AR078770A1 - DERIVATIVES OF DIHYDROBENZO OXACINES AND THIAZINES, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND USE OF THE SAME FOR THE TREATMENT OF INFLAMMATORY AND HYPERPROLIFERATIVE DISEASES. - Google Patents
DERIVATIVES OF DIHYDROBENZO OXACINES AND THIAZINES, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND USE OF THE SAME FOR THE TREATMENT OF INFLAMMATORY AND HYPERPROLIFERATIVE DISEASES.Info
- Publication number
- AR078770A1 AR078770A1 ARP100103919A ARP100103919A AR078770A1 AR 078770 A1 AR078770 A1 AR 078770A1 AR P100103919 A ARP100103919 A AR P100103919A AR P100103919 A ARP100103919 A AR P100103919A AR 078770 A1 AR078770 A1 AR 078770A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- heteroaryl
- hydrogen
- alk
- Prior art date
Links
- 201000010099 disease Diseases 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title 1
- 230000003463 hyperproliferative effect Effects 0.000 title 1
- 230000002757 inflammatory effect Effects 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 150000004897 thiazines Chemical class 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 abstract 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 abstract 2
- 150000001204 N-oxides Chemical class 0.000 abstract 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- A61P17/04—Antipruritics
-
- 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
- A61P17/06—Antipsoriatics
-
- 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
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- 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
-
- 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]
-
- 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
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/16—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- 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
- C07D413/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D417/12—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 chain containing hetero atoms as chain links
-
- 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
- C07D417/14—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 three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Dermatology (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pain & Pain Management (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Oncology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Reivindicacion 1: Compuesto de 2,3-dihidrobenzazina de la formula (1) en la que X es O o S(=O)n siendo n 0, 1 o 2; R1 es fenilo o heteroarilo monocíclico de 5 o 6 miembros unido en C, en los que el fenilo y heteroarilo de 5 o 6 miembros monocíclicos no están sustituidos o llevan 1, 2 o 3 radicales R1a que son idénticos o diferentes; R1a se selecciona del grupo constituido por halogeno, ciano, NO2, NH2, OH, SH, alquilo C1-10, alquenilo C2-10, alquinilo C2-10, alcoxi C1-6, alquiltio C1-6, hidroxialquilo C1-6, alcoxi C1-4-alquilo C1-4, alquilo C1-2 fluorado, SF5, alcoxi C1-2 fluorado, C(O)R3, NR4R5, N(OR6)R7 y C(O)OR8, o dos radicales R1a que estén unidos a átomos de carbono adyacentes pueden formar también un resto que forme puente O-Alk-O, en el que Alk se selecciona de CH2, CH2CH2, CHF y CF2; R2 es fenilo o heteroarilo monocíclico de 5 o 6 miembros unido en C o unido en N, en los que fenilo y heteroarilo de 5 o 6 miembros monocíclico no están sustituidos o llevan 1, 2 o 3 radicales R1a que son idénticos o diferentes; R2a se selecciona del grupo constituido por halogeno, ciano, NO2, NH2, OH, SH, alquilo C1-10, alquenilo C2-10, alquinilo C2-10, alcoxi C1-6, alquiltio C1-6, hidroxialquilo C1-6, alcoxi C1-4-alquilo C1-4, alquilo C1-2 fluorado, SF5, alcoxi C1-2 fluorado, C(O)R3, NR4R5, N(OR6)R7 y C(O)OR8, o dos radicales R2a que estén unidos a átomos de carbono adyacentes pueden formar también un resto que forme puente O-Alk-O, en el que Alk se selecciona de CH2, CH2CH2, CHF y CF2; R3 es alquilo C1-4; R4 es hidrogeno o alquilo C1-6, R5 es alquilo C1-6, hidroxialquilo C2-6, alcoxi C1-4-alquilo C2-4 o un radical C(O)Rx, en el que Rx es alquilo C1-4; o R4, R5 conjuntamente con el átomo de hidrogeno al que están unidos, forman un heterociclo de nitrogeno saturado de 5 o 6 miembros, unido en N; R6 es hidrogeno o alquilo C1-6, R7 es hidrogeno o alquilo C1-6, R8 es hidrogeno, alquilo C1-6, hidroxialquilo C2-6 o alcoxi C1-4-alquilo C2-4; sus sales farmacéuticamente aceptables, y si uno o ambos de R1 y R2 son un heteroarilo de 5 o 6 miembros que contiene nitrogeno, sus N-oxidos y las sales farmacéuticamente aceptables de dichos N-oxidos.Claim 1: Compound of 2,3-dihydrobenzazine of the formula (1) wherein X is O or S (= O) n being n 0, 1 or 2; R1 is a 5 or 6-membered C or 5-membered monocyclic phenyl or heteroaryl, in which the 5 or 6 monocyclic phenyl and heteroaryl are unsubstituted or carry 1, 2 or 3 R1a radicals that are identical or different; R1a is selected from the group consisting of halogen, cyano, NO2, NH2, OH, SH, C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, C1-6 alkoxy, C1-6 alkylthio, C1-6 hydroxyalkyl, alkoxy C1-4-C1-4 alkyl, fluorinated C1-2 alkyl, SF5, fluorinated C1-2 alkoxy, C (O) R3, NR4R5, N (OR6) R7 and C (O) OR8, or two R1a radicals that are attached adjacent carbon atoms may also form a moiety that forms an O-Alk-O bridge, in which Alk is selected from CH2, CH2CH2, CHF and CF2; R2 is 5 or 6-membered monocyclic phenyl or heteroaryl attached in C or attached in N, in which phenyl and 5 or 6 monocyclic heteroaryl are unsubstituted or carry 1, 2 or 3 R1a radicals that are identical or different; R2a is selected from the group consisting of halogen, cyano, NO2, NH2, OH, SH, C1-10 alkyl, C2-10 alkenyl, C2-10 alkynyl, C1-6 alkoxy, C1-6 alkylthio, C1-6 hydroxyalkyl, alkoxy C1-4-C1-4 alkyl, fluorinated C1-2 alkyl, SF5, fluorinated C1-2 alkoxy, C (O) R3, NR4R5, N (OR6) R7 and C (O) OR8, or two R2a radicals that are attached adjacent carbon atoms may also form a moiety that forms an O-Alk-O bridge, in which Alk is selected from CH2, CH2CH2, CHF and CF2; R3 is C1-4 alkyl; R4 is hydrogen or C1-6 alkyl, R5 is C1-6 alkyl, C2-6 hydroxyalkyl, C1-4 alkoxy-C2-4 alkyl or a C (O) Rx radical, wherein Rx is C1-4 alkyl; or R4, R5 together with the hydrogen atom to which they are attached, form a 5- or 6-membered saturated nitrogen heterocycle, bonded in N; R6 is hydrogen or C1-6 alkyl, R7 is hydrogen or C1-6 alkyl, R8 is hydrogen, C1-6 alkyl, hydroxyC2-6 alkyl or C1-4 alkoxy-C2-4 alkyl; its pharmaceutically acceptable salts, and if one or both of R1 and R2 are a 5 or 6 membered heteroaryl containing nitrogen, its N-oxides and the pharmaceutically acceptable salts of said N-oxides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP2009064138 | 2009-10-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR078770A1 true AR078770A1 (en) | 2011-11-30 |
Family
ID=42044761
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100103919A AR078770A1 (en) | 2009-10-27 | 2010-10-25 | DERIVATIVES OF DIHYDROBENZO OXACINES AND THIAZINES, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND USE OF THE SAME FOR THE TREATMENT OF INFLAMMATORY AND HYPERPROLIFERATIVE DISEASES. |
Country Status (3)
| Country | Link |
|---|---|
| AR (1) | AR078770A1 (en) |
| TW (1) | TW201120018A (en) |
| WO (1) | WO2011057892A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9029368B2 (en) | 2011-11-30 | 2015-05-12 | Actelion Pharmaceuticals Ltd. | 3,7-disubstituted octahydro-2H-pyrido[4,3-E][1,3]oxazin-2-one antibiotics |
| CN103102329B (en) * | 2013-01-24 | 2015-04-08 | 华东师范大学 | Synthetic method of 2,3-dihydro-[1,4]-benzothiazine compound |
| WO2016201225A1 (en) | 2015-06-11 | 2016-12-15 | Lycera Corporation | Aryl dihydro-2h-benzo[b][1,4]oxazine sulfonamide and related compounds for use as agonists of rory and the treatment of disease |
| WO2020055164A1 (en) * | 2018-09-12 | 2020-03-19 | 크리스탈지노믹스(주) | 7-hydroxy-4h-thieno[3,2-b]pyridin-5-on derivative and use thereof |
| CN115557913A (en) * | 2021-07-02 | 2023-01-03 | 广东东阳光药业有限公司 | Benzazine Heterocyclic Compounds and Their Application in Medicine |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT72878B (en) | 1980-04-24 | 1983-03-29 | Merck & Co Inc | Process for preparing mannich-base hydroxamic acid pro-drugs for the improved delivery of non-steroidal anti-inflammatory agents |
| KR100636475B1 (en) * | 2002-05-13 | 2006-10-18 | 에프. 호프만-라 로슈 아게 | Benzoxazine Derivatives and Uses thereof as 5-HT6 Modulators |
| AU2003303231A1 (en) | 2002-12-20 | 2004-07-14 | Warner-Lambert Company Llc | Benzoxazines and derivatives thereof as inhibitors of pi3ks |
| US20050049309A1 (en) | 2003-07-14 | 2005-03-03 | Lynn Kirkpatrick | Regulation of HIF protein levels via deubiquitination pathway |
| NZ555644A (en) | 2004-11-09 | 2009-04-30 | Santaris Pharma As | Potent LNA oligonucleotides for the inhibition of HIF-1A expression |
| ITMI20042475A1 (en) | 2004-12-23 | 2005-03-23 | Cell Therapeutics Europe Srl | USE OF THIAZOLIDINONIC DERIVATIVES AS THERAPEUTIC AGENTS |
| US8071795B2 (en) | 2005-08-25 | 2011-12-06 | Emory University | HIF inhibitors |
| ES2382214T3 (en) | 2006-02-13 | 2012-06-06 | F. Hoffmann-La Roche Ag | Heterobicyclic sulfonamide derivatives for the treatment of diabetes |
| WO2007130037A1 (en) | 2006-05-02 | 2007-11-15 | Emory University | Hif-1 inhibitors and methods of use thereof |
| KR100787131B1 (en) | 2006-07-04 | 2007-12-21 | 한국생명공학연구원 | Compounds that inhibit HIF-1 activity, preparation method thereof, and pharmaceutical composition containing the same as an active ingredient |
| WO2009035997A2 (en) | 2007-09-14 | 2009-03-19 | Cara Therapeutics, Inc. | Benzo-fused heterocycles |
-
2010
- 2010-10-25 AR ARP100103919A patent/AR078770A1/en unknown
- 2010-10-26 WO PCT/EP2010/066175 patent/WO2011057892A1/en not_active Ceased
- 2010-10-27 TW TW099136761A patent/TW201120018A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011057892A1 (en) | 2011-05-19 |
| TW201120018A (en) | 2011-06-16 |
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