PL208110B1 - Kompozycja farmaceutyczna - Google Patents

Info

Publication number

PL208110B1

PL208110B1 PL368653A PL36865302A PL208110B1 PL 208110 B1 PL208110 B1 PL 208110B1 PL 368653 A PL368653 A PL 368653A PL 36865302 A PL36865302 A PL 36865302A PL 208110 B1 PL208110 B1 PL 208110B1

Authority

PL

Poland

Prior art keywords

cholesterol

hydrochloride

activator

combination

compositions

Prior art date

2001-01-26

Links

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• Global Dossier
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• 150000003432 sterols Chemical class 0.000 title claims abstract description 57
• 239000003112 inhibitor Substances 0.000 title claims abstract description 55
• 229930182558 Sterol Natural products 0.000 title claims abstract description 41
• 235000003702 sterols Nutrition 0.000 title claims abstract description 41
• 238000010521 absorption reaction Methods 0.000 title claims abstract description 25
• 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 title abstract description 36
• 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 title abstract description 36
• 239000012190 activator Substances 0.000 title abstract description 35
• 238000011282 treatment Methods 0.000 title description 32
• 230000002792 vascular Effects 0.000 title description 12
• 101150014691 PPARA gene Proteins 0.000 title description 2
• 239000000203 mixture Substances 0.000 claims abstract description 72
• YMTINGFKWWXKFG-UHFFFAOYSA-N fenofibrate Chemical compound C1=CC(OC(C)(C)C(=O)OC(C)C)=CC=C1C(=O)C1=CC=C(Cl)C=C1 YMTINGFKWWXKFG-UHFFFAOYSA-N 0.000 claims description 37
• 229960002297 fenofibrate Drugs 0.000 claims description 33
• 238000000034 method Methods 0.000 claims description 19
• 239000008194 pharmaceutical composition Substances 0.000 claims description 11
• 150000003839 salts Chemical class 0.000 claims description 11
• 229940121710 HMGCoA reductase inhibitor Drugs 0.000 claims description 10
• 239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 claims description 10
• RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims description 9
• RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 claims description 8
• 229960002855 simvastatin Drugs 0.000 claims description 8
• 229960005370 atorvastatin Drugs 0.000 claims description 4
• XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 claims description 3
• XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 claims description 3
• 229960000672 rosuvastatin Drugs 0.000 claims description 3
• BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 claims description 3
• HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 79
• -1 hydroxy-substituted azetidinone compounds Chemical class 0.000 description 41
• 230000001225 therapeutic effect Effects 0.000 description 36
• 235000012000 cholesterol Nutrition 0.000 description 30
• 150000001875 compounds Chemical class 0.000 description 30
• 239000003814 drug Substances 0.000 description 27
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 23
• 230000015572 biosynthetic process Effects 0.000 description 19
• 239000000243 solution Substances 0.000 description 19
• 241000124008 Mammalia Species 0.000 description 15
• PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical class OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 15
• 108010007622 LDL Lipoproteins Proteins 0.000 description 13
• 102000007330 LDL Lipoproteins Human genes 0.000 description 13
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
• 208000008589 Obesity Diseases 0.000 description 12
• 229940011871 estrogen Drugs 0.000 description 12
• 239000000262 estrogen Substances 0.000 description 12
• 239000003613 bile acid Substances 0.000 description 11
• 229940079593 drug Drugs 0.000 description 11
• 239000003826 tablet Substances 0.000 description 11
• BFPYWIDHMRZLRN-SLHNCBLASA-N Ethinyl estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 BFPYWIDHMRZLRN-SLHNCBLASA-N 0.000 description 10
• 239000000047 product Substances 0.000 description 10
• 102000005962 receptors Human genes 0.000 description 10
• 108020003175 receptors Proteins 0.000 description 10
• 229940124597 therapeutic agent Drugs 0.000 description 10
• 201000001320 Atherosclerosis Diseases 0.000 description 9
• RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical class C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 9
• 239000003795 chemical substances by application Substances 0.000 description 9
• 206010012601 diabetes mellitus Diseases 0.000 description 9
• 235000020824 obesity Nutrition 0.000 description 9
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
• HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 8
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 8
• 108010010234 HDL Lipoproteins Proteins 0.000 description 8
• 102000015779 HDL Lipoproteins Human genes 0.000 description 8
• 108010062497 VLDL Lipoproteins Proteins 0.000 description 8
• WWYNJERNGUHSAO-XUDSTZEESA-N (+)-Norgestrel Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](CC)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 WWYNJERNGUHSAO-XUDSTZEESA-N 0.000 description 7
• BFPYWIDHMRZLRN-UHFFFAOYSA-N 17alpha-ethynyl estradiol Natural products OC1=CC=C2C3CCC(C)(C(CC4)(O)C#C)C4C3CCC2=C1 BFPYWIDHMRZLRN-UHFFFAOYSA-N 0.000 description 7
• 208000035150 Hypercholesterolemia Diseases 0.000 description 7
• 239000002775 capsule Substances 0.000 description 7
• 229960002568 ethinylestradiol Drugs 0.000 description 7
• 210000004185 liver Anatomy 0.000 description 7
• VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 7
• 239000000583 progesterone congener Substances 0.000 description 7
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
• 239000011230 binding agent Substances 0.000 description 6
• 150000001840 cholesterol esters Chemical class 0.000 description 6
• 229940125753 fibrate Drugs 0.000 description 6
• 239000004615 ingredient Substances 0.000 description 6
• 235000001968 nicotinic acid Nutrition 0.000 description 6
• 239000011664 nicotinic acid Substances 0.000 description 6
• 239000012044 organic layer Substances 0.000 description 6
• 230000036470 plasma concentration Effects 0.000 description 6
• 108090000765 processed proteins & peptides Proteins 0.000 description 6
• DRSHXJFUUPIBHX-UHFFFAOYSA-N COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 Chemical compound COc1ccc(cc1)N1N=CC2C=NC(Nc3cc(OC)c(OC)c(OCCCN4CCN(C)CC4)c3)=NC12 DRSHXJFUUPIBHX-UHFFFAOYSA-N 0.000 description 5
• 102000004895 Lipoproteins Human genes 0.000 description 5
• 108090001030 Lipoproteins Proteins 0.000 description 5
• 238000006243 chemical reaction Methods 0.000 description 5
• 230000000694 effects Effects 0.000 description 5
• QTTMOCOWZLSYSV-QWAPEVOJSA-M equilin sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4C3=CCC2=C1 QTTMOCOWZLSYSV-QWAPEVOJSA-M 0.000 description 5
• VUCAHVBMSFIGAI-ZFINNJDLSA-M estrone sodium sulfate Chemical compound [Na+].[O-]S(=O)(=O)OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 VUCAHVBMSFIGAI-ZFINNJDLSA-M 0.000 description 5
• 229960003512 nicotinic acid Drugs 0.000 description 5
• 239000003614 peroxisome proliferator Substances 0.000 description 5
• 239000011541 reaction mixture Substances 0.000 description 5
• 239000011734 sodium Substances 0.000 description 5
• 229940083542 sodium Drugs 0.000 description 5
• 229910052708 sodium Inorganic materials 0.000 description 5
• GHOSNRCGJFBJIB-UHFFFAOYSA-N Candesartan cilexetil Chemical compound C=12N(CC=3C=CC(=CC=3)C=3C(=CC=CC=3)C3=NNN=N3)C(OCC)=NC2=CC=CC=1C(=O)OC(C)OC(=O)OC1CCCCC1 GHOSNRCGJFBJIB-UHFFFAOYSA-N 0.000 description 4
• 229920001268 Cholestyramine Polymers 0.000 description 4
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
• 241000196324 Embryophyta Species 0.000 description 4
• HEMJJKBWTPKOJG-UHFFFAOYSA-N Gemfibrozil Chemical compound CC1=CC=C(C)C(OCCCC(C)(C)C(O)=O)=C1 HEMJJKBWTPKOJG-UHFFFAOYSA-N 0.000 description 4
• 208000031226 Hyperlipidaemia Diseases 0.000 description 4
• 102100021711 Ileal sodium/bile acid cotransporter Human genes 0.000 description 4
• 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 4
• 102000000853 LDL receptors Human genes 0.000 description 4
• 108010001831 LDL receptors Proteins 0.000 description 4
• WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 4
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
• PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 description 4
• JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 4
• 206010063985 Phytosterolaemia Diseases 0.000 description 4
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
• 208000006011 Stroke Diseases 0.000 description 4
• 239000002253 acid Substances 0.000 description 4
• 230000009471 action Effects 0.000 description 4
• 239000000654 additive Substances 0.000 description 4
• 229960000528 amlodipine Drugs 0.000 description 4
• 230000003143 atherosclerotic effect Effects 0.000 description 4
• 229920000080 bile acid sequestrant Polymers 0.000 description 4
• 210000004369 blood Anatomy 0.000 description 4
• 239000008280 blood Substances 0.000 description 4
• 208000029078 coronary artery disease Diseases 0.000 description 4
• RPLCPCMSCLEKRS-BPIQYHPVSA-N desogestrel Chemical compound C1CC[C@@H]2[C@H]3C(=C)C[C@](CC)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 RPLCPCMSCLEKRS-BPIQYHPVSA-N 0.000 description 4
• 239000002552 dosage form Substances 0.000 description 4
• PCZOHLXUXFIOCF-BXMDZJJMSA-N lovastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 PCZOHLXUXFIOCF-BXMDZJJMSA-N 0.000 description 4
• 238000004519 manufacturing process Methods 0.000 description 4
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• 238000002360 preparation method Methods 0.000 description 4
• 102000004196 processed proteins & peptides Human genes 0.000 description 4
• 210000002966 serum Anatomy 0.000 description 4
• 229960000747 sodium estrone sulfate Drugs 0.000 description 4
• 239000012453 solvate Substances 0.000 description 4
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• RMMXLENWKUUMAY-UHFFFAOYSA-N telmisartan Chemical compound CCCC1=NC2=C(C)C=C(C=3N(C4=CC=CC=C4N=3)C)C=C2N1CC(C=C1)=CC=C1C1=CC=CC=C1C(O)=O RMMXLENWKUUMAY-UHFFFAOYSA-N 0.000 description 4
• 230000032258 transport Effects 0.000 description 4
• 150000003626 triacylglycerols Chemical class 0.000 description 4
• UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 4
• ORKBYCQJWQBPFG-WOMZHKBXSA-N (8r,9s,10r,13s,14s,17r)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one;(8r,9s,13s,14s,17r)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.O=C1CC[C@@H]2[C@H]3CC[C@](CC)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 ORKBYCQJWQBPFG-WOMZHKBXSA-N 0.000 description 3
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• 108010028554 LDL Cholesterol Proteins 0.000 description 3
• 108010015181 PPAR delta Proteins 0.000 description 3
• TUZYXOIXSAXUGO-UHFFFAOYSA-N Pravastatin Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(O)C=C21 TUZYXOIXSAXUGO-UHFFFAOYSA-N 0.000 description 3
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• 239000004480 active ingredient Substances 0.000 description 3
• ZPBWCRDSRKPIDG-UHFFFAOYSA-N amlodipine benzenesulfonate Chemical compound OS(=O)(=O)C1=CC=CC=C1.CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1Cl ZPBWCRDSRKPIDG-UHFFFAOYSA-N 0.000 description 3
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• 230000003247 decreasing effect Effects 0.000 description 3
• 235000014113 dietary fatty acids Nutrition 0.000 description 3
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• 150000002632 lipids Chemical class 0.000 description 3
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• QLJODMDSTUBWDW-UHFFFAOYSA-N lovastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CC(C)C=C21 QLJODMDSTUBWDW-UHFFFAOYSA-N 0.000 description 3
• PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 description 3
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• HFFGOURGAIOQBU-FOWHCLFSSA-N (8r,9s,10r,13s,14s,17r)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one;(8r,9s,13s,14s,17r)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-17-ol Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1C[C@]2(C)[C@@](C#C)(O)CC[C@H]2[C@@H]2CCC3=CC(OC)=CC=C3[C@H]21 HFFGOURGAIOQBU-FOWHCLFSSA-N 0.000 description 2
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