ES2455266T3 - Heterociclos bicíclicos y su utilización como antagonistas del receptor CCR2 - Google Patents
Heterociclos bicíclicos y su utilización como antagonistas del receptor CCR2 Download PDFInfo
- Publication number
- ES2455266T3 ES2455266T3 ES10766012.8T ES10766012T ES2455266T3 ES 2455266 T3 ES2455266 T3 ES 2455266T3 ES 10766012 T ES10766012 T ES 10766012T ES 2455266 T3 ES2455266 T3 ES 2455266T3
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- Prior art keywords
- hydroxy
- methyl
- spiro
- aza
- oct
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- 239000002464 receptor antagonist Substances 0.000 title claims description 6
- 229940044551 receptor antagonist Drugs 0.000 title claims description 6
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- 108010017312 CCR2 Receptors Proteins 0.000 title description 8
- 125000002618 bicyclic heterocycle group Chemical group 0.000 title description 2
- -1 C1-alkoxy -6 Chemical group 0.000 claims abstract description 314
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 64
- 125000001424 substituent group Chemical group 0.000 claims abstract description 63
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 38
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- 239000001257 hydrogen Substances 0.000 claims abstract description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 31
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 30
- 150000002367 halogens Chemical class 0.000 claims abstract description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 27
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 26
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 26
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims abstract description 24
- 125000003118 aryl group Chemical group 0.000 claims abstract description 21
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 21
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims abstract description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 18
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims abstract description 17
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
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- MPVDXIMFBOLMNW-UHFFFAOYSA-N chembl1615565 Chemical compound OC1=CC=C2C=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=C1N=NC1=CC=CC=C1 MPVDXIMFBOLMNW-UHFFFAOYSA-N 0.000 claims description 5
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 4
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- 208000031229 Cardiomyopathies Diseases 0.000 claims description 4
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- 125000005843 halogen group Chemical group 0.000 claims description 3
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- QZVQQUVWFIZUBQ-UHFFFAOYSA-N 3-fluoroaniline Chemical compound NC1=CC=CC(F)=C1 QZVQQUVWFIZUBQ-UHFFFAOYSA-N 0.000 claims 1
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- BLLTXPYSRKDJCI-BVSLBCMMSA-N tert-butyl (2s,5s)-2-but-3-enyl-5-[[[(2s)-1-methoxy-1-oxopropan-2-yl]-phenylmethoxycarbonylamino]methyl]pyrrolidine-1-carboxylate Chemical compound C=1C=CC=CC=1COC(=O)N([C@@H](C)C(=O)OC)C[C@@H]1CC[C@H](CCC=C)N1C(=O)OC(C)(C)C BLLTXPYSRKDJCI-BVSLBCMMSA-N 0.000 description 1
- FTVPRHRQPORQQG-RYUDHWBXSA-N tert-butyl (2s,5s)-2-but-3-enyl-5-formylpyrrolidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1[C@@H](CCC=C)CC[C@H]1C=O FTVPRHRQPORQQG-RYUDHWBXSA-N 0.000 description 1
- RUPAXCPQAAOIPB-UHFFFAOYSA-N tert-butyl formate Chemical compound CC(C)(C)OC=O RUPAXCPQAAOIPB-UHFFFAOYSA-N 0.000 description 1
- 125000005887 tetrahydrobenzofuranyl group Chemical group 0.000 description 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- 230000008478 viral entry into host cell Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A61P21/02—Muscle relaxants, e.g. for tetanus or cramps
-
- 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
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
-
- 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
-
- 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
- A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Obesity (AREA)
- Vascular Medicine (AREA)
- Hematology (AREA)
- Emergency Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Endocrinology (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09172408 | 2009-10-07 | ||
| EP09172408 | 2009-10-07 | ||
| PCT/EP2010/064770 WO2011042399A1 (en) | 2009-10-07 | 2010-10-05 | Bicyclic heterocycles and their use as ccr2 receptor antagonists |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2455266T3 true ES2455266T3 (es) | 2014-04-15 |
Family
ID=43105073
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES10766012.8T Active ES2455266T3 (es) | 2009-10-07 | 2010-10-05 | Heterociclos bicíclicos y su utilización como antagonistas del receptor CCR2 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8471004B2 (OSRAM) |
| EP (1) | EP2486042B1 (OSRAM) |
| JP (1) | JP5559336B2 (OSRAM) |
| KR (1) | KR101451487B1 (OSRAM) |
| CN (1) | CN102574858B (OSRAM) |
| AU (1) | AU2010305495A1 (OSRAM) |
| BR (1) | BR112012008221A2 (OSRAM) |
| CA (1) | CA2774215A1 (OSRAM) |
| ES (1) | ES2455266T3 (OSRAM) |
| IL (1) | IL217965A0 (OSRAM) |
| IN (1) | IN2012DN00764A (OSRAM) |
| MX (1) | MX2012002390A (OSRAM) |
| WO (1) | WO2011042399A1 (OSRAM) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140329809A1 (en) | 2011-10-28 | 2014-11-06 | Galderma Research & Development | New leukocyte infiltrate markers for rosacea and uses thereof |
| ES2764840T3 (es) | 2015-01-28 | 2020-06-04 | Univ Bordeaux | Uso de plerixafor para tratar y/o prevenir exacerbaciones agudas de la enfermedad pulmonar obstructiva crónica |
| WO2020033791A1 (en) | 2018-08-09 | 2020-02-13 | Verseau Therapeutics, Inc. | Oligonucleotide compositions for targeting ccr2 and csf1r and uses thereof |
| CN111423454B (zh) * | 2020-04-24 | 2021-06-22 | 苏州大学 | 哌嗪类化合物及其在制备趋化因子受体ccr2拮抗剂中的应用 |
| CN113979889A (zh) * | 2021-11-09 | 2022-01-28 | 西安康福诺生物科技有限公司 | 一种双官能化聚乙二醇基胺的合成方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3740256A1 (de) | 1987-05-14 | 1988-12-08 | Bayer Ag | Thiazolo-hydantoine |
| WO2002070523A1 (en) * | 2001-03-07 | 2002-09-12 | Pfizer Products Inc. | Modulators of chemokine receptor activity |
| EP1599206A4 (en) * | 2003-02-24 | 2008-05-21 | Merck & Co Inc | AMINOCYCLOPENTYL-CONDENSED HETEROTRICYCLIC AMID MODULATORS OF CHEMOKIN RECEPTOR ACTIVITY |
| AR049119A1 (es) * | 2004-05-26 | 2006-06-28 | Janssen Pharmaceutica Nv | Mercaptoimidazoles como antagonistas del receptor ccr2 |
| US20060199805A1 (en) * | 2005-03-04 | 2006-09-07 | Boehringer Ingelheim International Gmbh | Pharmaceutical compositions for the treatment and/or prevention of anxiety disorders |
| KR101176697B1 (ko) * | 2006-04-20 | 2012-08-23 | 에프. 호프만-라 로슈 아게 | 케모카인 수용체의 다이아제판 유도체 조절자 |
| EP2220055A2 (en) | 2007-07-19 | 2010-08-25 | F. Hoffmann-La Roche AG | Novel heterocyclyl compounds and their use as chemokine antagonists |
| EP2205583A2 (en) | 2007-10-01 | 2010-07-14 | F. Hoffmann-Roche AG | N-heterocyclic biaryl carboxamides as ccr receptor antagonists |
-
2010
- 2010-09-29 US US12/892,968 patent/US8471004B2/en not_active Expired - Fee Related
- 2010-10-05 MX MX2012002390A patent/MX2012002390A/es active IP Right Grant
- 2010-10-05 AU AU2010305495A patent/AU2010305495A1/en not_active Abandoned
- 2010-10-05 KR KR1020127008883A patent/KR101451487B1/ko not_active Expired - Fee Related
- 2010-10-05 ES ES10766012.8T patent/ES2455266T3/es active Active
- 2010-10-05 IN IN764DEN2012 patent/IN2012DN00764A/en unknown
- 2010-10-05 CA CA2774215A patent/CA2774215A1/en not_active Abandoned
- 2010-10-05 EP EP10766012.8A patent/EP2486042B1/en not_active Not-in-force
- 2010-10-05 JP JP2012532559A patent/JP5559336B2/ja not_active Expired - Fee Related
- 2010-10-05 WO PCT/EP2010/064770 patent/WO2011042399A1/en not_active Ceased
- 2010-10-05 BR BR112012008221A patent/BR112012008221A2/pt not_active IP Right Cessation
- 2010-10-05 CN CN201080044805.6A patent/CN102574858B/zh not_active Expired - Fee Related
-
2012
- 2012-02-06 IL IL217965A patent/IL217965A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR101451487B1 (ko) | 2014-10-15 |
| WO2011042399A1 (en) | 2011-04-14 |
| AU2010305495A1 (en) | 2012-03-15 |
| US8471004B2 (en) | 2013-06-25 |
| CN102574858B (zh) | 2015-06-24 |
| BR112012008221A2 (pt) | 2016-03-08 |
| US20110082294A1 (en) | 2011-04-07 |
| JP5559336B2 (ja) | 2014-07-23 |
| CN102574858A (zh) | 2012-07-11 |
| JP2013506701A (ja) | 2013-02-28 |
| EP2486042A1 (en) | 2012-08-15 |
| KR20120051090A (ko) | 2012-05-21 |
| IL217965A0 (en) | 2012-03-29 |
| MX2012002390A (es) | 2012-04-02 |
| IN2012DN00764A (OSRAM) | 2015-06-26 |
| CA2774215A1 (en) | 2011-04-14 |
| EP2486042B1 (en) | 2014-01-22 |
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