SK1742002A3 - Crystals of the sodium salt of pravastatin - Google Patents

Crystals of the sodium salt of pravastatin Download PDF

Info

Publication number: SK1742002A3
Authority: SK; Slovakia
Prior art keywords: pravastatin sodium; ethyl acetate; pravastatin; crystals; process according
Prior art date: 1999-08-06

Application number

SK174-2002A

Other languages

English (en)

Slovak (sk)

Inventor

Zlatko Pflaum

Original Assignee

Lek Tovarna Farmacevtskih

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.)

1999-08-06

Filing date

2000-08-04

Publication date

2002-06-04

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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=20432515&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SK1742002(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2000-08-04 Application filed by Lek Tovarna Farmacevtskih filed Critical Lek Tovarna Farmacevtskih

2002-06-04 Publication of SK1742002A3 publication Critical patent/SK1742002A3/sk

Links

TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 title claims abstract description 23
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 title claims abstract description 10
229960002965 pravastatin Drugs 0.000 title claims abstract description 10
239000013078 crystal Substances 0.000 title claims description 39
159000000000 sodium salts Chemical class 0.000 title abstract description 5
238000000034 method Methods 0.000 claims abstract description 27
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 13
-1 (2-methyl-1-oxobutoxy)- Chemical class 0.000 claims abstract description 12
208000035150 Hypercholesterolemia Diseases 0.000 claims abstract description 4
208000031226 Hyperlipidaemia Diseases 0.000 claims abstract description 4
238000004519 manufacturing process Methods 0.000 claims abstract description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 96
229960001495 pravastatin sodium Drugs 0.000 claims description 66
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
238000002425 crystallisation Methods 0.000 claims description 18
230000008025 crystallization Effects 0.000 claims description 18
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 12
238000002441 X-ray diffraction Methods 0.000 claims description 10
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 8
230000001476 alcoholic effect Effects 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 7
238000001816 cooling Methods 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 3
238000002844 melting Methods 0.000 claims description 3
230000008018 melting Effects 0.000 claims description 3
239000011734 sodium Substances 0.000 claims description 3
229910052708 sodium Inorganic materials 0.000 claims description 3
239000000825 pharmaceutical preparation Substances 0.000 claims description 2
229940127557 pharmaceutical product Drugs 0.000 claims description 2
239000000126 substance Substances 0.000 abstract description 10
238000000855 fermentation Methods 0.000 abstract description 4
230000004151 fermentation Effects 0.000 abstract description 4
ZGGHKIMDNBDHJB-NRFPMOEYSA-M (3R,5S)-fluvastatin sodium Chemical compound [Na+].C12=CC=CC=C2N(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 ZGGHKIMDNBDHJB-NRFPMOEYSA-M 0.000 abstract description 3
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 abstract 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 abstract description 3
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 abstract description 3
229960005370 atorvastatin Drugs 0.000 abstract description 3
SEERZIQQUAZTOL-ANMDKAQQSA-N cerivastatin Chemical compound COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC(O)=O)=C1C1=CC=C(F)C=C1 SEERZIQQUAZTOL-ANMDKAQQSA-N 0.000 abstract description 3
239000003814 drug Substances 0.000 abstract description 3
229960003765 fluvastatin Drugs 0.000 abstract description 3
229960002855 simvastatin Drugs 0.000 abstract description 3
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 abstract description 3
241000894007 species Species 0.000 abstract description 3
238000003786 synthesis reaction Methods 0.000 abstract description 3
241000187643 Amycolatopsis Species 0.000 abstract description 2
241000228212 Aspergillus Species 0.000 abstract description 2
229940121710 HMGCoA reductase inhibitor Drugs 0.000 abstract description 2
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 abstract description 2
241000228347 Monascus <ascomycete fungus> Species 0.000 abstract description 2
241000235395 Mucor Species 0.000 abstract description 2
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AJLFOPYRIVGYMJ-UHFFFAOYSA-N SJ000287055 Natural products C12C(OC(=O)C(C)CC)CCC=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 AJLFOPYRIVGYMJ-UHFFFAOYSA-N 0.000 abstract description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract description 2
239000003529 anticholesteremic agent Substances 0.000 abstract description 2
239000002471 hydroxymethylglutaryl coenzyme A reductase inhibitor Substances 0.000 abstract description 2
238000002955 isolation Methods 0.000 abstract description 2
229960004844 lovastatin Drugs 0.000 abstract description 2
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 abstract description 2
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 abstract description 2
AJLFOPYRIVGYMJ-INTXDZFKSA-N mevastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=CCC[C@@H]([C@H]12)OC(=O)[C@@H](C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 AJLFOPYRIVGYMJ-INTXDZFKSA-N 0.000 abstract description 2
229950009116 mevastatin Drugs 0.000 abstract description 2
BOZILQFLQYBIIY-UHFFFAOYSA-N mevastatin hydroxy acid Natural products C1=CC(C)C(CCC(O)CC(O)CC(O)=O)C2C(OC(=O)C(C)CC)CCC=C21 BOZILQFLQYBIIY-UHFFFAOYSA-N 0.000 abstract description 2
244000005700 microbiome Species 0.000 abstract description 2
229940096701 plain lipid modifying drug hmg coa reductase inhibitors Drugs 0.000 abstract description 2
239000002253 acid Substances 0.000 abstract 1
VWBQYTRBTXKKOG-IYNICTALSA-M pravastatin sodium Chemical compound [Na+].C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC([O-])=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 VWBQYTRBTXKKOG-IYNICTALSA-M 0.000 description 54
239000007787 solid Substances 0.000 description 8
150000007942 carboxylates Chemical class 0.000 description 5
239000012535 impurity Substances 0.000 description 5
238000003756 stirring Methods 0.000 description 5
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
229920002472 Starch Polymers 0.000 description 4
235000019698 starch Nutrition 0.000 description 4
229920000168 Microcrystalline cellulose Polymers 0.000 description 3
238000004108 freeze drying Methods 0.000 description 3
235000019813 microcrystalline cellulose Nutrition 0.000 description 3
239000008108 microcrystalline cellulose Substances 0.000 description 3
229940016286 microcrystalline cellulose Drugs 0.000 description 3
239000002904 solvent Substances 0.000 description 3
229910017488 Cu K Inorganic materials 0.000 description 2
229910017541 Cu-K Inorganic materials 0.000 description 2
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239000004375 Dextrin Substances 0.000 description 2
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GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 2
239000006172 buffering agent Substances 0.000 description 2
229910000019 calcium carbonate Inorganic materials 0.000 description 2
235000019425 dextrin Nutrition 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
239000000945 filler Substances 0.000 description 2
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IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
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HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
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NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
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JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
244000215068 Acacia senegal Species 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
229920002785 Croscarmellose sodium Polymers 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
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 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
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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 1
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PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
239000003463 adsorbent Substances 0.000 description 1
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CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
235000013539 calcium stearate Nutrition 0.000 description 1
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SMBKCSPGKDEPFO-UHFFFAOYSA-L calcium;docosanoate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCCCC([O-])=O SMBKCSPGKDEPFO-UHFFFAOYSA-L 0.000 description 1
239000002775 capsule Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
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GXGAKHNRMVGRPK-UHFFFAOYSA-N dimagnesium;dioxido-bis[[oxido(oxo)silyl]oxy]silane Chemical compound [Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O GXGAKHNRMVGRPK-UHFFFAOYSA-N 0.000 description 1
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TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
238000004366 reverse phase liquid chromatography Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
235000010378 sodium ascorbate Nutrition 0.000 description 1
229960005055 sodium ascorbate Drugs 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
239000001488 sodium phosphate Substances 0.000 description 1
229910000162 sodium phosphate Inorganic materials 0.000 description 1
229940045902 sodium stearyl fumarate Drugs 0.000 description 1
PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000010356 sorbitol Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
238000012360 testing method Methods 0.000 description 1
239000001069 triethyl citrate Substances 0.000 description 1
VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
235000013769 triethyl citrate Nutrition 0.000 description 1
RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/33—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with hydroxy compounds having more than three hydroxy groups
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/26—All rings being cycloaliphatic the ring system containing ten carbon atoms
- C07C2602/28—Hydrogenated naphthalenes

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Diabetes (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Hematology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Engineering & Computer Science (AREA)
Public Health (AREA)
Obesity (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyrane Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

SK174-2002A 1999-08-06 2000-08-04 Crystals of the sodium salt of pravastatin SK1742002A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
SI9900191A SI20305A (sl)	1999-08-06	1999-08-06	Kristali natrijeve soli pravastatina
PCT/IB2000/001103 WO2001010813A1 (en)	1999-08-06	2000-08-04	Crystals of the sodium salt of pravastatin

Publications (1)

Publication Number	Publication Date
SK1742002A3 true SK1742002A3 (en)	2002-06-04

Family

ID=20432515

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK174-2002A SK1742002A3 (en)	1999-08-06	2000-08-04	Crystals of the sodium salt of pravastatin

Country Status (24)

Country	Link
US (3)	US7078558B1 (de)
EP (1)	EP1200385B2 (de)
JP (1)	JP2003506424A (de)
KR (2)	KR20070086847A (de)
CN (1)	CN1205172C (de)
AT (1)	ATE287389T1 (de)
BG (1)	BG65368B1 (de)
CA (1)	CA2379335A1 (de)
CZ (1)	CZ2002414A3 (de)
DE (1)	DE60017568T2 (de)
DK (1)	DK1200385T3 (de)
ES (1)	ES2235911T5 (de)
HR (1)	HRP20020106A2 (de)
HU (1)	HUP0202536A3 (de)
IL (3)	IL148050A0 (de)
NZ (1)	NZ516685A (de)
PL (1)	PL365850A1 (de)
PT (1)	PT1200385E (de)
RU (1)	RU2247711C2 (de)
SI (2)	SI20305A (de)
SK (1)	SK1742002A3 (de)
WO (1)	WO2001010813A1 (de)
YU (1)	YU5402A (de)
ZA (1)	ZA200200437B (de)

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SI20305A (sl) *	1999-08-06	2001-02-28	LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d.	Kristali natrijeve soli pravastatina
SI20070A (sl) *	1998-09-18	2000-04-30	LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d.	Nove soli inhibitorjev HMG-CoA reduktaze
IL150187A0 (en) *	1999-12-14	2002-12-01	Biogal Pharmaceutical Co Ltd	Novel forms of pravastatin sodium
JP3236282B1 (ja) *	2000-10-16	2001-12-10	三共株式会社	プラバスタチンを精製する方法
JP2002121172A (ja) *	2000-10-16	2002-04-23	Sankyo Co Ltd	プラバスタチン又はその薬理上許容される塩の精製方法
WO2002057229A1 (en)	2001-01-19	2002-07-25	Biocon India Limited	FORM V CRYSTALLINE [R-(R,R)]-2-(4-FLUOROPHENYL)-ß,$G(D)-DIHYDROXY-5-(1-METHYLETHYL)-3-PHENYL-4-[(PHENYLAMINO)CARBONYL]-1H-PYRROLE-1- HEPTANOIC ACID HEMI CALCIUM SALT. (ATORVASTATIN)
US6716615B2 (en)	2002-02-27	2004-04-06	Yung Shin Pharmaceutical Ind. Co., Ltd.	Strains of saccharaothrix, process for producing pravastatin using the strains and isolation process of (HMG)-CoA reductase
HUP0500074A3 (en)	2002-03-18	2005-07-28	Biocon Ltd Bangalore	Amorphous hmg-coa reductase inhibitors of desired particle size and process for producing them
JP4622855B2 (ja) *	2003-06-10	2011-02-02	大正製薬株式会社	放射球状晶析物およびその製造方法並びにこれを利用するドライパウダー製剤
CN1293874C (zh) *	2003-08-18	2007-01-10	李朝晖	以洛伐他汀盐为主要活性成分的中药红曲及其制剂
DE602004017461D1 (de)	2003-11-24	2008-12-11	Teva Gyogyszergyar Zartkoeruen	Verfahren zur reinigung von pravastatin
WO2005084669A1 (en) *	2004-03-01	2005-09-15	Lek Pharmaceuticals D.D.	Pharmaceutical composition
US20090042979A1 (en) *	2004-08-06	2009-02-12	Transform Pharmaceuticals Inc.	Novel Statin Pharmaceutical Compositions and Related Methods of Treatment
NZ552390A (en) *	2004-08-06	2010-01-29	Transform Pharmaceuticals Inc	Novel fenofibrate formulations and related methods of treatment
JP2008509154A (ja)	2004-08-06	2008-03-27	トランスフオーム・フアーマシユーチカルズ・インコーポレーテツド	新規なスタチン薬剤組成物および関連治療方法
CN101115706A (zh) *	2005-02-09	2008-01-30	特瓦药厂私人有限公司	制备普伐他汀钠的方法
JP4895510B2 (ja) *	2005-02-23	2012-03-14	株式会社トクヤマ	バリオールアミンの製造方法
JP4813841B2 (ja) *	2005-07-25	2011-11-09	キユーピー株式会社	プラバスタチンナトリウムの製造方法
US20110112053A1 (en) *	2008-04-16	2011-05-12	University Of Utah Research Foundation	Pharmacological targeting of vascular malformations
CN101348476B (zh) *	2008-09-05	2011-05-11	丽珠集团新北江制药股份有限公司	一种制备4,5,6,7-四氢普伐他汀及其钠盐的方法和固体结晶形式
CN101648867B (zh) *	2009-09-04	2012-07-11	天津大学	一种普伐他汀钠晶型及其制备方法和应用
EP2343054A1 (de)	2010-01-04	2011-07-13	LEK Pharmaceuticals d.d.	Pellets und Mikroteilchen von Pravastatin-Natrium und Verfahren zu deren Herstellung
CN102533893A (zh) *	2010-12-09	2012-07-04	浙江海正药业股份有限公司	一种制备莫那可林j的方法

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SI20070A (sl) *	1998-09-18	2000-04-30	LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d.	Nove soli inhibitorjev HMG-CoA reduktaze
SI20072A (sl) *	1998-09-18	2000-04-30	LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d.	Postopek za pridobivanje inhibitorjev HMG-CoA reduktaze
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1999
- 1999-08-06 SI SI9900191A patent/SI20305A/sl not_active IP Right Cessation
2000
- 2000-08-04 KR KR1020077015051A patent/KR20070086847A/ko not_active Withdrawn
- 2000-08-04 SK SK174-2002A patent/SK1742002A3/sk not_active Application Discontinuation
- 2000-08-04 RU RU2002102862/04A patent/RU2247711C2/ru not_active IP Right Cessation
- 2000-08-04 EP EP00946239A patent/EP1200385B2/de not_active Expired - Lifetime
- 2000-08-04 DE DE60017568T patent/DE60017568T2/de not_active Expired - Lifetime
- 2000-08-04 JP JP2001515281A patent/JP2003506424A/ja active Pending
- 2000-08-04 NZ NZ516685A patent/NZ516685A/en not_active IP Right Cessation
- 2000-08-04 SI SI200030653T patent/SI1200385T2/sl unknown
- 2000-08-04 PT PT00946239T patent/PT1200385E/pt unknown
- 2000-08-04 CZ CZ2002414A patent/CZ2002414A3/cs unknown
- 2000-08-04 US US10/049,093 patent/US7078558B1/en not_active Expired - Fee Related
- 2000-08-04 HU HU0202536A patent/HUP0202536A3/hu unknown
- 2000-08-04 IL IL14805000A patent/IL148050A0/xx unknown
- 2000-08-04 DK DK00946239T patent/DK1200385T3/da active
- 2000-08-04 ES ES00946239T patent/ES2235911T5/es not_active Expired - Lifetime
- 2000-08-04 YU YU5402A patent/YU5402A/sh unknown
- 2000-08-04 WO PCT/IB2000/001103 patent/WO2001010813A1/en not_active Ceased
- 2000-08-04 PL PL00365850A patent/PL365850A1/xx not_active Application Discontinuation
- 2000-08-04 AT AT00946239T patent/ATE287389T1/de not_active IP Right Cessation
- 2000-08-04 KR KR1020027001231A patent/KR100766928B1/ko not_active Expired - Fee Related
- 2000-08-04 CA CA002379335A patent/CA2379335A1/en not_active Abandoned
- 2000-08-04 HR HR20020106A patent/HRP20020106A2/hr not_active Application Discontinuation
- 2000-08-04 CN CNB008113653A patent/CN1205172C/zh not_active Expired - Fee Related
2002
- 2002-01-17 ZA ZA200200437A patent/ZA200200437B/en unknown
- 2002-02-05 BG BG106389A patent/BG65368B1/bg unknown
- 2002-02-06 IL IL148050A patent/IL148050A/en not_active IP Right Cessation
2003
- 2003-04-04 US US10/408,012 patent/US6740775B1/en not_active Expired - Fee Related
2006
- 2006-04-10 US US11/400,872 patent/US20060183929A1/en not_active Abandoned
2007
- 2007-11-08 IL IL187261A patent/IL187261A0/en unknown

Also Published As

Publication number	Publication date
EP1200385A1 (de)	2002-05-02
ES2235911T5 (es)	2012-02-27
CA2379335A1 (en)	2001-02-15
BG106389A (en)	2002-09-30
PT1200385E (pt)	2005-04-29
KR20070086847A (ko)	2007-08-27
JP2003506424A (ja)	2003-02-18
HUP0202536A2 (hu)	2003-01-28
DE60017568D1 (de)	2005-02-24
ES2235911T3 (es)	2005-07-16
HUP0202536A3 (en)	2003-04-28
PL365850A1 (en)	2005-01-10
EP1200385B1 (de)	2005-01-19
ATE287389T1 (de)	2005-02-15
NZ516685A (en)	2004-01-30
KR100766928B1 (ko)	2007-10-17
RU2247711C2 (ru)	2005-03-10
KR20020025204A (ko)	2002-04-03
DK1200385T3 (da)	2005-05-23
CN1368948A (zh)	2002-09-11
HRP20020106A2 (en)	2003-04-30
EP1200385B2 (de)	2011-09-21
CN1205172C (zh)	2005-06-08
SI1200385T1 (en)	2005-08-31
YU5402A (sh)	2005-03-15
CZ2002414A3 (cs)	2002-07-17
IL187261A0 (en)	2008-02-09
SI20305A (sl)	2001-02-28
SI1200385T2 (sl)	2012-02-29
DE60017568T2 (de)	2006-03-30
IL148050A0 (en)	2002-09-12
BG65368B1 (bg)	2008-04-30
US20060183929A1 (en)	2006-08-17
US6740775B1 (en)	2004-05-25
ZA200200437B (en)	2003-03-26
IL148050A (en)	2008-11-03
US7078558B1 (en)	2006-07-18
WO2001010813A1 (en)	2001-02-15

Legal Events

Date	Code	Title	Description
2010-04-07	FC9A	Refused patent application

Publication	Publication Date	Title
SK1742002A3 (en)	2002-06-04	Crystals of the sodium salt of pravastatin
CA2114678C (en)	1999-04-27	Crystals of n-(trans-4-isopropylcyclohexylcarbonyl)- d-phenylalanine and methods for preparing them
JP2004501121A (ja)	2004-01-15	安定した医薬効果を有する合成物、及びそれを含む医薬製剤
SK286593B6 (sk)	2009-01-07	Spôsob prípravy nekryštalickej vápenatej soli atorvastatínu
MXPA03004844A (es)	2005-04-19	Formas de cristales novedosas de hemicalcio de atorvastatina y procesos para su preparacion asi como procesos novedosos para preparar otras formas.
RS56803B1 (sr)	2018-04-30	Postupak za proizvodnju 2-[4-(3-ili2-fluorobenziloksi)benzilamino] propanamida sa visokim stepenom čistoće
SK5232003A3 (en)	2004-06-08	Pravastatin sodium substantially free of pravastatin lactone and epi-pravastatin, and compositions containing same
AU779306B2 (en)	2005-01-13	Novel forms of pravastatin sodium
AU782143B2 (en)	2005-07-07	Crystals of the sodium salt of pravastatin
US20080300305A1 (en)	2008-12-04	Method of purifying pravastatin