JP2004522794A5 - - Google Patents
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- JP2004522794A5 JP2004522794A5 JP2002569851A JP2002569851A JP2004522794A5 JP 2004522794 A5 JP2004522794 A5 JP 2004522794A5 JP 2002569851 A JP2002569851 A JP 2002569851A JP 2002569851 A JP2002569851 A JP 2002569851A JP 2004522794 A5 JP2004522794 A5 JP 2004522794A5
- Authority
- JP
- Japan
- Prior art keywords
- deoxy
- chloro
- compound
- methyl
- group
- 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
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- 150000001875 compounds Chemical class 0.000 claims 33
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 19
- 239000000203 mixture Substances 0.000 claims 19
- 229910052717 sulfur Inorganic materials 0.000 claims 15
- 125000004434 sulfur atom Chemical group 0.000 claims 15
- 239000004480 active ingredient Substances 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000003710 aryl alkyl group Chemical group 0.000 claims 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 8
- 125000000304 alkynyl group Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 5
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 5
- 125000006277 halobenzyl group Chemical group 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 150000003931 anilides Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- RPEOMBNGFDGGGF-AZRMKWAISA-N (2r,3r,4r,5r)-5-(6-amino-2-fluoropurin-9-yl)-2-(1-hydroxyethyl)-4-sulfanyloxolan-3-ol Chemical compound S[C@@H]1[C@H](O)[C@@H](C(O)C)O[C@H]1N1C2=NC(F)=NC(N)=C2N=C1 RPEOMBNGFDGGGF-AZRMKWAISA-N 0.000 claims 2
- NISIMUBLAKINBA-WOUKDFQISA-N (2r,3r,4s,5r)-2-(6-amino-2-chloropurin-9-yl)-5-(cyclopropyloxymethyl)oxolane-3,4-diol Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H]1O)O)N1C=2N=C(Cl)N=C(C=2N=C1)N)OC1CC1 NISIMUBLAKINBA-WOUKDFQISA-N 0.000 claims 2
- DIRSXCWAEPAXAQ-IOSLPCCCSA-N (2r,3r,4s,5r)-2-(6-amino-2-chloropurin-9-yl)-5-(ethoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COCC)O[C@H]1N1C2=NC(Cl)=NC(N)=C2N=C1 DIRSXCWAEPAXAQ-IOSLPCCCSA-N 0.000 claims 2
- ONEJIJDFNYJRAY-KQYNXXCUSA-N (2r,3r,4s,5r)-2-(6-amino-2-chloropurin-9-yl)-5-(methoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COC)O[C@H]1N1C2=NC(Cl)=NC(N)=C2N=C1 ONEJIJDFNYJRAY-KQYNXXCUSA-N 0.000 claims 2
- XJHWWEZNNZWQSZ-LSCFUAHRSA-N (2r,3r,4s,5r)-2-[2-chloro-6-(cyclopentylamino)purin-9-yl]-5-(cyclopropyloxymethyl)oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC(Cl)=NC(NC3CCCC3)=C2N=C1)O)O)OC1CC1 XJHWWEZNNZWQSZ-LSCFUAHRSA-N 0.000 claims 2
- AWTMTQOYFLGHJN-XNIJJKJLSA-N (2r,3r,4s,5r)-2-[2-chloro-6-(cyclopentylamino)purin-9-yl]-5-(ethoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COCC)O[C@H]1N1C2=NC(Cl)=NC(NC3CCCC3)=C2N=C1 AWTMTQOYFLGHJN-XNIJJKJLSA-N 0.000 claims 2
- BEAMUZQXJYLFAG-SDBHATRESA-N (2r,3r,4s,5r)-2-[2-chloro-6-(cyclopentylamino)purin-9-yl]-5-(methoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COC)O[C@H]1N1C2=NC(Cl)=NC(NC3CCCC3)=C2N=C1 BEAMUZQXJYLFAG-SDBHATRESA-N 0.000 claims 2
- CPZMUYPOIXKZIA-NVQRDWNXSA-N (2r,3r,4s,5r)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-5-(cyclopropyloxymethyl)oxolane-3,4-diol Chemical compound C([C@@H]1[C@H]([C@H]([C@@H](O1)N1C2=NC(Cl)=NC(NCC=3C=C(I)C=CC=3)=C2N=C1)O)O)OC1CC1 CPZMUYPOIXKZIA-NVQRDWNXSA-N 0.000 claims 2
- IJKYHPSTWVHGBB-SCFUHWHPSA-N (2r,3r,4s,5r)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-5-(ethoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COCC)O[C@H]1N1C2=NC(Cl)=NC(NCC=3C=C(I)C=CC=3)=C2N=C1 IJKYHPSTWVHGBB-SCFUHWHPSA-N 0.000 claims 2
- JVYDOJWIEYGRHJ-LSCFUAHRSA-N (2r,3r,4s,5r)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-5-(methoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COC)O[C@H]1N1C2=NC(Cl)=NC(NCC=3C=C(I)C=CC=3)=C2N=C1 JVYDOJWIEYGRHJ-LSCFUAHRSA-N 0.000 claims 2
- BCRRZUTYWZJGKE-LSCFUAHRSA-N (2r,3r,4s,5r)-2-[6-(cyclopentylamino)purin-9-yl]-5-(ethoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COCC)O[C@H]1N1C2=NC=NC(NC3CCCC3)=C2N=C1 BCRRZUTYWZJGKE-LSCFUAHRSA-N 0.000 claims 2
- WBBKLNODPBVNAO-XNIJJKJLSA-N (2r,3r,4s,5r)-2-[6-(cyclopentylamino)purin-9-yl]-5-(methoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COC)O[C@H]1N1C2=NC=NC(NC3CCCC3)=C2N=C1 WBBKLNODPBVNAO-XNIJJKJLSA-N 0.000 claims 2
- QFZYZNWVNVQKTI-SCFUHWHPSA-N (2r,3r,4s,5r)-2-[6-[(3-iodophenyl)methylamino]purin-9-yl]-5-(methoxymethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COC)O[C@H]1N1C2=NC=NC(NCC=3C=C(I)C=CC=3)=C2N=C1 QFZYZNWVNVQKTI-SCFUHWHPSA-N 0.000 claims 2
- UHUUFZRMGIEYPU-QYVSTXNMSA-N (2r,3r,4s,5s)-2-(6-amino-2-chloropurin-9-yl)-5-(butylsulfanylmethyl)oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](CSCCCC)O[C@H]1N1C2=NC(Cl)=NC(N)=C2N=C1 UHUUFZRMGIEYPU-QYVSTXNMSA-N 0.000 claims 2
- LETCMYXPSWWGKO-NVQRDWNXSA-N (2r,3s,4r,5r)-2-(ethoxymethyl)-5-[6-[(3-iodophenyl)methylamino]purin-9-yl]oxolane-3,4-diol Chemical compound O[C@@H]1[C@H](O)[C@@H](COCC)O[C@H]1N1C2=NC=NC(NCC=3C=C(I)C=CC=3)=C2N=C1 LETCMYXPSWWGKO-NVQRDWNXSA-N 0.000 claims 2
- 125000006482 3-iodobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(I)=C1[H])C([H])([H])* 0.000 claims 2
- FRMLKDCRCIWDMU-VNOIWZSWSA-N C1(CCCC1)C1(C2=NCN([C@H]3[C@H](O)[C@H](O)[C@@H](COC4CC4)O3)C2=NC=N1)N Chemical compound C1(CCCC1)C1(C2=NCN([C@H]3[C@H](O)[C@H](O)[C@@H](COC4CC4)O3)C2=NC=N1)N FRMLKDCRCIWDMU-VNOIWZSWSA-N 0.000 claims 2
- IWDCHYDENFRGTM-BGIGGGFGSA-N CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CC(C)C)O)S)N Chemical compound CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CC(C)C)O)S)N IWDCHYDENFRGTM-BGIGGGFGSA-N 0.000 claims 2
- UJBKDSPTUBDQQB-IWCJZZDYSA-N CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CC)O)S)N Chemical compound CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CC)O)S)N UJBKDSPTUBDQQB-IWCJZZDYSA-N 0.000 claims 2
- SXEJLJUMSQKGMI-XKLVTHTNSA-N CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCC)O)S)N Chemical compound CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCC)O)S)N SXEJLJUMSQKGMI-XKLVTHTNSA-N 0.000 claims 2
- VYEHWRWELDGJKE-BGIGGGFGSA-N CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCCC)O)S)N Chemical compound CCCCCCC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCCC)O)S)N VYEHWRWELDGJKE-BGIGGGFGSA-N 0.000 claims 2
- XYGGNUPCLTYUPQ-KQYNXXCUSA-N ClC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC)O3)C2N1)N Chemical compound ClC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC)O3)C2N1)N XYGGNUPCLTYUPQ-KQYNXXCUSA-N 0.000 claims 2
- XHUVBQWYNADUTO-IOSLPCCCSA-N ClC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N Chemical compound ClC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N XHUVBQWYNADUTO-IOSLPCCCSA-N 0.000 claims 2
- OOOYQDXRLCJODT-BYPQGEBLSA-N IC=1C=C(CC2(C3=NCN([C@H]4[C@H](O)[C@H](O)[C@@H](COC5CC5)O4)C3=NC=N2)N)C=CC=1 Chemical compound IC=1C=C(CC2(C3=NCN([C@H]4[C@H](O)[C@H](O)[C@@H](COC5CC5)O4)C3=NC=N2)N)C=CC=1 OOOYQDXRLCJODT-BYPQGEBLSA-N 0.000 claims 2
- BEJOUTLNHRKQJN-WOUKDFQISA-N IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC(C)C)O3)C2N1)N Chemical compound IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC(C)C)O3)C2N1)N BEJOUTLNHRKQJN-WOUKDFQISA-N 0.000 claims 2
- DPNYFSJWJYNHCS-KQYNXXCUSA-N IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC)O3)C2N1)N Chemical compound IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CC)O3)C2N1)N DPNYFSJWJYNHCS-KQYNXXCUSA-N 0.000 claims 2
- HMZXGGNPWPRMTB-IOSLPCCCSA-N IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N Chemical compound IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N HMZXGGNPWPRMTB-IOSLPCCCSA-N 0.000 claims 2
- MFAMUKGBUIBIFP-WOUKDFQISA-N IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCCC)O3)C2N1)N Chemical compound IC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCCC)O3)C2N1)N MFAMUKGBUIBIFP-WOUKDFQISA-N 0.000 claims 2
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- -1 2-fluoro-5'-ethylthioadenosine Chemical compound 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- AVIMYKINTNKGAW-IOSLPCCCSA-N FC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N Chemical compound FC=1N=C(C=2N=CN([C@H]3[C@H](S)[C@H](O)[C@@H](CCC)O3)C2N1)N AVIMYKINTNKGAW-IOSLPCCCSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 229960005305 adenosine Drugs 0.000 claims 1
- 125000001118 alkylidene group Chemical group 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004367 cycloalkylaryl group Chemical group 0.000 claims 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0105337A GB2372742A (en) | 2001-03-03 | 2001-03-03 | C2,5'-Disubstituted and N6,C2,5'-trisubstituted adenosine derivatives and their different uses |
| PCT/IL2002/000160 WO2002070532A2 (en) | 2001-03-03 | 2002-03-03 | C2,5'-disubstituted and n6,c2,5'-trisubstituted adenosine derivatives and their different uses |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008310049A Division JP2009167170A (ja) | 2001-03-03 | 2008-12-04 | Ｃ２，５’−二置換およびｎ６，ｃ２，５’−三置換アデノシン誘導体、並びにこれらの様々な使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004522794A JP2004522794A (ja) | 2004-07-29 |
| JP2004522794A5 true JP2004522794A5 (https=) | 2005-06-30 |
| JP4359676B2 JP4359676B2 (ja) | 2009-11-04 |
Family
ID=9909952
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002569851A Expired - Fee Related JP4359676B2 (ja) | 2001-03-03 | 2002-03-03 | Ｃ２，５’−二置換およびｎ６，ｃ２，５’−三置換アデノシン誘導体、並びにこれらの様々な使用 |
| JP2008310049A Pending JP2009167170A (ja) | 2001-03-03 | 2008-12-04 | Ｃ２，５’−二置換およびｎ６，ｃ２，５’−三置換アデノシン誘導体、並びにこれらの様々な使用 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008310049A Pending JP2009167170A (ja) | 2001-03-03 | 2008-12-04 | Ｃ２，５’−二置換およびｎ６，ｃ２，５’−三置換アデノシン誘導体、並びにこれらの様々な使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US7084127B2 (https=) |
| EP (1) | EP1368365A2 (https=) |
| JP (2) | JP4359676B2 (https=) |
| KR (1) | KR100585894B1 (https=) |
| CN (1) | CN1259332C (https=) |
| AU (1) | AU2002234851A1 (https=) |
| CA (1) | CA2439879C (https=) |
| GB (1) | GB2372742A (https=) |
| WO (1) | WO2002070532A2 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003070739A1 (en) * | 2002-02-19 | 2003-08-28 | Cv Therapeutics, Inc. | Partial and full agonists of a1 adenosine receptors |
| JP2005132767A (ja) * | 2003-10-30 | 2005-05-26 | Sumitomo Chemical Co Ltd | プリン化合物の製造方法 |
| CA2550299C (en) * | 2003-12-22 | 2010-03-30 | Christopher R. Roberts | Process for fluorocytidine derivatives |
| US20050277615A1 (en) * | 2004-05-17 | 2005-12-15 | Can-Fite Biopharma Ltd. | Pharmaceutical compositions having anti-inflammatory activity |
| AR049384A1 (es) | 2004-05-24 | 2006-07-26 | Glaxo Group Ltd | Derivados de purina |
| WO2006081665A1 (en) * | 2005-02-04 | 2006-08-10 | Uti Limited Partnership | Purine nucleoside analogs |
| GB0514809D0 (en) | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| CA2720037C (en) * | 2008-03-31 | 2016-08-23 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Purine derivatives as a3 adenosine receptor-selective agonists |
| US8916570B2 (en) | 2008-03-31 | 2014-12-23 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | A3 adenosine receptor agonists and antagonists |
| WO2010014921A2 (en) * | 2008-08-01 | 2010-02-04 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | A3 adenosine receptor antagonists and partial agonists |
| US9181253B2 (en) | 2008-08-01 | 2015-11-10 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Adenosine receptor agonists, partial agonists, and antagonists |
| WO2011010306A1 (en) | 2009-07-21 | 2011-01-27 | Ramot At Tel-Aviv University Ltd. | A3 adenosine receptor ligands for modulation of pigmentation |
| LT2523669T (lt) | 2010-01-11 | 2017-04-25 | Inotek Pharmaceuticals Corporation | Akispūdžio mažinimo būdas, derinys ir rinkinys |
| PH12012501906A1 (en) | 2010-03-26 | 2013-01-14 | Inotek Pharmaceuticals Corp | Method of reducing intraocular pressure in humans using n6 -cyclopentyladenosine (cpa), cpa derivatives or prodrugs thereof |
| PT2807178T (pt) | 2012-01-26 | 2017-08-08 | Inotek Pharmaceuticals Corp | Polimorfos anidros de nitrato de (2r,3s,4r,5r)-5-(6-(ciclopentilamino)-9h-purin-9-il)-3,4-dihidroxitetrahidrofuran-2-il)}metilo e seus processos de preparação |
| US9580457B2 (en) | 2012-10-29 | 2017-02-28 | Biophore India Pharmaceuticals Pvt. Ltd. | Process for the preparation of (1-{9-[(4S, 2R, 3R, 5R)-3, 4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-6-aminopurin-2-yl}pyrazole-4-yl)-N-methylcarboxamide |
| NZ630759A (en) | 2013-03-15 | 2017-07-28 | Inotek Pharmaceuticals Corp | Ophthalmic formulations comprising an a1 agonist |
| JP6993323B2 (ja) * | 2016-04-22 | 2022-01-13 | 興和株式会社 | マルチプレクサ、及び該マルチプレクサを備えた撮影装置 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4357324A (en) * | 1981-02-24 | 1982-11-02 | The United States Of America As Represented By The Department Of Health And Human Services | Prodrug derivatives of 9β-D-arabinofuranosyl-2-fluoroadenine |
| US5189027A (en) * | 1990-11-30 | 1993-02-23 | Yamasa Shoyu Kabushiki Kaisha | 2-substituted adenosine derivatives and pharmaceutical compositions for circulatory diseases |
| US5278150A (en) * | 1992-04-24 | 1994-01-11 | Whitby Research, Inc. | 2-hydrazoadenosines and their utility for the treatmeat of vascular conditions |
| US5589467A (en) * | 1993-09-17 | 1996-12-31 | Novo Nordisk A/S | 2,5',N6-trisubstituted adenosine derivatives |
| WO1997033591A1 (en) * | 1996-03-13 | 1997-09-18 | Novo Nordisk A/S | A method of treating disorders related to cytokines in mammals |
| GB9610031D0 (en) * | 1996-05-14 | 1996-07-17 | Glaxo Group Ltd | Chemical compounds |
| US5998423A (en) * | 1996-10-08 | 1999-12-07 | Therasys, Inc. | Methods for modulating melanin production |
| GB9723566D0 (en) | 1997-11-08 | 1998-01-07 | Glaxo Group Ltd | Chemical compounds |
| YU44900A (sh) | 1998-01-31 | 2003-01-31 | Glaxo Group Limited | Derivati 2-(purin-9-il)tetrahidrofuran-3,4-diola |
| AU5879299A (en) * | 1998-10-16 | 2000-05-08 | Monaghan, Sandra Marina | Adenine derivatives |
| AU5294100A (en) * | 1999-05-27 | 2000-12-18 | University Of Virginia Patent Foundation | Method and compositions for treating the inflammatory response |
| US6605597B1 (en) * | 1999-12-03 | 2003-08-12 | Cv Therapeutics, Inc. | Partial or full A1agonists-N-6 heterocyclic 5′-thio substituted adenosine derivatives |
| US6576620B2 (en) * | 1999-12-03 | 2003-06-10 | Cv Therapeutics, Inc. | Method of identifying partial adenosine A1 receptor agonists |
-
2001
- 2001-03-03 GB GB0105337A patent/GB2372742A/en not_active Withdrawn
-
2002
- 2002-03-03 EP EP02701520A patent/EP1368365A2/en not_active Withdrawn
- 2002-03-03 WO PCT/IL2002/000160 patent/WO2002070532A2/en not_active Ceased
- 2002-03-03 CN CNB028072014A patent/CN1259332C/zh not_active Expired - Fee Related
- 2002-03-03 CA CA002439879A patent/CA2439879C/en not_active Expired - Fee Related
- 2002-03-03 US US10/469,735 patent/US7084127B2/en not_active Expired - Fee Related
- 2002-03-03 KR KR1020037011508A patent/KR100585894B1/ko not_active Expired - Fee Related
- 2002-03-03 JP JP2002569851A patent/JP4359676B2/ja not_active Expired - Fee Related
- 2002-03-03 AU AU2002234851A patent/AU2002234851A1/en not_active Abandoned
-
2003
- 2003-09-03 US US10/653,464 patent/US7189706B2/en not_active Expired - Fee Related
-
2008
- 2008-12-04 JP JP2008310049A patent/JP2009167170A/ja active Pending
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