JP2009510103A5 - - Google Patents
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- Publication number
- JP2009510103A5 JP2009510103A5 JP2008533682A JP2008533682A JP2009510103A5 JP 2009510103 A5 JP2009510103 A5 JP 2009510103A5 JP 2008533682 A JP2008533682 A JP 2008533682A JP 2008533682 A JP2008533682 A JP 2008533682A JP 2009510103 A5 JP2009510103 A5 JP 2009510103A5
- Authority
- JP
- Japan
- Prior art keywords
- pyrimidin
- diethylamino
- phenylalanine
- carbonyloxy
- amino
- 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.)
- Granted
Links
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims 100
- -1 carboxy ester Chemical class 0.000 claims 92
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 84
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 80
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims 59
- 125000000623 heterocyclic group Chemical group 0.000 claims 40
- 150000001875 compounds Chemical class 0.000 claims 33
- 229910052739 hydrogen Inorganic materials 0.000 claims 27
- 239000001257 hydrogen Substances 0.000 claims 27
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 27
- 125000001072 heteroaryl group Chemical group 0.000 claims 26
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000000547 substituted alkyl group Chemical group 0.000 claims 18
- 125000003545 alkoxy group Chemical group 0.000 claims 13
- 125000003118 aryl group Chemical group 0.000 claims 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 13
- 125000002947 alkylene group Chemical group 0.000 claims 12
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 12
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 12
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims 11
- 125000003107 substituted aryl group Chemical group 0.000 claims 11
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 229910052757 nitrogen Inorganic materials 0.000 claims 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 8
- 125000003342 alkenyl group Chemical group 0.000 claims 7
- 125000000304 alkynyl group Chemical group 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 125000004429 atom Chemical group 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 6
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 6
- 125000004426 substituted alkynyl group Chemical group 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000000651 prodrug Substances 0.000 claims 5
- 229940002612 prodrug Drugs 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 206010008909 Chronic Hepatitis Diseases 0.000 claims 4
- 206010020751 Hypersensitivity Diseases 0.000 claims 4
- 230000001154 acute effect Effects 0.000 claims 4
- 208000026935 allergic disease Diseases 0.000 claims 4
- 230000001363 autoimmune Effects 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 208000027866 inflammatory disease Diseases 0.000 claims 4
- 230000001404 mediated effect Effects 0.000 claims 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- 125000002252 acyl group Chemical group 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 2
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- 208000030507 AIDS Diseases 0.000 claims 2
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims 2
- 208000032671 Allergic granulomatous angiitis Diseases 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 2
- 206010002921 Aortitis Diseases 0.000 claims 2
- 208000032467 Aplastic anaemia Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 208000008439 Biliary Liver Cirrhosis Diseases 0.000 claims 2
- 208000033222 Biliary cirrhosis primary Diseases 0.000 claims 2
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 208000006344 Churg-Strauss Syndrome Diseases 0.000 claims 2
- 206010009900 Colitis ulcerative Diseases 0.000 claims 2
- 206010010744 Conjunctivitis allergic Diseases 0.000 claims 2
- 208000011231 Crohn disease Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- 206010012438 Dermatitis atopic Diseases 0.000 claims 2
- 201000003066 Diffuse Scleroderma Diseases 0.000 claims 2
- 206010073508 Drug reaction with eosinophilia and systemic symptoms Diseases 0.000 claims 2
- 206010014950 Eosinophilia Diseases 0.000 claims 2
- 208000018428 Eosinophilic granulomatosis with polyangiitis Diseases 0.000 claims 2
- 206010015226 Erythema nodosum Diseases 0.000 claims 2
- 208000007465 Giant cell arteritis Diseases 0.000 claims 2
- 206010072579 Granulomatosis with polyangiitis Diseases 0.000 claims 2
- 206010019280 Heart failures Diseases 0.000 claims 2
- 206010019755 Hepatitis chronic active Diseases 0.000 claims 2
- 206010019759 Hepatitis chronic persistent Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 108010041012 Integrin alpha4 Proteins 0.000 claims 2
- 108010008212 Integrin alpha4beta1 Proteins 0.000 claims 2
- 208000005615 Interstitial Cystitis Diseases 0.000 claims 2
- 208000004852 Lung Injury Diseases 0.000 claims 2
- 206010025327 Lymphopenia Diseases 0.000 claims 2
- 201000009906 Meningitis Diseases 0.000 claims 2
- 206010027476 Metastases Diseases 0.000 claims 2
- 208000009525 Myocarditis Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000003435 Optic Neuritis Diseases 0.000 claims 2
- 206010035664 Pneumonia Diseases 0.000 claims 2
- 208000012654 Primary biliary cholangitis Diseases 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 201000001263 Psoriatic Arthritis Diseases 0.000 claims 2
- 208000036824 Psoriatic arthropathy Diseases 0.000 claims 2
- 208000033464 Reiter syndrome Diseases 0.000 claims 2
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims 2
- 206010038910 Retinitis Diseases 0.000 claims 2
- 206010039085 Rhinitis allergic Diseases 0.000 claims 2
- 201000009594 Systemic Scleroderma Diseases 0.000 claims 2
- 206010042953 Systemic sclerosis Diseases 0.000 claims 2
- 206010043781 Thyroiditis chronic Diseases 0.000 claims 2
- 206010069363 Traumatic lung injury Diseases 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 2
- 206010046851 Uveitis Diseases 0.000 claims 2
- 206010047115 Vasculitis Diseases 0.000 claims 2
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims 2
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims 2
- 208000002205 allergic conjunctivitis Diseases 0.000 claims 2
- 201000010105 allergic rhinitis Diseases 0.000 claims 2
- 230000007815 allergy Effects 0.000 claims 2
- 206010003246 arthritis Diseases 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 208000024998 atopic conjunctivitis Diseases 0.000 claims 2
- 201000008937 atopic dermatitis Diseases 0.000 claims 2
- 125000005605 benzo group Chemical group 0.000 claims 2
- 208000029028 brain injury Diseases 0.000 claims 2
- 206010008118 cerebral infarction Diseases 0.000 claims 2
- 208000026106 cerebrovascular disease Diseases 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 201000001981 dermatomyositis Diseases 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 206010014599 encephalitis Diseases 0.000 claims 2
- 230000002124 endocrine Effects 0.000 claims 2
- 208000006454 hepatitis Diseases 0.000 claims 2
- 230000009610 hypersensitivity Effects 0.000 claims 2
- 108010044426 integrins Proteins 0.000 claims 2
- 102000006495 integrins Human genes 0.000 claims 2
- 210000000265 leukocyte Anatomy 0.000 claims 2
- 231100000515 lung injury Toxicity 0.000 claims 2
- 231100001023 lymphopenia Toxicity 0.000 claims 2
- 230000009401 metastasis Effects 0.000 claims 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 2
- 201000006417 multiple sclerosis Diseases 0.000 claims 2
- 208000031225 myocardial ischemia Diseases 0.000 claims 2
- 201000008383 nephritis Diseases 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 2
- 208000008494 pericarditis Diseases 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 208000005987 polymyositis Diseases 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 208000002574 reactive arthritis Diseases 0.000 claims 2
- 230000008929 regeneration Effects 0.000 claims 2
- 238000011069 regeneration method Methods 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 201000000306 sarcoidosis Diseases 0.000 claims 2
- 230000028327 secretion Effects 0.000 claims 2
- 208000011580 syndromic disease Diseases 0.000 claims 2
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 2
- 206010043207 temporal arteritis Diseases 0.000 claims 2
- 238000002054 transplantation Methods 0.000 claims 2
- 125000004605 1,2,3,4-tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 1
- 125000004607 1,2,3,4-tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims 1
- 125000005476 oxopyrrolidinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 125000006253 t-butylcarbonyl group Chemical group [H]C([H])([H])C(C(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 claims 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72235505P | 2005-09-29 | 2005-09-29 | |
| US60/722,355 | 2005-09-29 | ||
| PCT/US2006/038113 WO2007041324A1 (en) | 2005-09-29 | 2006-09-28 | Carbamate compounds which inhibit leukocyte adhesion mediated by vla-4 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012160870A Division JP2012197319A (ja) | 2005-09-29 | 2012-07-19 | Ｖｌａ−４によって媒介される白血球粘着を阻害するカルバメート化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009510103A JP2009510103A (ja) | 2009-03-12 |
| JP2009510103A5 true JP2009510103A5 (https=) | 2009-11-12 |
| JP5081828B2 JP5081828B2 (ja) | 2012-11-28 |
Family
ID=37591849
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008533682A Expired - Fee Related JP5081828B2 (ja) | 2005-09-29 | 2006-09-28 | Ｖｌａ−４によって媒介される白血球粘着を阻害するカルバメート化合物 |
| JP2012160870A Pending JP2012197319A (ja) | 2005-09-29 | 2012-07-19 | Ｖｌａ−４によって媒介される白血球粘着を阻害するカルバメート化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012160870A Pending JP2012197319A (ja) | 2005-09-29 | 2012-07-19 | Ｖｌａ−４によって媒介される白血球粘着を阻害するカルバメート化合物 |
Country Status (11)
| Country | Link |
|---|---|
| US (3) | US7727996B2 (https=) |
| EP (1) | EP1940827B1 (https=) |
| JP (2) | JP5081828B2 (https=) |
| CN (1) | CN101273035A (https=) |
| AT (1) | ATE502031T1 (https=) |
| AU (1) | AU2006297180A1 (https=) |
| BR (1) | BRPI0616643A2 (https=) |
| CA (2) | CA2624524C (https=) |
| DE (1) | DE602006020754D1 (https=) |
| WO (1) | WO2007041324A1 (https=) |
| ZA (1) | ZA200803016B (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL350050A1 (en) * | 1999-01-22 | 2002-10-21 | Elan Pharm Inc | Acyl derivatives which treat vla-4 related disorders |
| CA2624524C (en) * | 2005-09-29 | 2014-07-08 | Elan Pharmaceuticals, Inc. | Carbamate compounds which inhibit leukocyte adhesion mediated by vla-4 |
| ATE493405T1 (de) * | 2005-09-29 | 2011-01-15 | Elan Pharm Inc | Pyrimidinylamidverbindungen, die die durch vla-4 vermittelte leukozytenadhäsion inhibieren |
| WO2007101165A1 (en) * | 2006-02-27 | 2007-09-07 | Elan Pharmaceuticals, Inc. | Pyrimidinyl sulfonamide compounds which inhibit leukocyte adhesion mediated by vla-4 |
| AU2010241742A1 (en) * | 2009-04-27 | 2011-11-17 | Elan Pharmaceuticals, Inc. | Pyridinone antagonists of alpha-4 integrins |
| WO2011020874A1 (en) | 2009-08-20 | 2011-02-24 | Inserm (Institut National De La Sante Et De La Recherche Medicale) | Vla-4 as a biomarker for prognosis and target for therapy in duchenne muscular dystrophy |
| BR112018068625A2 (pt) * | 2016-03-14 | 2019-07-30 | Millennium Pharm Inc | métodos de tratamento ou prevenção de doença de enxerto contra hospedeiro |
| CN111417634A (zh) * | 2017-10-04 | 2020-07-14 | 细胞基因公司 | 用于制备顺式-4-[2-{[(3s,4r)-3-氟噁烷-4-基]氨基}-8-(2,4,6-三氯苯胺基)-9h-嘌呤-9-基]-1-甲基环己烷-1-甲酰胺的方法 |
| CA3144700A1 (en) * | 2019-08-16 | 2021-02-25 | Volker Adams | Compounds suitable for the treatment and prophylaxis of muscle wasting and other conditions |
| US20240301512A1 (en) | 2021-01-29 | 2024-09-12 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods of assessing the risk of developing progressive multifocal leukoencephalopathy in patients treated with vla-4 antagonists |
Family Cites Families (82)
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|---|---|---|---|---|
| US408A (en) * | 1837-09-25 | Machine for | ||
| DE2525656A1 (de) | 1974-06-19 | 1976-01-15 | Sandoz Ag | Verfahren zur herstellung neuer heterocyclischer verbindungen |
| US4046876A (en) | 1974-11-08 | 1977-09-06 | Mitsubishi Chemical Industries Limited | N2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof |
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| US4055651A (en) | 1974-11-08 | 1977-10-25 | Mitsubishi Chemical Industries Ltd. | N2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof |
| US4041156A (en) | 1974-11-08 | 1977-08-09 | Mitsubishi Chemical Industries Limited | N2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof |
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| US4096255A (en) | 1974-11-08 | 1978-06-20 | Mitsubishi Chemical Industries Limited | N2 -naphthalenesulfonyl-L-argininamides, and pharmaceutical salts, compositions and methods |
| JPS5727454B2 (https=) | 1975-02-21 | 1982-06-10 | ||
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-
2006
- 2006-09-28 CA CA2624524A patent/CA2624524C/en not_active Expired - Fee Related
- 2006-09-28 AU AU2006297180A patent/AU2006297180A1/en not_active Abandoned
- 2006-09-28 CA CA2851103A patent/CA2851103A1/en not_active Abandoned
- 2006-09-28 ZA ZA200803016A patent/ZA200803016B/xx unknown
- 2006-09-28 DE DE602006020754T patent/DE602006020754D1/de active Active
- 2006-09-28 WO PCT/US2006/038113 patent/WO2007041324A1/en not_active Ceased
- 2006-09-28 EP EP06804266A patent/EP1940827B1/en active Active
- 2006-09-28 US US11/541,205 patent/US7727996B2/en not_active Expired - Fee Related
- 2006-09-28 CN CNA200680035707XA patent/CN101273035A/zh active Pending
- 2006-09-28 JP JP2008533682A patent/JP5081828B2/ja not_active Expired - Fee Related
- 2006-09-28 AT AT06804266T patent/ATE502031T1/de not_active IP Right Cessation
- 2006-09-28 BR BRPI0616643-1A patent/BRPI0616643A2/pt not_active IP Right Cessation
-
2009
- 2009-10-15 US US12/579,828 patent/US8158642B2/en not_active Expired - Fee Related
-
2010
- 2010-04-13 US US12/759,419 patent/US8367688B2/en not_active Expired - Fee Related
-
2012
- 2012-07-19 JP JP2012160870A patent/JP2012197319A/ja active Pending
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