ES2552514T3 - Compuestos bicíclicos de piperazina - Google Patents
Compuestos bicíclicos de piperazina Download PDFInfo
- Publication number
- ES2552514T3 ES2552514T3 ES12795138.2T ES12795138T ES2552514T3 ES 2552514 T3 ES2552514 T3 ES 2552514T3 ES 12795138 T ES12795138 T ES 12795138T ES 2552514 T3 ES2552514 T3 ES 2552514T3
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- nhch3
- och2ch2oh
- och2ch3
- och3
- formula
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- -1 Bicyclic Piperazine Compounds Chemical class 0.000 title abstract 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000004011 3 membered carbocyclic group Chemical group 0.000 abstract 2
- 125000001845 4 membered carbocyclic group Chemical group 0.000 abstract 2
- 125000001054 5 membered carbocyclic group Chemical group 0.000 abstract 2
- 125000004008 6 membered carbocyclic group Chemical group 0.000 abstract 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000006299 oxetan-3-yl group Chemical group [H]C1([H])OC([H])([H])C1([H])* 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 abstract 1
- 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/5025—Pyridazines; Hydrogenated pyridazines ortho- or peri-condensed with heterocyclic ring systems
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Virology (AREA)
- Neurology (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
Un compuesto, seleccionado de entre la Fórmula I: **Fórmula** ( Copiar figura 2 - Fórmula I - de la página 3) o estereómeros, tautómeros o sales farmacéuticamente aceptables de éstos, en donde, la lína continua / discontinua , indica un enlace individual o doble; X1, es CR1 ó N; X2, es CR2 ó N; X3, es CR3 ó N; en donde, ninguna, una, ó dos de entre las X1, X2 y X3, son N; Y1 e Y2, se seleccionan, de una forma independiente, entre CH y N; Y3, es C ó N; Y4, es CR6, N ó NH; en donde, una, ó dos de entre las Y1, Y2, Y3, e Y4, son N; R1, R2 y R3 , se seleccionan, de una forma independiente, de entre H, F, Cl, -NH2, -NHCH3, -N(CH3)2,-OH, -OCH3, -OCH2CH3, -OCH2CH2OH, y alquilo C1-C3 opcionalmente sustituido con F, Cl, CN, -NH2, -NHCH3, -N(CH3) , -OH, -OCH3, -OCH2CH3, y -OCH2CH2OH; R4, se selecciona de entre H, F, Cl, CN, -CH2OH, -CH(CH3)OH, -C(CH3)2OH,-CH(CF3)OH, -CH2F, -CHF2, -CH2CHF2, -CF3, -C(O)NH2, -C(O)NHCH3, -C(O)N(CH3)2, -NH2, -NHCH3, -N(CH3)2, -NHC(O)CH3, -OH, -OCH3, -OCH2CH3, -OCH2CH2OH, ciclopropilo, ciclopropilmetilo, 1-hidroxiciclopropilo, imidazolilo, pirazolilo, 3-hidroxi-oxetan- 3-ilo, oxetan-3-ilo, y azetidin-1-ilo; R5, se selecciona de entre -CH3, -CH2CH3, -CH2OH, -CH2F, -CHF2, -CF3, -CN, y -CH2CH2OH; ó dos grupos R5, forman un anillo carbocíclico o heterocíclico de 3, 4, 5, ó 6-miembros; ó un grupo R5 y un grupo R8, forman un anillo carbocíclico o heterocíclico de 3, 4, 5, ó 6-miembros; n, es 0, 1, 2, 3, ó 4; R6, se selecciona de entre H, Cl, -CH3, -CH2CH3, -CH2CH2OH, -CH2F, -CHF2, -CF3, -NH2, -NHCH3, -N(CH3)2, -OH, -OCH3, -OCH2CH3, y -OCH2CH2OH; R7, se selecciona de entre las estructuras:**Fórmula** en donde, la línea ondulada, indica el sitio de unión; R8, se selecciona de entre H, -CH3, -S(O)2CH3, ciclopropilo, azetidin-3-ilo, oxetan-3-ilo, y morfolin-4-ilo; Z, es CR9 ó N; en donde, R9, se selecciona de entre H, F, Cl, -CH3, -CH2CH3, -CH2CH2OH, -NH2, -NHCH3, -N(CH3)2, -OH, -OCH3, -OCH2CH3, y -OCH2CH2OH.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161555396P | 2011-11-03 | 2011-11-03 | |
US201161555396P | 2011-11-03 | ||
PCT/US2012/063171 WO2013067260A1 (en) | 2011-11-03 | 2012-11-02 | Bicyclic piperazine compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2552514T3 true ES2552514T3 (es) | 2015-11-30 |
Family
ID=47279001
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES12795138.2T Active ES2552514T3 (es) | 2011-11-03 | 2012-11-02 | Compuestos bicíclicos de piperazina |
Country Status (12)
Country | Link |
---|---|
US (1) | US8722676B2 (es) |
EP (1) | EP2773640B1 (es) |
JP (1) | JP5808869B2 (es) |
KR (1) | KR20140096100A (es) |
CN (1) | CN104105697B (es) |
BR (1) | BR112014010391A2 (es) |
CA (1) | CA2852964A1 (es) |
ES (1) | ES2552514T3 (es) |
HK (1) | HK1201268A1 (es) |
MX (1) | MX2014005285A (es) |
RU (1) | RU2628616C2 (es) |
WO (1) | WO2013067260A1 (es) |
Families Citing this family (32)
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JP5832664B2 (ja) * | 2011-12-09 | 2015-12-16 | エフ.ホフマン−ラ ロシュ アーゲーF. Hoffmann−La Roche Aktiengesellschaft | ブルトン型チロシンキナーゼの阻害剤 |
EP2813504A1 (en) * | 2013-06-14 | 2014-12-17 | Institut Quimic De Sarriá Cets, Fundació Privada | 4-Amino-6-(2,6-dichlorophenyl)-2-(phenylamino)-pyrido[2,3-d]pyrimidin-7(8H)-one derivatives, synthesis and uses thereof |
US9326985B2 (en) | 2013-07-03 | 2016-05-03 | Genentech, Inc. | Heteroaryl pyridone and aza-pyridone amide compounds |
CN103360399B (zh) * | 2013-08-02 | 2016-03-02 | 北京大学 | 6-芳基取代-咪唑-[1,2-b]哒嗪类衍生物,其制备方法及用途 |
CN105793251B (zh) | 2013-12-05 | 2018-10-12 | 豪夫迈·罗氏有限公司 | 具有亲电子官能性的杂芳基吡啶酮和氮杂-吡啶酮化合物 |
MX2016006351A (es) * | 2013-12-13 | 2016-08-01 | Hoffmann La Roche | Inhibidores de tirosina cinasa de bruton. |
MX2016011674A (es) | 2014-03-12 | 2017-04-27 | Novartis Ag | Combinacion que comprende un inhibidor de btk y un inhibidor de akt. |
WO2015157955A1 (en) | 2014-04-17 | 2015-10-22 | Abbvie Inc. | Heterocyclic btk inhibit ors |
WO2015177367A1 (en) | 2014-05-23 | 2015-11-26 | Active Biotech Ab | Novel compounds useful as s100-inhibitors |
JP6507234B2 (ja) | 2014-10-02 | 2019-04-24 | エフ.ホフマン−ラ ロシュ アーゲーF. Hoffmann−La Roche Aktiengesellschaft | ブルトンチロシンキナーゼ(btk)によって介入される障害の処置における使用のためのピラゾールカルボキサミド化合物 |
EP3212645B1 (en) | 2014-10-27 | 2018-11-28 | F.Hoffmann-La Roche Ag | Process for making tricyclic lactam compounds |
PL3267984T4 (pl) * | 2015-03-10 | 2022-05-02 | Aurigene Discovery Technologies Limited | Związki 1,2,4-oksadiazolu i tiadiazolu jako immunomodulatory |
CN104744463A (zh) * | 2015-03-31 | 2015-07-01 | 山东友帮生化科技有限公司 | 6-氯-8-溴咪唑并[1,2-a]吡啶的合成方法 |
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AR110282A1 (es) | 2016-12-02 | 2019-03-13 | Hoffmann La Roche | Compuestos de amida bicíclica y uso de éstos en el tratamiento de enfermedades mediadas por rip1 |
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EP3564232B1 (en) | 2016-12-27 | 2022-01-26 | Riken | Bmp-signal-inhibiting compound |
CN109206435B (zh) * | 2017-06-29 | 2020-09-08 | 中国医药研究开发中心有限公司 | 噻吩并[3,2-d]嘧啶类化合物及其制备方法和医药用途 |
KR20240065201A (ko) | 2017-07-14 | 2024-05-14 | 에프. 호프만-라 로슈 아게 | 이환형 케톤 화합물 및 이의 사용 방법 |
BR112020008446A2 (pt) | 2017-10-31 | 2020-12-29 | F. Hoffmann-La Roche Ag | Sulfonas e sulfóxidos bicíclicos e seus métodos de uso |
CN110256446B (zh) * | 2018-08-01 | 2021-12-14 | 上海海雁医药科技有限公司 | 苯并杂环取代的环戊二烯并[4,5]吡咯并吡嗪-1-酮衍生物及其应用 |
CA3131517A1 (en) | 2019-02-25 | 2020-09-03 | Guangzhou Lupeng Pharmaceutical Company Ltd. | Inhibitor of btk and mutants thereof |
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-
2012
- 2012-11-02 US US13/667,121 patent/US8722676B2/en active Active
- 2012-11-02 EP EP12795138.2A patent/EP2773640B1/en not_active Not-in-force
- 2012-11-02 RU RU2014121073A patent/RU2628616C2/ru not_active IP Right Cessation
- 2012-11-02 BR BR112014010391A patent/BR112014010391A2/pt not_active IP Right Cessation
- 2012-11-02 MX MX2014005285A patent/MX2014005285A/es active IP Right Grant
- 2012-11-02 KR KR1020147014768A patent/KR20140096100A/ko not_active Application Discontinuation
- 2012-11-02 ES ES12795138.2T patent/ES2552514T3/es active Active
- 2012-11-02 WO PCT/US2012/063171 patent/WO2013067260A1/en active Application Filing
- 2012-11-02 CN CN201280065858.5A patent/CN104105697B/zh not_active Expired - Fee Related
- 2012-11-02 JP JP2014540110A patent/JP5808869B2/ja not_active Expired - Fee Related
- 2012-11-02 CA CA2852964A patent/CA2852964A1/en not_active Abandoned
-
2015
- 2015-02-18 HK HK15101808.3A patent/HK1201268A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
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HK1201268A1 (en) | 2015-08-28 |
WO2013067260A1 (en) | 2013-05-10 |
RU2628616C2 (ru) | 2017-08-21 |
BR112014010391A2 (pt) | 2017-04-18 |
US8722676B2 (en) | 2014-05-13 |
JP5808869B2 (ja) | 2015-11-10 |
US20130116262A1 (en) | 2013-05-09 |
CN104105697B (zh) | 2016-11-09 |
EP2773640B1 (en) | 2015-08-19 |
EP2773640A1 (en) | 2014-09-10 |
RU2014121073A (ru) | 2015-12-10 |
CA2852964A1 (en) | 2013-05-10 |
CN104105697A (zh) | 2014-10-15 |
KR20140096100A (ko) | 2014-08-04 |
JP2014532715A (ja) | 2014-12-08 |
MX2014005285A (es) | 2014-05-30 |
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