AR079231A1 - Derivados de imidazoquinolina - Google Patents
Derivados de imidazoquinolinaInfo
- Publication number
- AR079231A1 AR079231A1 ARP100104434A ARP100104434A AR079231A1 AR 079231 A1 AR079231 A1 AR 079231A1 AR P100104434 A ARP100104434 A AR P100104434A AR P100104434 A ARP100104434 A AR P100104434A AR 079231 A1 AR079231 A1 AR 079231A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- independently selected
- cyano
- cycloalkyl
- halogen
- Prior art date
Links
- RHKWIGHJGOEUSM-UHFFFAOYSA-N 3h-imidazo[4,5-h]quinoline Chemical class C1=CN=C2C(N=CN3)=C3C=CC2=C1 RHKWIGHJGOEUSM-UHFFFAOYSA-N 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- 229910052736 halogen Inorganic materials 0.000 abstract 7
- 150000002367 halogens Chemical class 0.000 abstract 7
- 125000001424 substituent group Chemical group 0.000 abstract 6
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 5
- 125000000623 heterocyclic group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 4
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 4
- 150000002431 hydrogen Chemical class 0.000 abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 229910052717 sulfur Inorganic materials 0.000 abstract 4
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 3
- -1 cyano, hydroxyl Chemical group 0.000 abstract 3
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 125000006595 (C1-C3) alkylsulfinyl group Chemical group 0.000 abstract 2
- 125000006594 (C1-C3) alkylsulfony group Chemical group 0.000 abstract 2
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 abstract 2
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 abstract 2
- 125000005330 8 membered heterocyclic group Chemical group 0.000 abstract 2
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000002950 monocyclic group Chemical group 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 150000003573 thiols Chemical class 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 101000669402 Homo sapiens Toll-like receptor 7 Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 102100039390 Toll-like receptor 7 Human genes 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 208000026935 allergic disease Diseases 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002955 immunomodulating agent Substances 0.000 abstract 1
- 229940121354 immunomodulator Drugs 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 239000001301 oxygen Chemical group 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
- 230000003612 virological effect Effects 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- 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
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- 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
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Virology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Molecular Biology (AREA)
- Ophthalmology & Optometry (AREA)
- Biotechnology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Otolaryngology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Como procesos para su preparacion, composiciones farmacéuticas que los contienen y su uso en terapia porque tienen propiedades de inmunomoduladoras que actuan vía TLR7 que son utiles en el tratamiento de enfermedades virales, alérgicas y cáncer. Reivindicacion 1: Un compuesto de la formula (1) donde R1 representa alquilo C1-8, cicloalquilo C3-8, o un grupo anular heterocíclico saturado de 3 a 8 miembros que comprende un átomo de O, donde R1 está opcionalmente sustituido por uno o más sustituyentes seleccionados en forma independiente de halogeno, ciano, hidroxilo y alcoxi C1-3; Z1 representa un grupo alquileno C2-6, donde un átomo de carbono en Z1 que no es adyacente a un átomo de nitrogeno puede estar reemplazado con un átomo de oxígeno; X1 representa NR5, >N-COR5, >N-CONR5R5a, CONR5, NR5CO, NR5CONR6 o NR6CONR5; Y1 representa un enlace simple o alquileno C1-6; cada R2 se selecciona en forma independiente de halogeno, ciano, hidroxi, tiol, alquilo C1-3, hidroxialquilo C1-3, haloalquilo C1-3, alcoxi C1-3, haloalcoxi C1-3, alquiltio C1-3, alquilsulfonilo C1-3 y alquilsulfinilo C1-3; R3 representa alquilo C1-6 opcionalmente sustituido por alcoxi C1-6; cada Ra se selecciona en forma independiente de halogeno, ciano, hidroxi, tiol, alquilo C1-3, hidroxialquilo C1-3, haloalquilo C1-3, alcoxi C1-3, haloalcoxi C1-3, alquiltio C1-3, alquilsulfonilo C1-3 y alquilsulfinilo C1-3; R5 y R5a representan cada uno en forma independiente hidrogeno, un anillo heterocíclico saturado de 3 a 8 miembros que comprende un grupo anular O, S(O)p o NR10, un grupo alquilo C1-6 o grupo cicloalquilo C3-6, los ultimos dos grupos estando opcionalmente sustituidos por uno o más sustituyentes seleccionados en forma independiente de NR7R8 o R9, R7 y R8 representan cada uno en forma independiente hidrogeno, un anillo heterocíclico saturado de 3 a 8 miembros que comprende un grupo anular O, S(O)p o NR10a, alquilo C1-6 o cicloalquilo C3-6, los ultimos dos grupos estando opcionalmente sustituidos por uno o más sustituyentes seleccionados en forma independiente de halogeno, ciano, S(O)qR11, OR12, CO2R12, OC(O)R12, SO2NR12R13, CONR12R13, NR12R13, NR12SO2R14, NR12COR13, o un anillo heterocíclico saturado de 3 a 8 miembros que comprende un grupo anular O, S(O)p o NR10b; o R7 y R8 junto con el átomo de nitrogeno al que están unidos forman un anillo heterocíclico saturado de 3 a 8 miembros que comprende un átomo anular de nitrogeno y opcionalmente uno o más heteroátomos adicionales seleccionados en forma independiente de nitrogeno, oxígeno, azufre y sulfonilo, el anillo heterocíclico estando opcionalmente sustituido por uno o más sustituyentes seleccionados en forma independiente de halogeno, ciano, S(O)qR15, OR15, CO2R15, COR15, OC(O)R15, SO2NR15R16, CONR15R16, NR15R16, NR15SO2R17, NR15COR16, NR15CO2R16, heteroarilo, haloalquilo C1-6, cicloalquilo C3-8 y alquilo C1-6, los ultimos dos grupos estando opcionalmente sustituidos por uno o más sustituyentes seleccionados en forma independiente de ciano, S(O)qR18, OR18, CO2R18, SO2NR18R19, CONR18R19 o NR18R19; R9 representa halogeno, ciano, CO2R20, S(O)qR20, OR20, SO2NR20R22, CONR20R22, NR20SO2R21, NR20CO2R21, NR20COR22 o un anillo heterocíclico saturado de 3 a 8 miembros que comprende un grupo anular NR10c; R10, R10a, R10b y R10c representan independientemente hidrogeno, CO2R23, S(O)qR23, COR24, o un grupo alquilo C1-6, alquenilo C2-6, alquinilo C2-6 o cicloalquilo C3-8, donde cada uno puede estar opcionalmente sustituido por uno o más sustituyentes seleccionados en forma independiente de halogeno, ciano, OR25 o NR25R26; R6, R11, R12, R13, R15, R16, R18. R19. R20, R22, R24, R25 y R26 representan cada uno en forma independiente hidrogeno, alquilo C1-6 o cicloalquilo C3-6; R14, R17, R21 y R23 representan cada uno en forma independiente alquilo C1-6 o cicloalquilo C3-6; m, n, p y q representan cada uno en forma independiente un numero entero 0, 1 o 2; y A representa un grupo arilo C6-10 monocíclico o bicíclico o heteroarilo C5-12 monocíclico o bicíclico que contiene 1-3 heteroátomos; y Rb y Rc representan independientemente hidrogeno o alquilo C1-6, o Rb y Rc se combinan juntos para formar cicloalquilo C3-8, o una sal aceptable para uso farmacéutico del mismo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28201709P | 2009-12-03 | 2009-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR079231A1 true AR079231A1 (es) | 2012-01-04 |
Family
ID=43618056
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100104434A AR079231A1 (es) | 2009-12-03 | 2010-12-01 | Derivados de imidazoquinolina |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20110136801A1 (es) |
| EP (1) | EP2507237A1 (es) |
| JP (1) | JP2013512859A (es) |
| AR (1) | AR079231A1 (es) |
| TW (1) | TW201130832A (es) |
| UY (1) | UY33078A (es) |
| WO (1) | WO2011068233A1 (es) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA06011080A (es) | 2004-03-26 | 2007-04-16 | Astrazeneca Ab | Compuesto de 8-oxoadenina 9-sustituido. |
| WO2008004948A1 (en) * | 2006-07-05 | 2008-01-10 | Astrazeneca Ab | 8-oxoadenine derivatives acting as modulators of tlr7 |
| AR065784A1 (es) * | 2007-03-20 | 2009-07-01 | Dainippon Sumitomo Pharma Co | Derivados de 8-oxo adenina,medicamentos que los contienen y usos como agentes terapeuticos para enfermedades alergicas, antivirales o antibacterianas. |
| US8436178B2 (en) * | 2007-05-08 | 2013-05-07 | Astrazeneca Ab | Imidazoquinolines with immuno-modulating properties |
| PE20091236A1 (es) * | 2007-11-22 | 2009-09-16 | Astrazeneca Ab | Derivados de pirimidina como immunomoduladores de tlr7 |
| PE20091156A1 (es) | 2007-12-17 | 2009-09-03 | Astrazeneca Ab | Sales de (3-{[[3-(6-amino-2-butoxi-8-oxo-7,8-dihidro-9h-purin-9-il)propil](3-morfolin-4-ilpropil)amino]metil}fenil)acetato de metilo |
| GB0908772D0 (en) * | 2009-05-21 | 2009-07-01 | Astrazeneca Ab | New salts 756 |
| NO2491035T3 (es) | 2009-10-22 | 2018-01-27 | ||
| CN103370317B (zh) | 2010-12-16 | 2015-10-07 | 阿斯利康(瑞典)有限公司 | 可用于治疗的咪唑并[4,5-c]喹啉-1-基衍生物 |
| EP2651943B1 (en) | 2010-12-17 | 2017-03-22 | Sumitomo Dainippon Pharma Co., Ltd. | Purine derivatives |
| US8728486B2 (en) | 2011-05-18 | 2014-05-20 | University Of Kansas | Toll-like receptor-7 and -8 modulatory 1H imidazoquinoline derived compounds |
| AU2012318694B2 (en) * | 2011-10-04 | 2016-12-22 | Janus Biotherapeutics, Inc. | Novel imidazole quinoline-based immune system modulators |
| JP6184423B2 (ja) | 2012-05-18 | 2017-08-23 | 大日本住友製薬株式会社 | カルボン酸化合物 |
| AR098436A1 (es) * | 2013-11-19 | 2016-05-26 | Actelion Pharmaceuticals Ltd | Compuestos tricíclicos de piperidina |
| GB201321242D0 (en) | 2013-12-02 | 2014-01-15 | Immune Targeting Systems Its Ltd | Immunogenic compound |
| CN106232599B (zh) | 2014-04-22 | 2018-11-16 | 豪夫迈·罗氏有限公司 | 4-氨基-咪唑并喹啉化合物 |
| SI3265458T1 (sl) | 2015-03-06 | 2019-03-29 | F. Hoffmann-La Roche Ag | Benzazepin dikarboksamidne spojine |
| MA42034A (fr) * | 2015-05-04 | 2018-03-14 | Actelion Pharmaceuticals Ltd | Composés pipéridiniques tricycliques |
| AU2016322813B2 (en) * | 2015-09-14 | 2021-04-01 | Pfizer Inc. | Novel imidazo (4,5-c) quinoline and imidazo (4,5-c)(1,5) naphthyridine derivatives as LRRK2 inhibitors |
| WO2017046112A1 (en) | 2015-09-17 | 2017-03-23 | F. Hoffmann-La Roche Ag | Sulfinylphenyl or sulfonimidoylphenyl benzazepines |
| EP3464274B1 (en) | 2016-05-23 | 2020-05-27 | H. Hoffnabb-La Roche Ag | Benzazepine dicarboxamide compounds with secondary amide function |
| WO2017202704A1 (en) | 2016-05-23 | 2017-11-30 | F. Hoffmann-La Roche Ag | Benzazepine dicarboxamide compounds with tertiary amide function |
| CN109311851B (zh) | 2016-06-12 | 2021-08-10 | 豪夫迈·罗氏有限公司 | 二氢嘧啶基苯并氮杂䓬甲酰胺化合物 |
| JP7386536B2 (ja) * | 2017-08-22 | 2023-11-27 | ダイナヴァックス テクノロジーズ コーポレイション | アルキル鎖修飾イミダゾキノリンtlr7/8アゴニスト化合物およびその使用 |
| CN108148032B (zh) * | 2018-03-01 | 2019-12-13 | 北京海步医药科技股份有限公司 | 一种3,4-二氢-2h-1-苯并吡喃-2-羧酸类化合物的制备方法及其应用 |
| JP7349456B2 (ja) | 2018-07-03 | 2023-09-22 | ジエンス ヘンルイ メデイシンカンパニー リミテッド | ピリドピリミジン誘導体、その調製方法およびその医学的使用 |
| CN119455003A (zh) * | 2019-02-12 | 2025-02-18 | Ambrx公司 | 包含抗体-tlr激动剂缀合物的组合物、方法和用途 |
| EP3935047B1 (en) * | 2019-03-07 | 2024-08-07 | BioNTech SE | Process for the preparation of a substituted imidazoquinoline |
| US20220305115A1 (en) | 2019-06-18 | 2022-09-29 | Janssen Sciences Ireland Unlimited Company | Combination of hepatitis b virus (hbv) vaccines and pyridopyrimidine derivatives |
| CA3163386A1 (en) | 2020-01-02 | 2021-07-08 | Qi Wu | Crystal form of pyridopyrimidine derivative and preparation method thereof |
| JP2023533011A (ja) * | 2020-07-08 | 2023-08-01 | スリーエム イノベイティブ プロパティズ カンパニー | N-1分岐イミダゾキノリン、そのコンジュゲート、及び方法 |
| CN114591227A (zh) * | 2021-12-28 | 2022-06-07 | 上海冬洋生物科技有限公司 | 一种ep2受体选择性的前列腺素e2激动剂的制备方法 |
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-
2010
- 2010-11-30 WO PCT/JP2010/071773 patent/WO2011068233A1/en not_active Ceased
- 2010-11-30 JP JP2012525776A patent/JP2013512859A/ja active Pending
- 2010-11-30 EP EP10788414A patent/EP2507237A1/en not_active Withdrawn
- 2010-12-01 AR ARP100104434A patent/AR079231A1/es unknown
- 2010-12-02 TW TW099141932A patent/TW201130832A/zh unknown
- 2010-12-02 US US12/958,846 patent/US20110136801A1/en not_active Abandoned
- 2010-12-03 UY UY0001033078A patent/UY33078A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW201130832A (en) | 2011-09-16 |
| JP2013512859A (ja) | 2013-04-18 |
| EP2507237A1 (en) | 2012-10-10 |
| US20110136801A1 (en) | 2011-06-09 |
| UY33078A (es) | 2011-06-30 |
| WO2011068233A1 (en) | 2011-06-09 |
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