CA2425031A1 - Compositions pharmaceutiques - Google Patents

Compositions pharmaceutiques Download PDF

Info

Publication number: CA2425031A1
Authority: CA; Canada
Prior art keywords: amino; benzyl; tetrahydrofuran; isobutyl; phosphonooxy
Prior art date: 2003-04-01
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.): Abandoned

Application number

CA 2425031

Other languages

English (en)

Inventor

Amyn Sayani

Mehran Maleki

Kwok Yui Chow

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

SmithKline Beecham Corp

Original Assignee

SmithKline Beecham Corp

Priority date (The priority date 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 date listed.)

2003-04-01

Filing date

2003-04-10

Publication date

2004-10-01

2003-04-10 Application filed by SmithKline Beecham Corp filed Critical SmithKline Beecham Corp

2004-10-01 Publication of CA2425031A1 publication Critical patent/CA2425031A1/fr

Status Abandoned legal-status Critical Current

Links

239000008194 pharmaceutical composition Substances 0.000 title claims description 24
239000000203 mixture Substances 0.000 claims abstract description 42
239000007788 liquid Substances 0.000 claims abstract description 26
YJDYBXSWCOIHHX-UCFCWBNQSA-N [(3s)-oxolan-3-yl] n-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-n-[(2s,3r)-1-phenyl-3-phosphonooxybutan-2-yl]carbamate Chemical group C([C@H](N(N(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)C(=O)O[C@@H]1COCC1)[C@@H](C)OP(O)(O)=O)C1=CC=CC=C1 YJDYBXSWCOIHHX-UCFCWBNQSA-N 0.000 claims abstract description 17
-1 propylcarbamate monocalcium salt Chemical class 0.000 claims description 23
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 17
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 17
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 claims description 14
239000003792 electrolyte Substances 0.000 claims description 13
235000003599 food sweetener Nutrition 0.000 claims description 13
238000000034 method Methods 0.000 claims description 13
239000003765 sweetening agent Substances 0.000 claims description 13
229920002678 cellulose Polymers 0.000 claims description 9
235000010980 cellulose Nutrition 0.000 claims description 9
239000000375 suspending agent Substances 0.000 claims description 9
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 7
239000004376 Sucralose Substances 0.000 claims description 7
239000001110 calcium chloride Substances 0.000 claims description 7
229910001628 calcium chloride Inorganic materials 0.000 claims description 7
229960002713 calcium chloride Drugs 0.000 claims description 7
235000011148 calcium chloride Nutrition 0.000 claims description 7
239000001913 cellulose Substances 0.000 claims description 7
235000019408 sucralose Nutrition 0.000 claims description 7
BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 claims description 7
235000010855 food raising agent Nutrition 0.000 claims description 5
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 5
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 5
235000010449 maltitol Nutrition 0.000 claims description 5
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical group [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 4
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 4
229940081974 saccharin Drugs 0.000 claims description 4
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims description 4
108010011485 Aspartame Proteins 0.000 claims description 3
229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 3
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 3
IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 3
239000000605 aspartame Substances 0.000 claims description 3
235000010357 aspartame Nutrition 0.000 claims description 3
229960003438 aspartame Drugs 0.000 claims description 3
HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 claims description 3
239000001863 hydroxypropyl cellulose Substances 0.000 claims description 3
235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 3
150000002500 ions Chemical class 0.000 claims description 3
239000011777 magnesium Substances 0.000 claims description 3
229910052749 magnesium Inorganic materials 0.000 claims description 3
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 3
235000019204 saccharin Nutrition 0.000 claims description 3
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 3
235000010447 xylitol Nutrition 0.000 claims description 3
239000000811 xylitol Substances 0.000 claims description 3
HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 3
229960002675 xylitol Drugs 0.000 claims description 3
241000416162 Astragalus gummifer Species 0.000 claims description 2
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 2
239000004131 EU approved raising agent Substances 0.000 claims description 2
229930091371 Fructose Natural products 0.000 claims description 2
239000005715 Fructose Substances 0.000 claims description 2
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 2
108010010803 Gelatin Proteins 0.000 claims description 2
239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
WQZGKKKJIJFFOK-ZZWDRFIYSA-N L-glucose Chemical compound OC[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@H]1O WQZGKKKJIJFFOK-ZZWDRFIYSA-N 0.000 claims description 2
229930195725 Mannitol Natural products 0.000 claims description 2
ILRKKHJEINIICQ-OOFFSTKBSA-N Monoammonium glycyrrhizinate Chemical compound N.O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O ILRKKHJEINIICQ-OOFFSTKBSA-N 0.000 claims description 2
229920002125 Sokalan® Polymers 0.000 claims description 2
229920001615 Tragacanth Polymers 0.000 claims description 2
235000010443 alginic acid Nutrition 0.000 claims description 2
229920000615 alginic acid Polymers 0.000 claims description 2
235000012211 aluminium silicate Nutrition 0.000 claims description 2
229910000323 aluminium silicate Inorganic materials 0.000 claims description 2
VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 2
239000001639 calcium acetate Substances 0.000 claims description 2
235000011092 calcium acetate Nutrition 0.000 claims description 2
229960005147 calcium acetate Drugs 0.000 claims description 2
229940078512 calcium gluceptate Drugs 0.000 claims description 2
239000004227 calcium gluconate Substances 0.000 claims description 2
235000013927 calcium gluconate Nutrition 0.000 claims description 2
229960004494 calcium gluconate Drugs 0.000 claims description 2
MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 claims description 2
239000001527 calcium lactate Substances 0.000 claims description 2
235000011086 calcium lactate Nutrition 0.000 claims description 2
229960002401 calcium lactate Drugs 0.000 claims description 2
229940078480 calcium levulinate Drugs 0.000 claims description 2
FATUQANACHZLRT-XBQZYUPDSA-L calcium;(2r,3r,4s,5r,6r)-2,3,4,5,6,7-hexahydroxyheptanoate Chemical compound [Ca+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)C([O-])=O FATUQANACHZLRT-XBQZYUPDSA-L 0.000 claims description 2
YQFZERWESBDNRJ-QHTZZOMLSA-L calcium;(2s)-5-oxopyrrolidine-2-carboxylate Chemical compound [Ca+2].[O-]C(=O)[C@@H]1CCC(=O)N1.[O-]C(=O)[C@@H]1CCC(=O)N1 YQFZERWESBDNRJ-QHTZZOMLSA-L 0.000 claims description 2
NEEHYRZPVYRGPP-UHFFFAOYSA-L calcium;2,3,4,5,6-pentahydroxyhexanoate Chemical compound [Ca+2].OCC(O)C(O)C(O)C(O)C([O-])=O.OCC(O)C(O)C(O)C(O)C([O-])=O NEEHYRZPVYRGPP-UHFFFAOYSA-L 0.000 claims description 2
SFHPNSBSRBZCGU-UHFFFAOYSA-K calcium;sodium;2-hydroxypropanoate Chemical compound [Na+].[Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O SFHPNSBSRBZCGU-UHFFFAOYSA-K 0.000 claims description 2
235000010418 carrageenan Nutrition 0.000 claims description 2
229920001525 carrageenan Polymers 0.000 claims description 2
229940109275 cyclamate Drugs 0.000 claims description 2
BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 2
238000005189 flocculation Methods 0.000 claims description 2
230000016615 flocculation Effects 0.000 claims description 2
229920000159 gelatin Polymers 0.000 claims description 2
235000019322 gelatine Nutrition 0.000 claims description 2
235000011852 gelatine desserts Nutrition 0.000 claims description 2
235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
229910001629 magnesium chloride Inorganic materials 0.000 claims description 2
229960002337 magnesium chloride Drugs 0.000 claims description 2
239000000845 maltitol Substances 0.000 claims description 2
VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 claims description 2
229940035436 maltitol Drugs 0.000 claims description 2
239000000594 mannitol Substances 0.000 claims description 2
235000010355 mannitol Nutrition 0.000 claims description 2
229960001855 mannitol Drugs 0.000 claims description 2
229910000403 monosodium phosphate Inorganic materials 0.000 claims description 2
235000019799 monosodium phosphate Nutrition 0.000 claims description 2
239000011780 sodium chloride Substances 0.000 claims description 2
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 claims description 2
239000000892 thaumatin Substances 0.000 claims description 2
235000010436 thaumatin Nutrition 0.000 claims description 2
235000010487 tragacanth Nutrition 0.000 claims description 2
239000000196 tragacanth Substances 0.000 claims description 2
229940116362 tragacanth Drugs 0.000 claims description 2
239000000230 xanthan gum Substances 0.000 claims description 2
235000010493 xanthan gum Nutrition 0.000 claims description 2
229920001285 xanthan gum Polymers 0.000 claims description 2
229940082509 xanthan gum Drugs 0.000 claims description 2
239000001736 Calcium glycerylphosphate Substances 0.000 claims 1
229940095618 calcium glycerophosphate Drugs 0.000 claims 1
UHHRFSOMMCWGSO-UHFFFAOYSA-L calcium glycerophosphate Chemical compound [Ca+2].OCC(CO)OP([O-])([O-])=O UHHRFSOMMCWGSO-UHFFFAOYSA-L 0.000 claims 1
235000019299 calcium glycerylphosphate Nutrition 0.000 claims 1
229920001206 natural gum Polymers 0.000 claims 1
239000003381 stabilizer Substances 0.000 claims 1
238000009472 formulation Methods 0.000 description 17
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
239000000796 flavoring agent Substances 0.000 description 14
229960003142 fosamprenavir Drugs 0.000 description 13
MLBVMOWEQCZNCC-OEMFJLHTSA-N fosamprenavir Chemical compound C([C@@H]([C@H](OP(O)(O)=O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1COCC1)C1=CC=CC=C1 MLBVMOWEQCZNCC-OEMFJLHTSA-N 0.000 description 13
YNTOKMNHRPSGFU-UHFFFAOYSA-N n-Propyl carbamate Chemical compound CCCOC(N)=O YNTOKMNHRPSGFU-UHFFFAOYSA-N 0.000 description 13
239000003795 chemical substances by application Substances 0.000 description 12
235000019634 flavors Nutrition 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
150000003839 salts Chemical class 0.000 description 10
239000000725 suspension Substances 0.000 description 10
150000001875 compounds Chemical class 0.000 description 9
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 9
239000004480 active ingredient Substances 0.000 description 8
230000002776 aggregation Effects 0.000 description 8
239000003814 drug Substances 0.000 description 8
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 7
150000002148 esters Chemical class 0.000 description 7
239000004615 ingredient Substances 0.000 description 7
238000011282 treatment Methods 0.000 description 7
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
208000031886 HIV Infections Diseases 0.000 description 5
238000004220 aggregation Methods 0.000 description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
239000000546 pharmaceutical excipient Substances 0.000 description 5
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 5
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
159000000007 calcium salts Chemical class 0.000 description 4
229940079593 drug Drugs 0.000 description 4
NQDJXKOVJZTUJA-UHFFFAOYSA-N nevirapine Chemical compound C12=NC=CC=C2C(=O)NC=2C(C)=CC=NC=2N1C1CC1 NQDJXKOVJZTUJA-UHFFFAOYSA-N 0.000 description 4
229960003415 propylparaben Drugs 0.000 description 4
239000011734 sodium Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
238000009736 wetting Methods 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
241000207199 Citrus Species 0.000 description 3
BXZVVICBKDXVGW-NKWVEPMBSA-N Didanosine Chemical compound O1[C@H](CO)CC[C@@H]1N1C(NC=NC2=O)=C2N=C1 BXZVVICBKDXVGW-NKWVEPMBSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
235000009754 Vitis X bourquina Nutrition 0.000 description 3
235000012333 Vitis X labruscana Nutrition 0.000 description 3
240000006365 Vitis vinifera Species 0.000 description 3
235000014787 Vitis vinifera Nutrition 0.000 description 3
WREGKURFCTUGRC-POYBYMJQSA-N Zalcitabine Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](CO)CC1 WREGKURFCTUGRC-POYBYMJQSA-N 0.000 description 3
238000005054 agglomeration Methods 0.000 description 3
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
230000037396 body weight Effects 0.000 description 3
239000000969 carrier Substances 0.000 description 3
235000020971 citrus fruits Nutrition 0.000 description 3
239000013078 crystal Substances 0.000 description 3
239000003112 inhibitor Substances 0.000 description 3
239000011159 matrix material Substances 0.000 description 3
239000002777 nucleoside Substances 0.000 description 3
LXCFILQKKLGQFO-UHFFFAOYSA-N p-hydroxybenzoic acid methyl ester Natural products COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 3
239000000047 product Substances 0.000 description 3
239000008213 purified water Substances 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
229940124597 therapeutic agent Drugs 0.000 description 3
HBOMLICNUCNMMY-XLPZGREQSA-N zidovudine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](N=[N+]=[N-])C1 HBOMLICNUCNMMY-XLPZGREQSA-N 0.000 description 3
GWFOVSGRNGAGDL-FSDSQADBSA-N 2-amino-9-[(1r,2r,3s)-2,3-bis(hydroxymethyl)cyclobutyl]-3h-purin-6-one Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@@H]1C[C@H](CO)[C@H]1CO GWFOVSGRNGAGDL-FSDSQADBSA-N 0.000 description 2
WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
239000004255 Butylated hydroxyanisole Substances 0.000 description 2
239000004322 Butylated hydroxytoluene Substances 0.000 description 2
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
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208000037357 HIV infectious disease Diseases 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 description 2
PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
229940122313 Nucleoside reverse transcriptase inhibitor Drugs 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 2
XNKLLVCARDGLGL-JGVFFNPUSA-N Stavudine Chemical compound O=C1NC(=O)C(C)=CN1[C@H]1C=C[C@@H](CO)O1 XNKLLVCARDGLGL-JGVFFNPUSA-N 0.000 description 2
229930006000 Sucrose Natural products 0.000 description 2
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 2
229930003427 Vitamin E Natural products 0.000 description 2
MCGSCOLBFJQGHM-SCZZXKLOSA-N abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 description 2
229960004308 acetylcysteine Drugs 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000008186 active pharmaceutical agent Substances 0.000 description 2
239000013543 active substance Substances 0.000 description 2
WOZSCQDILHKSGG-UHFFFAOYSA-N adefovir depivoxil Chemical compound N1=CN=C2N(CCOCP(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)C=NC2=C1N WOZSCQDILHKSGG-UHFFFAOYSA-N 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
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ZFEAMMNVDPDEGE-LGRGJMMZSA-N tifuvirtide Chemical compound C([C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(C)=O)[C@@H](C)CC)[C@@H](C)O)[C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(N)=O)C1=CC=C(O)C=C1 ZFEAMMNVDPDEGE-LGRGJMMZSA-N 0.000 description 1
229960000838 tipranavir Drugs 0.000 description 1
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JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
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239000008371 vanilla flavor Substances 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
229960000523 zalcitabine Drugs 0.000 description 1

Classifications

- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
- 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
- A61K31/66—Phosphorus compounds
- A61K31/665—Phosphorus compounds having oxygen as a ring hetero atom, e.g. fosfomycin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
- A61K47/38—Cellulose; Derivatives thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Dispersion Chemistry (AREA)
Inorganic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CA 2425031 2003-04-01 2003-04-10 Compositions pharmaceutiques Abandoned CA2425031A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US45929803P	2003-04-01	2003-04-01
US60-459,298		2003-04-01

Publications (1)

Publication Number	Publication Date
CA2425031A1 true CA2425031A1 (fr)	2004-10-01

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ID=33098296

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Application Number	Title	Priority Date	Filing Date
CA 2425031 Abandoned CA2425031A1 (fr)	2003-04-01	2003-04-10	Compositions pharmaceutiques

Country Status (3)

Country	Link
CA (1)	CA2425031A1 (fr)
TW (1)	TW200501942A (fr)
WO (1)	WO2004091280A2 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2007070504A2 (fr) *	2005-12-13	2007-06-21	Morton Grove Pharmaceuticals, Inc.	Compositions orales liquides de sumatriptan stables et de gout agreable

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6436989B1 (en) *	1997-12-24	2002-08-20	Vertex Pharmaceuticals, Incorporated	Prodrugs of aspartyl protease inhibitors
EP1569652A4 (fr) *	2001-12-14	2008-07-02	Pharmasset Inc	Nucleosides n sp 4 /sp -acylcytosines pour le traitement d'infections virales

2003
- 2003-04-10 CA CA 2425031 patent/CA2425031A1/fr not_active Abandoned
2004
- 2004-03-30 WO PCT/US2004/009644 patent/WO2004091280A2/fr not_active Ceased
- 2004-03-30 TW TW093108729A patent/TW200501942A/zh unknown

Also Published As

Publication number	Publication date
WO2004091280A2 (fr)	2004-10-28
TW200501942A (en)	2005-01-16
WO2004091280A3 (fr)	2005-02-17

Legal Events

Date	Code	Title	Description
2005-04-22	EEER	Examination request
2007-04-10	FZDE	Dead

Publication	Publication Date	Title
US6306904B1 (en)	2001-10-23	Antihistaminic/antitussive compositions
US20050069585A1 (en)	2005-03-31	Diphenhydramine tannate liquid and semi-solid compositions and methods of use
ES2201361T3 (es)	2004-03-16	Formulacion topica que contiene un tampon fosfato con estimulador de la permeabilidad cutanea.
JPS59219225A (ja)	1984-12-10	医薬組成物
EP0524579B1 (fr)	1998-03-11	Formulations orales dosées et améliorées de dideoxy purine nucléosides
US6239141B1 (en)	2001-05-29	Trovafloxacin oral suspensions
ITRM950763A1 (it)	1997-05-20	Composizione farmaceutica, in particolare liquida, per sommanistrazione orale di ondansetron e metodi per la sua produzione
WO2009064681A2 (fr)	2009-05-22	Compositions pharmaceutiques
BR112013017982A2 (pt)	2020-10-27	sais orgânicos de amina de azilsartan, processo de preparação e uso dos mesmos
AU599034B2 (en)	1990-07-12	Furosemide salts
JPS63215622A (ja)	1988-09-08	経口投与用医薬組成物
ES2811674A2 (es)	2021-03-12	Compuestos de ácido ascórbico y quinona en combinación con un agente antiparasitario para el tratamiento de una enfermedad parasitaria
RU2363462C2 (ru)	2009-08-10	Фармацевтическая композиция, содержащая 5-метил-2-(2′-хлор-6′-фторанилин)фенилуксусную кислоту
DE69006863T2 (de)	1994-06-09	Ein piperidinylalkanolantihistaminikum enthaltende flüssige Arzneizubereitungen.
AP1212A (en)	2003-11-12	Pharmacuetical compositions of (1S,4R)-cis-4-[2-amino-6-cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol.
HUP0000125A2 (hu)	2000-06-28	Folyékony alendronátkészítmények, valamint eljárás azok előállítására
WO2004091280A2 (fr)	2004-10-28	Compositions pharmaceutiques
MXPA05004745A (es)	2005-08-03	Formulaciones mejoradas las cuales contienen derivados de imidazol substituidos.
US4391809A (en)	1983-07-05	Methods for treating psoriasis
JP2000247883A (ja)	2000-09-12	ジヒドロピリジン系化合物を含有する内服用液剤
EP1297838A1 (fr)	2003-04-02	Preparations de gouttes nasales contenant de la pralmoreline
WO2013062497A1 (fr)	2013-05-02	Formulations pharmaceutiques liquides
DE2810974C2 (fr)	1988-07-21
JPH0478612B2 (fr)	1992-12-11
JP3364453B2 (ja)	2003-01-08	センノシド含有水性液剤