JP2008540499A5 - - Google Patents

Info

Publication number

JP2008540499A5

JP2008540499A5 JP2008510642A JP2008510642A JP2008540499A5 JP 2008540499 A5 JP2008540499 A5 JP 2008540499A5 JP 2008510642 A JP2008510642 A JP 2008510642A JP 2008510642 A JP2008510642 A JP 2008510642A JP 2008540499 A5 JP2008540499 A5 JP 2008540499A5

Authority

JP

Japan

Prior art keywords

pharmaceutical composition

composition according

cyclodextrin

hdac inhibitor

arginine

Prior art date

2006-05-11

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

• Espacenet
• Global Dossier
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• 239000008194 pharmaceutical composition Substances 0.000 claims 49
• 229940121372 histone deacetylase inhibitor Drugs 0.000 claims 29
• 239000003276 histone deacetylase inhibitor Substances 0.000 claims 29
• 229920000858 Cyclodextrin Polymers 0.000 claims 26
• 239000004475 Arginine Substances 0.000 claims 18
• ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims 18
• 235000009697 arginine Nutrition 0.000 claims 18
• HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims 15
• MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 claims 12
• 125000000217 alkyl group Chemical group 0.000 claims 12
• 229960003194 meglumine Drugs 0.000 claims 12
• 125000004450 alkenylene group Chemical group 0.000 claims 9
• 125000002947 alkylene group Chemical group 0.000 claims 8
• ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims 7
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
• 239000001116 FEMA 4028 Substances 0.000 claims 6
• 229960004853 betadex Drugs 0.000 claims 6
• 125000005549 heteroarylene group Chemical group 0.000 claims 6
• 238000004519 manufacturing process Methods 0.000 claims 6
• 150000003839 salts Chemical class 0.000 claims 6
• 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims 5
• 229940043377 alpha-cyclodextrin Drugs 0.000 claims 5
• 239000003814 drug Substances 0.000 claims 5
• 229940080345 gamma-cyclodextrin Drugs 0.000 claims 5
• 238000001802 infusion Methods 0.000 claims 4
• 238000000034 method Methods 0.000 claims 4
• 239000000203 mixture Substances 0.000 claims 4
• 239000000243 solution Substances 0.000 claims 4
• WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 3
• 102000003964 Histone deacetylase Human genes 0.000 claims 3
• 108090000353 Histone deacetylase Proteins 0.000 claims 3
• 150000001408 amides Chemical class 0.000 claims 3
• WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims 3
• 235000011175 beta-cyclodextrine Nutrition 0.000 claims 3
• 150000001875 compounds Chemical class 0.000 claims 3
• 150000002148 esters Chemical class 0.000 claims 3
• 150000002170 ethers Chemical class 0.000 claims 3
• 239000008103 glucose Substances 0.000 claims 3
• 239000007924 injection Substances 0.000 claims 3
• 238000002347 injection Methods 0.000 claims 3
• 230000001404 mediated effect Effects 0.000 claims 3
• 239000002504 physiological saline solution Substances 0.000 claims 3
• 230000002062 proliferating effect Effects 0.000 claims 3
• 239000012453 solvate Substances 0.000 claims 3
• ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims 2
• 229930064664 L-arginine Natural products 0.000 claims 2
• 235000014852 L-arginine Nutrition 0.000 claims 2
• 206010028980 Neoplasm Diseases 0.000 claims 2
• HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims 2
• 201000011510 cancer Diseases 0.000 claims 2
• 125000005488 carboaryl group Chemical group 0.000 claims 2
• GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims 2
• 125000001072 heteroaryl group Chemical group 0.000 claims 2
• 238000001990 intravenous administration Methods 0.000 claims 2
• 239000007788 liquid Substances 0.000 claims 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
• NZAQRZWBQUIBSF-UHFFFAOYSA-N 4-(4-sulfobutoxy)butane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCCOCCCCS(O)(=O)=O NZAQRZWBQUIBSF-UHFFFAOYSA-N 0.000 claims 1
• 229920001353 Dextrin Polymers 0.000 claims 1
• 239000004375 Dextrin Substances 0.000 claims 1
• 239000003708 ampul Substances 0.000 claims 1
• 230000006907 apoptotic process Effects 0.000 claims 1
• BPKIGYQJPYCAOW-FFJTTWKXSA-I calcium;potassium;disodium;(2s)-2-hydroxypropanoate;dichloride;dihydroxide;hydrate Chemical compound O.[OH-].[OH-].[Na+].[Na+].[Cl-].[Cl-].[K+].[Ca+2].C[C@H](O)C([O-])=O BPKIGYQJPYCAOW-FFJTTWKXSA-I 0.000 claims 1
• 239000012830 cancer therapeutic Substances 0.000 claims 1
• 230000022131 cell cycle Effects 0.000 claims 1
• 230000004663 cell proliferation Effects 0.000 claims 1
• 235000019425 dextrin Nutrition 0.000 claims 1
• 239000008187 granular material Substances 0.000 claims 1
• 125000000623 heterocyclic group Chemical group 0.000 claims 1
• 238000000338 in vitro Methods 0.000 claims 1
• 239000004615 ingredient Substances 0.000 claims 1
• 230000002401 inhibitory effect Effects 0.000 claims 1
• 238000007911 parenteral administration Methods 0.000 claims 1
• 239000000843 powder Substances 0.000 claims 1
• 239000002510 pyrogen Substances 0.000 claims 1
• 239000007787 solid Substances 0.000 claims 1
• 239000003826 tablet Substances 0.000 claims 1
• ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims 1
• 239000008215 water for injection Substances 0.000 claims 1