UA73972C2 - Galenical form with prolonged release of molsidomine - Google Patents

Galenical form with prolonged release of molsidomine Download PDF

Info

Publication number: UA73972C2
Authority: UA; Ukraine
Prior art keywords: molsidomine; sulfur; fuel; hours; hydrogen peroxide
Prior art date: 2000-02-24

Application number

UA2002086983A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Therabel Pharmaceuticals Ltd

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.)

2000-02-24

Filing date

2001-02-22

Publication date

2005-10-17

2001-02-22 Application filed by Therabel Pharmaceuticals Ltd filed Critical Therabel Pharmaceuticals Ltd

2005-10-17 Publication of UA73972C2 publication Critical patent/UA73972C2/uk

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
238000000746 purification Methods 0.000 description 5
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
239000007791 liquid phase Substances 0.000 description 4
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
239000011521 glass Substances 0.000 description 3
238000013178 mathematical model Methods 0.000 description 3
230000004048 modification Effects 0.000 description 3
238000012986 modification Methods 0.000 description 3
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
230000003247 decreasing effect Effects 0.000 description 2
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
230000008034 disappearance Effects 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000035622 drinking Effects 0.000 description 1
238000001035 drying Methods 0.000 description 1
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
239000002920 hazardous waste Substances 0.000 description 1
230000006872 improvement Effects 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
238000009533 lab test Methods 0.000 description 1
238000000622 liquid--liquid extraction Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
238000010899 nucleation Methods 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000005192 partition Methods 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
239000011148 porous material Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
239000012716 precipitator Substances 0.000 description 1
238000003672 processing method Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000005070 sampling Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000010183 spectrum analysis Methods 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
150000003463 sulfur Chemical class 0.000 description 1
239000003760 tallow Substances 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1

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)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Epidemiology (AREA)
Organic Chemistry (AREA)
Pulmonology (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Vascular Medicine (AREA)
Urology & Nephrology (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)

UA2002086983A 2000-02-24 2001-02-22 Galenical form with prolonged release of molsidomine UA73972C2 (en)

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 (pt)
EP (1)	EP1265614B1 (pt)
JP (1)	JP4945043B2 (pt)
KR (1)	KR100814191B1 (pt)
CN (1)	CN100396284C (pt)
AT (1)	ATE296632T1 (pt)
AU (2)	AU2001240653B9 (pt)
BE (1)	BE1013487A3 (pt)
BG (1)	BG66111B1 (pt)
BR (1)	BRPI0108041B8 (pt)
CA (1)	CA2400886C (pt)
CZ (1)	CZ301993B6 (pt)
DE (1)	DE60111196T2 (pt)
DZ (1)	DZ3273A1 (pt)
EE (1)	EE05098B1 (pt)
ES (1)	ES2241803T3 (pt)
FR (1)	FR2805462B1 (pt)
HK (1)	HK1050138B (pt)
HR (1)	HRP20020692B1 (pt)
HU (1)	HU229799B1 (pt)
IL (2)	IL151205A0 (pt)
IS (1)	IS2446B (pt)
MA (1)	MA25576A1 (pt)
MD (1)	MD3119C2 (pt)
MX (1)	MXPA02008262A (pt)
NO (1)	NO329495B1 (pt)
NZ (1)	NZ520691A (pt)
OA (1)	OA12183A (pt)
PL (1)	PL201631B1 (pt)
PT (1)	PT1265614E (pt)
RS (1)	RS50291B (pt)
RU (1)	RU2263506C2 (pt)
SK (1)	SK286313B6 (pt)
UA (1)	UA73972C2 (pt)
WO (1)	WO2001062256A1 (pt)
ZA (1)	ZA200206042B (pt)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
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 (17)

* Cited by examiner, † Cited by third party
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
JP3078859B2 (ja) *	1990-02-23	2000-08-21	武田薬品工業株式会社	安定な放出制御性製剤用コーティング剤
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
EP0624370B1 (de) *	1993-05-11	1999-10-06	Hoechst Aktiengesellschaft	Galenische Zubereitungen von Molsidomin
WO1995001767A1 (en) *	1993-07-08	1995-01-19	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
CA2302275C (en) *	1997-09-19	2009-12-08	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 PT PT01911692T patent/PT1265614E/pt unknown
- 2001-02-22 AT AT01911692T patent/ATE296632T1/de active
- 2001-02-22 DE DE60111196T patent/DE60111196T2/de not_active Expired - Lifetime
- 2001-02-22 OA OA1200200258A patent/OA12183A/fr unknown
- 2001-02-22 ES ES01911692T patent/ES2241803T3/es not_active Expired - Lifetime
- 2001-02-22 DZ DZ013273A patent/DZ3273A1/fr active
- 2001-02-22 CA CA2400886A patent/CA2400886C/fr not_active Expired - Lifetime
- 2001-02-22 NZ NZ520691A patent/NZ520691A/en not_active IP Right Cessation
- 2001-02-22 HK HK03102218.9A patent/HK1050138B/zh not_active IP Right Cessation
- 2001-02-22 EE EEP200200472A patent/EE05098B1/xx unknown
- 2001-02-22 BR BRPI0108041A patent/BRPI0108041B8/pt not_active IP Right Cessation
- 2001-02-22 CZ CZ20022876A patent/CZ301993B6/cs not_active IP Right Cessation
- 2001-02-22 BE BE2001/0121A patent/BE1013487A3/fr not_active IP Right Cessation
- 2001-02-22 CN CNB018052592A patent/CN100396284C/zh not_active Expired - Lifetime
- 2001-02-22 SK SK1220-2002A patent/SK286313B6/sk not_active IP Right Cessation
- 2001-02-22 WO PCT/EP2001/002055 patent/WO2001062256A1/fr not_active Ceased
- 2001-02-22 PL PL357550A patent/PL201631B1/pl unknown
- 2001-02-22 AU AU2001240653A patent/AU2001240653B9/en not_active Expired
- 2001-02-22 EP EP01911692A patent/EP1265614B1/fr not_active Expired - Lifetime
- 2001-02-22 HU HU0300607A patent/HU229799B1/hu unknown
- 2001-02-22 RU RU2002121503/15A patent/RU2263506C2/ru active
- 2001-02-22 HR HR20020692A patent/HRP20020692B1/xx not_active IP Right Cessation
- 2001-02-22 MD MDA20020212A patent/MD3119C2/ro active IP Right Grant
- 2001-02-22 KR KR1020027010441A patent/KR100814191B1/ko not_active Expired - Lifetime
- 2001-02-22 RS YUP-622/02A patent/RS50291B/sr unknown
- 2001-02-22 AU AU4065301A patent/AU4065301A/xx active Pending
- 2001-02-22 US US10/182,718 patent/US7767227B2/en not_active Expired - Fee Related
- 2001-02-22 JP JP2001561321A patent/JP4945043B2/ja not_active Expired - Lifetime
- 2001-02-22 MX MXPA02008262A patent/MXPA02008262A/es active IP Right Grant
- 2001-02-22 IL IL15120501A patent/IL151205A0/xx active IP Right Grant
- 2001-02-22 UA UA2002086983A patent/UA73972C2/uk 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
- 2002-08-23 NO NO20024043A patent/NO329495B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
IL151205A (en)	2011-01-31
MD3119B2 (en)	2006-08-31
BR0108041B1 (pt)	2013-06-18
HUP0300607A3 (en)	2006-02-28
EE05098B1 (et)	2008-12-15
MD3119C2 (ro)	2007-04-30
IS2446B (is)	2008-11-15
CN1419451A (zh)	2003-05-21
NO329495B1 (no)	2010-11-01
RU2002121503A (ru)	2004-03-20
HK1050138B (zh)	2005-07-29
JP4945043B2 (ja)	2012-06-06
HK1050138A1 (en)	2003-06-13
WO2001062256A1 (fr)	2001-08-30
FR2805462B1 (fr)	2003-08-15
NO20024043D0 (no)	2002-08-23
MD20020212A (en)	2002-12-31
HRP20020692B1 (en)	2011-10-31
OA12183A (fr)	2006-05-09
AU2001240653B9 (en)	2005-10-27
CA2400886C (fr)	2011-04-19
BR0108041A (pt)	2002-10-29
CA2400886A1 (fr)	2001-08-30
PL357550A1 (en)	2004-07-26
DE60111196D1 (de)	2005-07-07
EP1265614B1 (fr)	2005-06-01
MA25576A1 (fr)	2002-10-01
ES2241803T3 (es)	2005-11-01
HUP0300607A2 (hu)	2003-08-28
CZ301993B6 (cs)	2010-09-01
JP2003523981A (ja)	2003-08-12
KR100814191B1 (ko)	2008-03-17
BRPI0108041B8 (pt)	2021-05-25
BG107027A (bg)	2003-04-30
MXPA02008262A (es)	2004-04-05
YU62202A (sh)	2006-01-16
CN100396284C (zh)	2008-06-25
EP1265614A1 (fr)	2002-12-18
AU2001240653B2 (en)	2005-05-26
BG66111B1 (bg)	2011-05-31
FR2805462A1 (fr)	2001-08-31
SK286313B6 (en)	2008-07-07
DZ3273A1 (fr)	2001-08-30
HU229799B1 (en)	2014-07-28
US7767227B2 (en)	2010-08-03
SK12202002A3 (sk)	2002-12-03
NZ520691A (en)	2004-07-30
IL151205A0 (en)	2003-04-10
DE60111196T2 (de)	2006-05-11
IS6504A (is)	2002-08-14
ATE296632T1 (de)	2005-06-15
BE1013487A3 (fr)	2002-02-05
ZA200206042B (en)	2003-07-29
RU2263506C2 (ru)	2005-11-10
US20030045522A1 (en)	2003-03-06
HRP20020692A2 (en)	2004-02-29
RS50291B (sr)	2009-09-08
PL201631B1 (pl)	2009-04-30
EE200200472A (et)	2003-12-15
KR20020081323A (ko)	2002-10-26
NO20024043L (no)	2002-08-23
PT1265614E (pt)	2005-10-31
AU4065301A (en)	2001-09-03

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US5468701A (en)	1995-11-21	Process for regenerating spent acid-activated bentonite clays and smectite catalysts
US20250002796A1 (en)	2025-01-02	Process for purifying a pyrolysis oil
JPS63200804A (ja)	1988-08-19	酸性の極性吸着剤を用いる抽出油からの塩基性窒素化合物の除去及び前記吸着剤の再生
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EP0611071A1 (en)	1994-08-17	Process for regenerating and optionally carbonizing spent acid-activated smectite clays
JPS631425A (ja)	1988-01-06	気体から硫黄酸化物を除去するための改良された気体／固体接触方法
Sufnarski	1999	The regeneration of granular activated carbon using hydrothermal technology
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FR2758554A1 (fr)	1998-07-24	Procede d'elimination d'inhibiteurs de polymerisation de melanges de monomeres a l'aide d'une alumine de forme optimisee
CA2548071C (en)	2009-10-20	A catalyst useful for h2s removal from gas stream preparation thereof and use thereof
JPS6135128B2 (pt)	1986-08-11
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EP1503974A1 (fr)	2005-02-09	Proc d de d sulfuration d'un m lange d'hydrocarbures
GB2573870A (en)	2019-11-20	Liquid-phase decomposition of particulate mercury from hydrocarbon streams
FR2635111A1 (fr)	1990-02-09	Procede d'adoucissement en continu de coupes petrolieres
JPH03145433A (ja)	1991-06-20	メチルナフタレン油から窒素化合物を分離する方法