UA73972C2 - Galenical form with prolonged release of molsidomine - Google Patents
Galenical form with prolonged release of molsidomine Download PDFInfo
- Publication number
- UA73972C2 UA73972C2 UA2002086983A UA2002086983A UA73972C2 UA 73972 C2 UA73972 C2 UA 73972C2 UA 2002086983 A UA2002086983 A UA 2002086983A UA 2002086983 A UA2002086983 A UA 2002086983A UA 73972 C2 UA73972 C2 UA 73972C2
- Authority
- UA
- Ukraine
- Prior art keywords
- molsidomine
- sulfur
- fuel
- hours
- hydrogen peroxide
- Prior art date
Links
- XLFWDASMENKTKL-UHFFFAOYSA-N molsidomine Chemical compound O1C(N=C([O-])OCC)=C[N+](N2CCOCC2)=N1 XLFWDASMENKTKL-UHFFFAOYSA-N 0.000 title claims abstract 30
- 229960004027 molsidomine Drugs 0.000 title claims abstract 30
- 230000002035 prolonged effect Effects 0.000 title claims abstract 3
- 238000004090 dissolution Methods 0.000 claims abstract description 4
- 239000002207 metabolite Substances 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims description 77
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 76
- 239000000463 material Substances 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 12
- -1 lipid compounds Chemical class 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 239000011159 matrix material Substances 0.000 claims description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 229910052949 galena Inorganic materials 0.000 claims 7
- XCAUINMIESBTBL-UHFFFAOYSA-N lead(ii) sulfide Chemical compound [Pb]=S XCAUINMIESBTBL-UHFFFAOYSA-N 0.000 claims 7
- 239000002861 polymer material Substances 0.000 claims 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims 2
- 210000002381 plasma Anatomy 0.000 claims 2
- 230000001105 regulatory effect Effects 0.000 claims 2
- 238000013268 sustained release Methods 0.000 claims 2
- 239000012730 sustained-release form Substances 0.000 claims 2
- OKMWKBLSFKFYGZ-UHFFFAOYSA-N 1-behenoylglycerol Chemical group CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO OKMWKBLSFKFYGZ-UHFFFAOYSA-N 0.000 claims 1
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 claims 1
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 claims 1
- 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 claims 1
- 239000004359 castor oil Substances 0.000 claims 1
- 235000019438 castor oil Nutrition 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
- 239000008298 dragée Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims 1
- 229940049654 glyceryl behenate Drugs 0.000 claims 1
- FETSQPAGYOVAQU-UHFFFAOYSA-N glyceryl palmitostearate Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O FETSQPAGYOVAQU-UHFFFAOYSA-N 0.000 claims 1
- 229940046813 glyceryl palmitostearate Drugs 0.000 claims 1
- 239000003979 granulating agent Substances 0.000 claims 1
- 150000002398 hexadecan-1-ols Chemical class 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 claims 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims 1
- 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 1
- 239000008101 lactose Substances 0.000 claims 1
- 239000000314 lubricant Substances 0.000 claims 1
- 235000019359 magnesium stearate Nutrition 0.000 claims 1
- 230000014759 maintenance of location Effects 0.000 claims 1
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 1
- 229910052814 silicon oxide Inorganic materials 0.000 claims 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 230000008961 swelling Effects 0.000 claims 1
- 150000003626 triacylglycerols Chemical class 0.000 claims 1
- 206010002383 Angina Pectoris Diseases 0.000 abstract 4
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 238000000338 in vitro Methods 0.000 abstract 1
- 238000001727 in vivo Methods 0.000 abstract 1
- 230000001148 spastic effect Effects 0.000 abstract 1
- 238000002798 spectrophotometry method Methods 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 168
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 149
- 229910052717 sulfur Inorganic materials 0.000 description 149
- 239000011593 sulfur Substances 0.000 description 149
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 102
- 239000000446 fuel Substances 0.000 description 100
- 239000000243 solution Substances 0.000 description 98
- 238000007254 oxidation reaction Methods 0.000 description 72
- 230000001590 oxidative effect Effects 0.000 description 72
- 230000003647 oxidation Effects 0.000 description 66
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 63
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 51
- 238000000605 extraction Methods 0.000 description 51
- 235000019253 formic acid Nutrition 0.000 description 51
- 150000003464 sulfur compounds Chemical class 0.000 description 47
- 150000002430 hydrocarbons Chemical class 0.000 description 41
- 230000008569 process Effects 0.000 description 41
- 229930195733 hydrocarbon Natural products 0.000 description 40
- 239000002253 acid Substances 0.000 description 37
- 239000002283 diesel fuel Substances 0.000 description 34
- 239000004215 Carbon black (E152) Substances 0.000 description 30
- 238000006243 chemical reaction Methods 0.000 description 30
- 239000003502 gasoline Substances 0.000 description 27
- 238000002474 experimental method Methods 0.000 description 26
- 150000003457 sulfones Chemical class 0.000 description 26
- 150000002978 peroxides Chemical class 0.000 description 24
- 239000003921 oil Substances 0.000 description 23
- 239000000047 product Substances 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 21
- 239000012071 phase Substances 0.000 description 21
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 20
- 238000001704 evaporation Methods 0.000 description 20
- 230000008020 evaporation Effects 0.000 description 20
- 150000002898 organic sulfur compounds Chemical class 0.000 description 19
- 239000007789 gas Substances 0.000 description 18
- 239000000203 mixture Substances 0.000 description 17
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 16
- 238000000926 separation method Methods 0.000 description 15
- 238000001179 sorption measurement Methods 0.000 description 15
- 230000000694 effects Effects 0.000 description 14
- 238000002156 mixing Methods 0.000 description 14
- 229930192474 thiophene Natural products 0.000 description 14
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 12
- 230000000875 corresponding effect Effects 0.000 description 11
- 239000007800 oxidant agent Substances 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 230000008901 benefit Effects 0.000 description 10
- 239000000292 calcium oxide Substances 0.000 description 10
- 235000012255 calcium oxide Nutrition 0.000 description 10
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 10
- 239000003350 kerosene Substances 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- 238000012545 processing Methods 0.000 description 9
- ZQRGREQWCRSUCI-UHFFFAOYSA-N [S].C=1C=CSC=1 Chemical compound [S].C=1C=CSC=1 ZQRGREQWCRSUCI-UHFFFAOYSA-N 0.000 description 8
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 8
- 239000007858 starting material Substances 0.000 description 8
- 150000003577 thiophenes Chemical class 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- 238000003795 desorption Methods 0.000 description 7
- 230000000670 limiting effect Effects 0.000 description 7
- 239000003209 petroleum derivative Substances 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 6
- 238000004821 distillation Methods 0.000 description 6
- 230000005484 gravity Effects 0.000 description 6
- 238000005984 hydrogenation reaction Methods 0.000 description 6
- 238000007086 side reaction Methods 0.000 description 6
- 238000002336 sorption--desorption measurement Methods 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 5
- 238000004939 coking Methods 0.000 description 5
- 239000010779 crude oil Substances 0.000 description 5
- 230000018044 dehydration Effects 0.000 description 5
- 238000006297 dehydration reaction Methods 0.000 description 5
- 238000006477 desulfuration reaction Methods 0.000 description 5
- 230000023556 desulfurization Effects 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 239000000401 methanolic extract Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
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- 239000002594 sorbent Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 239000003463 adsorbent Substances 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
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- 238000004519 manufacturing process Methods 0.000 description 4
- 230000007420 reactivation Effects 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 238000007670 refining Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HTIRHQRTDBPHNZ-UHFFFAOYSA-N Dibutyl sulfide Chemical compound CCCCSCCCC HTIRHQRTDBPHNZ-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
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- 238000006386 neutralization reaction Methods 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 238000011069 regeneration method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 150000003462 sulfoxides Chemical class 0.000 description 3
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 239000011260 aqueous acid Substances 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
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- 238000005516 engineering process Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000000295 fuel oil Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 150000004965 peroxy acids Chemical class 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- GTMJIBWPIOYZSG-UHFFFAOYSA-N 2,3,4-trimethyl-1-benzothiophene Chemical class C1=CC(C)=C2C(C)=C(C)SC2=C1 GTMJIBWPIOYZSG-UHFFFAOYSA-N 0.000 description 1
- LAAVYEUJEMRIGF-UHFFFAOYSA-N 2,4,4-trimethylpent-2-ene Chemical class CC(C)=CC(C)(C)C LAAVYEUJEMRIGF-UHFFFAOYSA-N 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LTEQMZWBSYACLV-UHFFFAOYSA-N Hexylbenzene Chemical compound CCCCCCC1=CC=CC=C1 LTEQMZWBSYACLV-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002156 adsorbate Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229940022504 aluminum oxide paste Drugs 0.000 description 1
- 239000006286 aqueous extract Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 235000011116 calcium hydroxide Nutrition 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000010549 co-Evaporation Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
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- 238000005485 electric heating Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- HQVFCQRVQFYGRJ-UHFFFAOYSA-N formic acid;hydrate Chemical compound O.OC=O HQVFCQRVQFYGRJ-UHFFFAOYSA-N 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
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- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
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- 238000011084 recovery Methods 0.000 description 1
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- 239000003760 tallow Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
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Classifications
-
- 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
-
- 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
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2072—Pills, tablets, discs, rods characterised by shape, structure or size; Tablets with holes, special break lines or identification marks; Partially coated tablets; Disintegrating flat shaped forms
- A61K9/2086—Layered tablets, e.g. bilayer tablets; Tablets of the type inert core-active coat
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pulmonology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0002307A FR2805462B1 (fr) | 2000-02-24 | 2000-02-24 | Nouvelle forme galenique orale a liberation prolongee de la molsidomine |
| PCT/EP2001/002055 WO2001062256A1 (fr) | 2000-02-24 | 2001-02-22 | Nouvelle forme galenique orale a liberation prolongee de la molsidomine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA73972C2 true UA73972C2 (en) | 2005-10-17 |
Family
ID=8847342
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2002086983A UA73972C2 (en) | 2000-02-24 | 2001-02-22 | Galenical form with prolonged release of molsidomine |
Country Status (36)
| Country | Link |
|---|---|
| US (1) | US7767227B2 (ja) |
| EP (1) | EP1265614B1 (ja) |
| JP (1) | JP4945043B2 (ja) |
| KR (1) | KR100814191B1 (ja) |
| CN (1) | CN100396284C (ja) |
| AT (1) | ATE296632T1 (ja) |
| AU (2) | AU4065301A (ja) |
| BE (1) | BE1013487A3 (ja) |
| BG (1) | BG66111B1 (ja) |
| BR (1) | BRPI0108041B8 (ja) |
| CA (1) | CA2400886C (ja) |
| CZ (1) | CZ301993B6 (ja) |
| DE (1) | DE60111196T2 (ja) |
| DZ (1) | DZ3273A1 (ja) |
| EE (1) | EE05098B1 (ja) |
| ES (1) | ES2241803T3 (ja) |
| FR (1) | FR2805462B1 (ja) |
| HK (1) | HK1050138B (ja) |
| HR (1) | HRP20020692B1 (ja) |
| HU (1) | HU229799B1 (ja) |
| IL (2) | IL151205A0 (ja) |
| IS (1) | IS2446B (ja) |
| MA (1) | MA25576A1 (ja) |
| MD (1) | MD3119C2 (ja) |
| MX (1) | MXPA02008262A (ja) |
| NO (1) | NO329495B1 (ja) |
| NZ (1) | NZ520691A (ja) |
| OA (1) | OA12183A (ja) |
| PL (1) | PL201631B1 (ja) |
| PT (1) | PT1265614E (ja) |
| RS (1) | RS50291B (ja) |
| RU (1) | RU2263506C2 (ja) |
| SK (1) | SK286313B6 (ja) |
| UA (1) | UA73972C2 (ja) |
| WO (1) | WO2001062256A1 (ja) |
| ZA (1) | ZA200206042B (ja) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2805462B1 (fr) * | 2000-02-24 | 2003-08-15 | Therabel Res | Nouvelle forme galenique orale a liberation prolongee de la molsidomine |
| US7803402B2 (en) * | 2002-07-06 | 2010-09-28 | Sanjeev Khandelwal | Pharmaceutical preparations |
| FR2868314B1 (fr) * | 2004-04-05 | 2008-10-24 | Therabel Pharmaceuticals Ltd | Nouvelle utilisation therapeutique de la molsidomine et de ses sels pharmaceutiquement acceptables |
| EP2468269A1 (en) | 2010-11-26 | 2012-06-27 | Universitätsklinikum Münster | Nitric oxide donors in therapy of nitric oxide deficiency-induced disturbances of cerebral microcirculation |
| BE1028879B1 (fr) | 2020-12-11 | 2022-07-12 | Europharmaceuticals | Comprimé à libération prolongée de la molsidomine |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3522191A1 (de) * | 1985-06-21 | 1987-01-15 | Cassella Ag | Photostabilisierung von sydnoniminen |
| CN1006522B (zh) * | 1986-04-30 | 1990-01-24 | 田道制药有限公司 | 缓放性制剂的制备方法 |
| HU210921B (en) * | 1990-03-28 | 1995-09-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing inclusion complexes of n-ethoxycarbonyl-3-morpholino-sydnonimine formed with cyclodextrines and pharmaceutical compositions containing them |
| HU212730B (en) * | 1990-03-28 | 1996-10-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing inclusion complexes of cyclodextrine or its derivative and 3-morpholino-sydnonimine or its salt or its tautomer and pharmaceutical compositions containing them |
| DE4140192C2 (de) * | 1991-12-05 | 1996-02-29 | Alfatec Pharma Gmbh | Sol-gesteuerte Thermokolloidmatrix auf Gelatinebasis für perorale Retardformen |
| ATE185273T1 (de) * | 1993-05-11 | 1999-10-15 | Hoechst Ag | Galenische zubereitungen von molsidomin |
| EP0707465A4 (en) * | 1993-07-08 | 1997-04-16 | Cygnus Therapeutic Systems | MONOLITHIC MATRIX TRANSDERMAL DELIVERY SYSTEM |
| IT1266565B1 (it) * | 1993-07-22 | 1997-01-09 | Ct Lab Farm Srl | Composizioni farmaceutiche a rilascio controllato a base di uno o piu' sali farmaceuticamente accettabili dell'acido gamma-idrossi-butirrico. |
| HU218280B (en) * | 1994-04-26 | 2000-07-28 | Cyclodextrin inclusion complexes containing sin-1a which are stable intheir solid state, process for their preparation and pharmaceutical compositions containing the comlexes | |
| DE4443105C2 (de) * | 1994-12-03 | 1997-03-13 | Hoechst Ag | Verfahren zur Herstellung Molsidomin-haltiger Tabletten |
| JPH09114680A (ja) * | 1995-10-19 | 1997-05-02 | Fuji Xerox Co Ltd | シーケンス制御装置 |
| IT1282576B1 (it) * | 1996-02-06 | 1998-03-31 | Jagotec Ag | Compressa farmaceutica atta a cedere la sostanza attiva in tempi successivi e predeterminabili |
| PE57198A1 (es) * | 1996-03-25 | 1998-10-10 | American Home Prod | Formula de liberacion prolongada |
| AU9496798A (en) * | 1997-09-19 | 1999-04-05 | Shire Laboratories, Inc. | Solid solution beadlet |
| FR2775188B1 (fr) * | 1998-02-23 | 2001-03-09 | Lipha | Forme galenique a liberation immediate ou liberation prolongee administrable par voie orale comprenant un agent promoteur d'absorption et utilisation de cet agent promoteur d'absorption |
| FR2805462B1 (fr) * | 2000-02-24 | 2003-08-15 | Therabel Res | Nouvelle forme galenique orale a liberation prolongee de la molsidomine |
-
2000
- 2000-02-24 FR FR0002307A patent/FR2805462B1/fr not_active Expired - Lifetime
-
2001
- 2001-02-22 KR KR1020027010441A patent/KR100814191B1/ko active IP Right Grant
- 2001-02-22 EP EP01911692A patent/EP1265614B1/fr not_active Expired - Lifetime
- 2001-02-22 MX MXPA02008262A patent/MXPA02008262A/es active IP Right Grant
- 2001-02-22 CA CA2400886A patent/CA2400886C/fr not_active Expired - Lifetime
- 2001-02-22 BR BRPI0108041A patent/BRPI0108041B8/pt not_active IP Right Cessation
- 2001-02-22 WO PCT/EP2001/002055 patent/WO2001062256A1/fr active IP Right Grant
- 2001-02-22 BE BE2001/0121A patent/BE1013487A3/fr not_active IP Right Cessation
- 2001-02-22 UA UA2002086983A patent/UA73972C2/uk unknown
- 2001-02-22 DZ DZ013273A patent/DZ3273A1/fr active
- 2001-02-22 IL IL15120501A patent/IL151205A0/xx active IP Right Grant
- 2001-02-22 ES ES01911692T patent/ES2241803T3/es not_active Expired - Lifetime
- 2001-02-22 US US10/182,718 patent/US7767227B2/en not_active Expired - Fee Related
- 2001-02-22 CZ CZ20022876A patent/CZ301993B6/cs not_active IP Right Cessation
- 2001-02-22 OA OA1200200258A patent/OA12183A/fr unknown
- 2001-02-22 MD MDA20020212A patent/MD3119C2/ro active IP Right Grant
- 2001-02-22 RU RU2002121503/15A patent/RU2263506C2/ru active
- 2001-02-22 PT PT01911692T patent/PT1265614E/pt unknown
- 2001-02-22 JP JP2001561321A patent/JP4945043B2/ja not_active Expired - Lifetime
- 2001-02-22 CN CNB018052592A patent/CN100396284C/zh not_active Expired - Lifetime
- 2001-02-22 DE DE60111196T patent/DE60111196T2/de not_active Expired - Lifetime
- 2001-02-22 EE EEP200200472A patent/EE05098B1/xx unknown
- 2001-02-22 AU AU4065301A patent/AU4065301A/xx active Pending
- 2001-02-22 PL PL357550A patent/PL201631B1/pl unknown
- 2001-02-22 NZ NZ520691A patent/NZ520691A/en not_active IP Right Cessation
- 2001-02-22 AU AU2001240653A patent/AU2001240653B9/en not_active Expired
- 2001-02-22 AT AT01911692T patent/ATE296632T1/de active
- 2001-02-22 SK SK1220-2002A patent/SK286313B6/sk not_active IP Right Cessation
- 2001-02-22 HU HU0300607A patent/HU229799B1/hu unknown
- 2001-02-22 RS YUP-622/02A patent/RS50291B/sr unknown
-
2002
- 2002-07-29 ZA ZA200206042A patent/ZA200206042B/xx unknown
- 2002-08-06 MA MA26765A patent/MA25576A1/fr unknown
- 2002-08-12 IL IL151205A patent/IL151205A/en unknown
- 2002-08-14 IS IS6504A patent/IS2446B/is unknown
- 2002-08-22 BG BG107027A patent/BG66111B1/bg unknown
- 2002-08-22 HR HR20020692A patent/HRP20020692B1/xx not_active IP Right Cessation
- 2002-08-23 NO NO20024043A patent/NO329495B1/no not_active IP Right Cessation
-
2003
- 2003-03-27 HK HK03102218.9A patent/HK1050138B/zh not_active IP Right Cessation
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