de) | 2003-05-22 |
| DK1021405T3 (da) | 2003-02-03 |
| DE69808326D1 (de) | 2002-10-31 |
| WO1999018072A1 (en) | 1999-04-15 |
| CA2301543A1 (en) | 1999-04-15 |
| PT1021405E (pt) | 2003-02-28 |
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