JP2015521635A5 - - Google Patents

Info

Publication number

JP2015521635A5

JP2015521635A5 JP2015518855A JP2015518855A JP2015521635A5 JP 2015521635 A5 JP2015521635 A5 JP 2015521635A5 JP 2015518855 A JP2015518855 A JP 2015518855A JP 2015518855 A JP2015518855 A JP 2015518855A JP 2015521635 A5 JP2015521635 A5 JP 2015521635A5

Authority

JP

Japan

Prior art keywords

solifenacin

compound

formula

salt

impurity

Prior art date

2012-07-02

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.)

Pending

Links

• Espacenet
• Global Dossier
• Discuss

• 150000001875 compounds Chemical class 0.000 claims 11
• FBOUYBDGKBSUES-VXKWHMMOSA-N solifenacin Chemical compound C1([C@H]2C3=CC=CC=C3CCN2C(O[C@@H]2C3CCN(CC3)C2)=O)=CC=CC=C1 FBOUYBDGKBSUES-VXKWHMMOSA-N 0.000 claims 11
• 229960003855 solifenacin Drugs 0.000 claims 10
• 239000012535 impurity Substances 0.000 claims 9
• 150000003839 salts Chemical class 0.000 claims 8
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 6
• 238000000034 method Methods 0.000 claims 6
• 238000004128 high performance liquid chromatography Methods 0.000 claims 5
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
• MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
• 239000012458 free base Substances 0.000 claims 2
• 239000000203 mixture Substances 0.000 claims 2
• 239000012454 non-polar solvent Substances 0.000 claims 2
• 239000008194 pharmaceutical composition Substances 0.000 claims 2
• 239000000546 pharmaceutical excipient Substances 0.000 claims 2
• 239000003880 polar aprotic solvent Substances 0.000 claims 2
• 239000002904 solvent Substances 0.000 claims 2
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
• QPONJQKOPGKHTE-IBGZPJMESA-N (2,5-dioxopyrrolidin-1-yl) (1s)-1-phenyl-3,4-dihydro-1h-isoquinoline-2-carboxylate Chemical compound N1([C@H](C2=CC=CC=C2CC1)C=1C=CC=CC=1)C(=O)ON1C(=O)CCC1=O QPONJQKOPGKHTE-IBGZPJMESA-N 0.000 claims 1
• FDJKLIVKKYFLSA-UHFFFAOYSA-N 1-oxido-1-azoniabicyclo[2.2.2]octane Chemical compound C1CC2CC[N+]1([O-])CC2 FDJKLIVKKYFLSA-UHFFFAOYSA-N 0.000 claims 1
• BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
• FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
• KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
• FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 1
• 239000002253 acid Substances 0.000 claims 1
• CAQGZNDDACGLPT-KYJUHHDHSA-N bis[(1s)-1-phenyl-3,4-dihydro-1h-isoquinolin-2-yl]methanone Chemical compound C1([C@H]2C3=CC=CC=C3CCN2C(=O)N2[C@H](C3=CC=CC=C3CC2)C=2C=CC=CC=2)=CC=CC=C1 CAQGZNDDACGLPT-KYJUHHDHSA-N 0.000 claims 1
• KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
• 238000011065 in-situ storage Methods 0.000 claims 1
• WSFSSNUMVMOOMR-BJUDXGSMSA-N methanone Chemical compound O=[11CH2] WSFSSNUMVMOOMR-BJUDXGSMSA-N 0.000 claims 1
• 150000007522 mineralic acids Chemical group 0.000 claims 1
• 150000007524 organic acids Chemical class 0.000 claims 1
• 235000005985 organic acids Nutrition 0.000 claims 1
• 235000006408 oxalic acid Nutrition 0.000 claims 1
• 235000002906 tartaric acid Nutrition 0.000 claims 1
• 239000011975 tartaric acid Substances 0.000 claims 1
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1