CA2646335A1 - Pharmaceutical compositions - Google Patents
Pharmaceutical compositions Download PDFInfo
- Publication number
- CA2646335A1 CA2646335A1 CA002646335A CA2646335A CA2646335A1 CA 2646335 A1 CA2646335 A1 CA 2646335A1 CA 002646335 A CA002646335 A CA 002646335A CA 2646335 A CA2646335 A CA 2646335A CA 2646335 A1 CA2646335 A1 CA 2646335A1
- Authority
- CA
- Canada
- Prior art keywords
- agents
- solvent
- drug
- mixture
- water
- 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.)
- Abandoned
Links
- 239000008194 pharmaceutical composition Substances 0.000 title description 13
- 238000000034 method Methods 0.000 claims abstract description 201
- 238000001694 spray drying Methods 0.000 claims abstract description 89
- 239000002904 solvent Substances 0.000 claims description 348
- 229920000642 polymer Polymers 0.000 claims description 264
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 255
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 239
- 239000003814 drug Substances 0.000 claims description 173
- 229940079593 drug Drugs 0.000 claims description 164
- 239000000203 mixture Substances 0.000 claims description 134
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 106
- 239000007962 solid dispersion Substances 0.000 claims description 92
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 84
- 230000008569 process Effects 0.000 claims description 77
- 239000006185 dispersion Substances 0.000 claims description 61
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 55
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 55
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 54
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 54
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 54
- 229920000639 hydroxypropylmethylcellulose acetate succinate Polymers 0.000 claims description 54
- 229960000583 acetic acid Drugs 0.000 claims description 53
- 239000012362 glacial acetic acid Substances 0.000 claims description 53
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical group 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 50
- ZUAAPNNKRHMPKG-UHFFFAOYSA-N acetic acid;butanedioic acid;methanol;propane-1,2-diol Chemical compound OC.CC(O)=O.CC(O)CO.OC(=O)CCC(O)=O ZUAAPNNKRHMPKG-UHFFFAOYSA-N 0.000 claims description 48
- 239000003795 chemical substances by application Substances 0.000 claims description 47
- 239000004094 surface-active agent Substances 0.000 claims description 43
- -1 antihelminthics Substances 0.000 claims description 39
- 239000007787 solid Substances 0.000 claims description 31
- 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 claims description 30
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 27
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 27
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 27
- 239000003443 antiviral agent Substances 0.000 claims description 22
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 17
- 229920001223 polyethylene glycol Polymers 0.000 claims description 17
- 229920003169 water-soluble polymer Polymers 0.000 claims description 17
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 16
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 16
- 239000000137 peptide hydrolase inhibitor Substances 0.000 claims description 15
- 229930003427 Vitamin E Natural products 0.000 claims description 14
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims description 14
- 229940046009 vitamin E Drugs 0.000 claims description 14
- 239000011709 vitamin E Substances 0.000 claims description 14
- 235000019165 vitamin E Nutrition 0.000 claims description 14
- 208000005176 Hepatitis C Diseases 0.000 claims description 13
- 150000004347 all-trans-retinol derivatives Chemical class 0.000 claims description 13
- 229940035676 analgesics Drugs 0.000 claims description 12
- 239000000730 antalgic agent Substances 0.000 claims description 12
- 229940126534 drug product Drugs 0.000 claims description 12
- 235000004626 essential fatty acids Nutrition 0.000 claims description 12
- 229940035363 muscle relaxants Drugs 0.000 claims description 12
- 239000003158 myorelaxant agent Substances 0.000 claims description 12
- 235000016709 nutrition Nutrition 0.000 claims description 12
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 12
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 11
- 229920002678 cellulose Polymers 0.000 claims description 11
- 239000001913 cellulose Substances 0.000 claims description 11
- 235000010980 cellulose Nutrition 0.000 claims description 11
- 229940081734 cellulose acetate phthalate Drugs 0.000 claims description 11
- 230000001419 dependent effect Effects 0.000 claims description 11
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 11
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 11
- 239000002202 Polyethylene glycol Substances 0.000 claims description 10
- GAMPNQJDUFQVQO-UHFFFAOYSA-N acetic acid;phthalic acid Chemical compound CC(O)=O.OC(=O)C1=CC=CC=C1C(O)=O GAMPNQJDUFQVQO-UHFFFAOYSA-N 0.000 claims description 10
- 229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 claims description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 10
- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 claims description 9
- 229940124158 Protease/peptidase inhibitor Drugs 0.000 claims description 9
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 9
- 239000000725 suspension Substances 0.000 claims description 9
- 229920000193 polymethacrylate Polymers 0.000 claims description 8
- 230000006872 improvement Effects 0.000 claims description 7
- 208000010228 Erectile Dysfunction Diseases 0.000 claims description 6
- 229940122236 Histamine receptor antagonist Drugs 0.000 claims description 6
- 206010020880 Hypertrophy Diseases 0.000 claims description 6
- 206010046543 Urinary incontinence Diseases 0.000 claims description 6
- 239000003741 agents affecting lipid metabolism Substances 0.000 claims description 6
- 230000000507 anthelmentic effect Effects 0.000 claims description 6
- 239000003242 anti bacterial agent Substances 0.000 claims description 6
- 239000004004 anti-anginal agent Substances 0.000 claims description 6
- 230000001430 anti-depressive effect Effects 0.000 claims description 6
- 230000003178 anti-diabetic effect Effects 0.000 claims description 6
- 230000003556 anti-epileptic effect Effects 0.000 claims description 6
- 239000002260 anti-inflammatory agent Substances 0.000 claims description 6
- 229940121363 anti-inflammatory agent Drugs 0.000 claims description 6
- 230000000078 anti-malarial effect Effects 0.000 claims description 6
- 239000000883 anti-obesity agent Substances 0.000 claims description 6
- 230000003262 anti-osteoporosis Effects 0.000 claims description 6
- 229940124345 antianginal agent Drugs 0.000 claims description 6
- 239000003416 antiarrhythmic agent Substances 0.000 claims description 6
- 239000003146 anticoagulant agent Substances 0.000 claims description 6
- 229940127219 anticoagulant drug Drugs 0.000 claims description 6
- 239000001961 anticonvulsive agent Substances 0.000 claims description 6
- 239000000935 antidepressant agent Substances 0.000 claims description 6
- 229940005513 antidepressants Drugs 0.000 claims description 6
- 229960003965 antiepileptics Drugs 0.000 claims description 6
- 239000003429 antifungal agent Substances 0.000 claims description 6
- 229940121375 antifungal agent Drugs 0.000 claims description 6
- 239000002255 antigout agent Substances 0.000 claims description 6
- 229960002708 antigout preparations Drugs 0.000 claims description 6
- 239000002220 antihypertensive agent Substances 0.000 claims description 6
- 229940030600 antihypertensive agent Drugs 0.000 claims description 6
- 239000003430 antimalarial agent Substances 0.000 claims description 6
- 229940033495 antimalarials Drugs 0.000 claims description 6
- 229940125684 antimigraine agent Drugs 0.000 claims description 6
- 239000002282 antimigraine agent Substances 0.000 claims description 6
- 239000002246 antineoplastic agent Substances 0.000 claims description 6
- 229940034982 antineoplastic agent Drugs 0.000 claims description 6
- 229940125710 antiobesity agent Drugs 0.000 claims description 6
- 239000000939 antiparkinson agent Substances 0.000 claims description 6
- 239000003904 antiprotozoal agent Substances 0.000 claims description 6
- 239000003200 antithyroid agent Substances 0.000 claims description 6
- 229940043671 antithyroid preparations Drugs 0.000 claims description 6
- 239000002249 anxiolytic agent Substances 0.000 claims description 6
- 230000000747 cardiac effect Effects 0.000 claims description 6
- 230000019771 cognition Effects 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 239000003246 corticosteroid Substances 0.000 claims description 6
- 229960001334 corticosteroids Drugs 0.000 claims description 6
- 229940111134 coxibs Drugs 0.000 claims description 6
- 239000003255 cyclooxygenase 2 inhibitor Substances 0.000 claims description 6
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 claims description 6
- 239000002934 diuretic Substances 0.000 claims description 6
- 229940030606 diuretics Drugs 0.000 claims description 6
- 239000003623 enhancer Substances 0.000 claims description 6
- 229940125695 gastrointestinal agent Drugs 0.000 claims description 6
- 239000004083 gastrointestinal agent Substances 0.000 claims description 6
- 239000003163 gonadal steroid hormone Substances 0.000 claims description 6
- 239000003326 hypnotic agent Substances 0.000 claims description 6
- 230000000147 hypnotic effect Effects 0.000 claims description 6
- 229960003444 immunosuppressant agent Drugs 0.000 claims description 6
- 239000003018 immunosuppressive agent Substances 0.000 claims description 6
- 201000001881 impotence Diseases 0.000 claims description 6
- 239000004041 inotropic agent Substances 0.000 claims description 6
- 239000003199 leukotriene receptor blocking agent Substances 0.000 claims description 6
- 239000003120 macrolide antibiotic agent Substances 0.000 claims description 6
- 229940041033 macrolides Drugs 0.000 claims description 6
- 239000003149 muscarinic antagonist Substances 0.000 claims description 6
- 239000003921 oil Substances 0.000 claims description 6
- 210000002307 prostate Anatomy 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000000932 sedative agent Substances 0.000 claims description 6
- 229940125723 sedative agent Drugs 0.000 claims description 6
- 229940126586 small molecule drug Drugs 0.000 claims description 6
- 239000000021 stimulant Substances 0.000 claims description 6
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 5
- 229920000858 Cyclodextrin Polymers 0.000 claims description 5
- 239000001856 Ethyl cellulose Substances 0.000 claims description 5
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 5
- 229920002301 cellulose acetate Polymers 0.000 claims description 5
- WZNRVWBKYDHTKI-UHFFFAOYSA-N cellulose, acetate 1,2,4-benzenetricarboxylate Chemical compound OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O.OC1C(O)C(O)C(CO)OC1OC1C(CO)OC(O)C(O)C1O.CC(=O)OCC1OC(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(COC(C)=O)O1.CC(=O)OCC1OC(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(COC(C)=O)O1.OC(=O)C1=CC(C(=O)O)=CC=C1C(=O)OCC1C(OC2C(C(OC(=O)C=3C(=CC(=CC=3)C(O)=O)C(O)=O)C(OC(=O)C=3C(=CC(=CC=3)C(O)=O)C(O)=O)C(COC(=O)C=3C(=CC(=CC=3)C(O)=O)C(O)=O)O2)OC(=O)C=2C(=CC(=CC=2)C(O)=O)C(O)=O)C(OC(=O)C=2C(=CC(=CC=2)C(O)=O)C(O)=O)C(OC(=O)C=2C(=CC(=CC=2)C(O)=O)C(O)=O)C(OC(=O)C=2C(=CC(=CC=2)C(O)=O)C(O)=O)O1 WZNRVWBKYDHTKI-UHFFFAOYSA-N 0.000 claims description 5
- 229920006037 cross link polymer Polymers 0.000 claims description 5
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 5
- 229920001249 ethyl cellulose Polymers 0.000 claims description 5
- 229920000609 methyl cellulose Polymers 0.000 claims description 5
- 239000001923 methylcellulose Substances 0.000 claims description 5
- 235000010981 methylcellulose Nutrition 0.000 claims description 5
- 125000005591 trimellitate group Chemical group 0.000 claims description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 claims 4
- 229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 claims 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 2
- 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 2
- PURKAOJPTOLRMP-UHFFFAOYSA-N ivacaftor Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C)=C1NC(=O)C1=CNC2=CC=CC=C2C1=O PURKAOJPTOLRMP-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 72
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- AOBORMOPSGHCAX-UHFFFAOYSA-N Tocophersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-UHFFFAOYSA-N 0.000 description 17
- 239000000843 powder Substances 0.000 description 17
- 239000002552 dosage form Substances 0.000 description 14
- 238000009835 boiling Methods 0.000 description 13
- 239000012527 feed solution Substances 0.000 description 13
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- 238000002360 preparation method Methods 0.000 description 13
- 239000000463 material Substances 0.000 description 12
- 239000013557 residual solvent Substances 0.000 description 12
- 239000000546 pharmaceutical excipient Substances 0.000 description 11
- 230000009477 glass transition Effects 0.000 description 10
- 239000011877 solvent mixture Substances 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
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- 101150043052 Hamp gene Proteins 0.000 description 6
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- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
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- 150000002632 lipids Chemical class 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical class [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 4
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- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
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- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 3
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- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
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- 241000124008 Mammalia Species 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 2
- 229920001800 Shellac Polymers 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
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- FFBHFFJDDLITSX-UHFFFAOYSA-N benzyl N-[2-hydroxy-4-(3-oxomorpholin-4-yl)phenyl]carbamate Chemical compound OC1=C(NC(=O)OCC2=CC=CC=C2)C=CC(=C1)N1CCOCC1=O FFBHFFJDDLITSX-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- NEDGUIRITORSKL-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;2-(dimethylamino)ethyl 2-methylprop-2-enoate;methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CCCCOC(=O)C(C)=C.CN(C)CCOC(=O)C(C)=C NEDGUIRITORSKL-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
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- A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
- A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Virology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Dispersion Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
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| US60/784,275 | 2006-03-20 | ||
| US87169206P | 2006-12-22 | 2006-12-22 | |
| US60/871,692 | 2006-12-22 | ||
| PCT/US2007/064294 WO2007109605A2 (en) | 2006-03-20 | 2007-03-19 | Pharmaceutical compositions |
Publications (1)
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| CA2646335A1 true CA2646335A1 (en) | 2007-09-27 |
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| CA002646335A Abandoned CA2646335A1 (en) | 2006-03-20 | 2007-03-19 | Pharmaceutical compositions |
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| MX (1) | MX2008011976A (enExample) |
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| UY (1) | UY30225A1 (enExample) |
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| US10022352B2 (en) | 2006-04-07 | 2018-07-17 | Vertex Pharmaceuticals Incorporated | Modulators of ATP-binding cassette transporters |
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| JPH0570636A (ja) * | 1991-09-17 | 1993-03-23 | Sumitomo Bakelite Co Ltd | 熱可塑性樹脂組成物 |
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2007
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- 2007-03-19 EP EP07758806A patent/EP2001497A4/en not_active Withdrawn
- 2007-03-19 EA EA200802008A patent/EA018811B1/ru not_active IP Right Cessation
- 2007-03-19 CA CA002646335A patent/CA2646335A1/en not_active Abandoned
- 2007-03-19 TW TW102143937A patent/TW201414469A/zh unknown
- 2007-03-19 SG SG201101683-9A patent/SG170087A1/en unknown
- 2007-03-19 KR KR1020147022986A patent/KR20140107691A/ko not_active Ceased
- 2007-03-19 US US11/687,779 patent/US20070218012A1/en not_active Abandoned
- 2007-03-19 MX MX2008011976A patent/MX2008011976A/es active IP Right Grant
- 2007-03-19 TW TW096109377A patent/TWI428125B/zh not_active IP Right Cessation
- 2007-03-19 WO PCT/US2007/064294 patent/WO2007109605A2/en not_active Ceased
- 2007-03-19 RS RSP-2009/0406A patent/RS20090406A/sr unknown
- 2007-03-19 KR KR1020087025510A patent/KR20090025187A/ko not_active Abandoned
- 2007-03-19 AU AU2007226984A patent/AU2007226984B2/en not_active Ceased
- 2007-03-19 NZ NZ571934A patent/NZ571934A/en not_active IP Right Cessation
- 2007-03-19 JP JP2009501679A patent/JP2009530416A/ja not_active Withdrawn
- 2007-03-19 CN CN2013101589038A patent/CN103272234A/zh active Pending
- 2007-03-19 BR BRPI0708957-0A patent/BRPI0708957A2/pt not_active IP Right Cessation
- 2007-03-20 AR ARP070101121A patent/AR063468A1/es unknown
- 2007-03-20 UY UY30225A patent/UY30225A1/es unknown
- 2007-03-20 PE PE2007000308A patent/PE20080170A1/es not_active Application Discontinuation
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2008
- 2008-09-17 IL IL194176A patent/IL194176A/en not_active IP Right Cessation
- 2008-09-22 EC EC2008008759A patent/ECSP088759A/es unknown
- 2008-10-16 NO NO20084334A patent/NO20084334L/no not_active Application Discontinuation
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2009
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-
2013
- 2013-05-21 AU AU2013205948A patent/AU2013205948A1/en not_active Abandoned
- 2013-11-20 JP JP2013240174A patent/JP2014037435A/ja active Pending
-
2014
- 2014-03-04 US US14/196,509 patent/US20140183768A1/en not_active Abandoned
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| FZDE | Discontinued |
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