NO329116B1 - Faste farmasoytiske preparater inneholdende 4-amino-3-substituert-smorsyrederivat valgt fra gabapentin og/eller pregabalin og fremgangsmate for fremstilling av disse - Google Patents
Faste farmasoytiske preparater inneholdende 4-amino-3-substituert-smorsyrederivat valgt fra gabapentin og/eller pregabalin og fremgangsmate for fremstilling av disse Download PDFInfo
- Publication number
- NO329116B1 NO329116B1 NO20005765A NO20005765A NO329116B1 NO 329116 B1 NO329116 B1 NO 329116B1 NO 20005765 A NO20005765 A NO 20005765A NO 20005765 A NO20005765 A NO 20005765A NO 329116 B1 NO329116 B1 NO 329116B1
- Authority
- NO
- Norway
- Prior art keywords
- preparation
- amino
- gabapentin
- substituted
- butyric acid
- Prior art date
Links
- UGJMXCAKCUNAIE-UHFFFAOYSA-N Gabapentin Chemical compound OC(=O)CC1(CN)CCCCC1 UGJMXCAKCUNAIE-UHFFFAOYSA-N 0.000 title claims description 166
- 229960002870 gabapentin Drugs 0.000 title claims description 82
- 238000002360 preparation method Methods 0.000 title claims description 64
- -1 4-amino-3-substituted-butyric acid Chemical class 0.000 title claims description 56
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 44
- 239000007787 solid Substances 0.000 title claims description 41
- AYXYPKUFHZROOJ-ZETCQYMHSA-N pregabalin Chemical compound CC(C)C[C@H](CN)CC(O)=O AYXYPKUFHZROOJ-ZETCQYMHSA-N 0.000 title claims description 30
- 229960001233 pregabalin Drugs 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 23
- 239000000843 powder Substances 0.000 claims description 78
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 57
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 50
- 239000003826 tablet Substances 0.000 claims description 37
- 239000003906 humectant Substances 0.000 claims description 32
- 239000002775 capsule Substances 0.000 claims description 24
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 21
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 claims description 16
- 239000008187 granular material Substances 0.000 claims description 16
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 14
- 229940024606 amino acid Drugs 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- 150000001413 amino acids Chemical class 0.000 claims description 13
- AGPKZVBTJJNPAG-UHFFFAOYSA-N Isoleucine Chemical compound CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims description 12
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims description 12
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims description 12
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Chemical compound CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000002552 dosage form Substances 0.000 claims description 12
- 239000003381 stabilizer Substances 0.000 claims description 12
- 230000007935 neutral effect Effects 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 9
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 8
- QNAYBMKLOCPYGJ-UWTATZPHSA-N L-Alanine Natural products C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims description 8
- 229960004295 valine Drugs 0.000 claims description 7
- AGPKZVBTJJNPAG-RFZPGFLSSA-N D-Isoleucine Chemical compound CC[C@@H](C)[C@@H](N)C(O)=O AGPKZVBTJJNPAG-RFZPGFLSSA-N 0.000 claims description 6
- 229930182845 D-isoleucine Natural products 0.000 claims description 6
- ROHFNLRQFUQHCH-RXMQYKEDSA-N D-leucine Chemical compound CC(C)C[C@@H](N)C(O)=O ROHFNLRQFUQHCH-RXMQYKEDSA-N 0.000 claims description 6
- KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims description 6
- 229930182831 D-valine Natural products 0.000 claims description 6
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 6
- 229930182844 L-isoleucine Natural products 0.000 claims description 6
- 239000004395 L-leucine Substances 0.000 claims description 6
- 235000019454 L-leucine Nutrition 0.000 claims description 6
- 229960000310 isoleucine Drugs 0.000 claims description 6
- 229960003136 leucine Drugs 0.000 claims description 6
- 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 claims description 5
- 229930182819 D-leucine Natural products 0.000 claims description 5
- 239000000600 sorbitol Substances 0.000 claims description 5
- 239000004471 Glycine Substances 0.000 claims description 4
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 4
- 229960003767 alanine Drugs 0.000 claims description 4
- 229950010030 dl-alanine Drugs 0.000 claims description 4
- 229960002449 glycine Drugs 0.000 claims description 4
- 230000006641 stabilisation Effects 0.000 claims description 3
- 238000011105 stabilization Methods 0.000 claims description 3
- 150000004648 butanoic acid derivatives Chemical class 0.000 claims 1
- 238000005469 granulation Methods 0.000 description 26
- 230000003179 granulation Effects 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 239000000203 mixture Substances 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 16
- 239000000243 solution Substances 0.000 description 15
- 150000003951 lactams Chemical group 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 13
- KPYSYYIEGFHWSV-UHFFFAOYSA-N Baclofen Chemical compound OC(=O)CC(CN)C1=CC=C(Cl)C=C1 KPYSYYIEGFHWSV-UHFFFAOYSA-N 0.000 description 12
- 229960000794 baclofen Drugs 0.000 description 12
- 239000003814 drug Substances 0.000 description 12
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 12
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 11
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 11
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 11
- 230000015556 catabolic process Effects 0.000 description 10
- 238000006731 degradation reaction Methods 0.000 description 10
- 238000006297 dehydration reaction Methods 0.000 description 10
- 229940079593 drug Drugs 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 239000000654 additive Substances 0.000 description 9
- 239000013078 crystal Substances 0.000 description 9
- 239000000314 lubricant Substances 0.000 description 8
- 238000000748 compression moulding Methods 0.000 description 7
- 239000004570 mortar (masonry) Substances 0.000 description 7
- 238000007906 compression Methods 0.000 description 6
- 230000006835 compression Effects 0.000 description 6
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 6
- 239000001087 glyceryl triacetate Substances 0.000 description 6
- 235000013773 glyceryl triacetate Nutrition 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- 229960002622 triacetin Drugs 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000004128 high performance liquid chromatography Methods 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 239000007941 film coated tablet Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- PWSUQCRPENFXDF-UHFFFAOYSA-N 4-cyclohexylpyrrolidin-2-one Chemical compound C1NC(=O)CC1C1CCCCC1 PWSUQCRPENFXDF-UHFFFAOYSA-N 0.000 description 3
- 208000018152 Cerebral disease Diseases 0.000 description 3
- 206010016807 Fluid retention Diseases 0.000 description 3
- 235000019658 bitter taste Nutrition 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000007922 dissolution test Methods 0.000 description 3
- 206010015037 epilepsy Diseases 0.000 description 3
- 238000005243 fluidization Methods 0.000 description 3
- 229960003692 gamma aminobutyric acid Drugs 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000546 pharmaceutical excipient Substances 0.000 description 3
- 235000010356 sorbitol Nutrition 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- OGNSCSPNOLGXSM-UHFFFAOYSA-N (+/-)-DABA Natural products NCCC(N)C(O)=O OGNSCSPNOLGXSM-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- 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 2
- 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 2
- 229920003083 Kollidon® VA64 Polymers 0.000 description 2
- 229930195725 Mannitol Natural products 0.000 description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 235000003599 food sweetener Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007902 hard capsule Substances 0.000 description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 2
- 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 description 2
- 239000000594 mannitol Substances 0.000 description 2
- 235000010355 mannitol Nutrition 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000003765 sweetening agent Substances 0.000 description 2
- 239000000811 xylitol Substances 0.000 description 2
- 235000010447 xylitol Nutrition 0.000 description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 2
- 229960002675 xylitol Drugs 0.000 description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 1
- WAULXXVONWOJBD-UHFFFAOYSA-N 3-(aminomethyl)-4-cyclohexylbutanoic acid Chemical compound OC(=O)CC(CN)CC1CCCCC1 WAULXXVONWOJBD-UHFFFAOYSA-N 0.000 description 1
- SMWZNXFMLNNMFB-UHFFFAOYSA-N 3-(aminomethyl)-4-phenylbutanoic acid Chemical compound OC(=O)CC(CN)CC1=CC=CC=C1 SMWZNXFMLNNMFB-UHFFFAOYSA-N 0.000 description 1
- NDPMXDOHYXRXHS-UHFFFAOYSA-N 3-(aminomethyl)-5-cyclohexylpentanoic acid Chemical compound OC(=O)CC(CN)CCC1CCCCC1 NDPMXDOHYXRXHS-UHFFFAOYSA-N 0.000 description 1
- XZPXJXLIGDOBPD-UHFFFAOYSA-N 3-(aminomethyl)-5-phenylpentanoic acid Chemical compound OC(=O)CC(CN)CCC1=CC=CC=C1 XZPXJXLIGDOBPD-UHFFFAOYSA-N 0.000 description 1
- AYXYPKUFHZROOJ-UHFFFAOYSA-N 3-(azaniumylmethyl)-5-methylhexanoate Chemical compound CC(C)CC(CN)CC(O)=O AYXYPKUFHZROOJ-UHFFFAOYSA-N 0.000 description 1
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 108010011485 Aspartame Proteins 0.000 description 1
- 208000020925 Bipolar disease Diseases 0.000 description 1
- 208000020401 Depressive disease Diseases 0.000 description 1
- 229920003134 Eudragit® polymer Polymers 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 208000023105 Huntington disease Diseases 0.000 description 1
- 208000006083 Hypokinesia Diseases 0.000 description 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 description 1
- 206010026749 Mania Diseases 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 239000000605 aspartame Substances 0.000 description 1
- 235000010357 aspartame Nutrition 0.000 description 1
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
- 229960003438 aspartame Drugs 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 239000006172 buffering agent Substances 0.000 description 1
- 230000002490 cerebral effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- YQGDEPYYFWUPGO-UHFFFAOYSA-N gamma-amino-beta-hydroxybutyric acid Chemical compound [NH3+]CC(O)CC([O-])=O YQGDEPYYFWUPGO-UHFFFAOYSA-N 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- 230000003483 hypokinetic effect Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229960001855 mannitol Drugs 0.000 description 1
- 238000007909 melt granulation Methods 0.000 description 1
- IQSHMXAZFHORGY-UHFFFAOYSA-N methyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound COC(=O)C=C.CC(=C)C(O)=O IQSHMXAZFHORGY-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 208000015122 neurodegenerative disease Diseases 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 238000005550 wet granulation Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
- A61K9/1688—Processes resulting in pure drug agglomerate optionally containing up to 5% of excipient
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
-
- 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
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2013—Organic compounds, e.g. phospholipids, fats
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/282—Organic compounds, e.g. fats
-
- 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
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/284—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Reproductive Health (AREA)
- Pain & Pain Management (AREA)
- Cardiology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Heart & Thoracic Surgery (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13311298 | 1998-05-15 | ||
| PCT/US1999/010186 WO1999059572A1 (en) | 1998-05-15 | 1999-05-10 | Gamma-aminobutyric acid derivatives containing, solid compositions and process for preparing the same |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20005765D0 NO20005765D0 (no) | 2000-11-14 |
| NO20005765L NO20005765L (no) | 2000-11-14 |
| NO329116B1 true NO329116B1 (no) | 2010-08-30 |
Family
ID=15097099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20005765A NO329116B1 (no) | 1998-05-15 | 2000-11-14 | Faste farmasoytiske preparater inneholdende 4-amino-3-substituert-smorsyrederivat valgt fra gabapentin og/eller pregabalin og fremgangsmate for fremstilling av disse |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US8623407B2 (es) |
| EP (1) | EP1077691B1 (es) |
| JP (3) | JP4564607B2 (es) |
| KR (1) | KR100669280B1 (es) |
| CN (1) | CN100337687C (es) |
| AR (1) | AR018609A1 (es) |
| AU (1) | AU769038B2 (es) |
| BR (1) | BR9910494B1 (es) |
| CO (1) | CO5060516A1 (es) |
| CU (1) | CU23051A3 (es) |
| GT (1) | GT199900068A (es) |
| HK (2) | HK1036407A1 (es) |
| HU (1) | HU228772B1 (es) |
| ID (1) | ID26395A (es) |
| IS (1) | IS2983B (es) |
| MY (1) | MY127953A (es) |
| NO (1) | NO329116B1 (es) |
| PA (1) | PA8472701A1 (es) |
| PE (1) | PE20000542A1 (es) |
| PL (1) | PL205145B1 (es) |
| SV (1) | SV1999000063A (es) |
| TW (1) | TW592691B (es) |
| UY (1) | UY25513A1 (es) |
| WO (1) | WO1999059572A1 (es) |
| ZA (1) | ZA200006483B (es) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT934061E (pt) | 1996-07-24 | 2003-10-31 | Warner Lambert Co | Isobutilgaba e seus derivados para o tratamento da dor |
| EP1384473A1 (en) * | 2000-06-16 | 2004-01-28 | Teva Pharmaceutical Industries Ltd. | Stable gabapentin containing more than 20 ppm of chlorine ion |
| EP1430893A1 (en) * | 2000-06-16 | 2004-06-23 | Teva Pharmaceutical Industries Ltd. | Stable gabapentin containing more than 20 ppm of chloride ion |
| US6531509B2 (en) * | 2000-06-16 | 2003-03-11 | Teva Pharmaceutical Industries Ltd. | Stable gabapentin containing more than 20 ppm of chlorine ion |
| AU6699201A (en) * | 2000-06-16 | 2002-01-02 | Teva Pharma | Stable gabapentin having ph within a controlled range |
| US7056951B2 (en) * | 2000-09-26 | 2006-06-06 | Mutual Pharmaceutical Co., Inc. | Stable solid dosage forms of amino acids and processes for producing same |
| CA2428817C (en) * | 2000-11-17 | 2010-06-01 | Takeda Chemical Industries, Ltd. | Copolyvidone-containing preparation |
| US20060039968A1 (en) * | 2002-10-08 | 2006-02-23 | Ramalingam Manikandan | Gabapentin tablets and method for their preparation |
| CL2004000983A1 (es) * | 2003-05-08 | 2005-03-04 | Altana Pharma Ag | Composicion farmaceutica oral en forma de tableta que comprende a pantoprazol magnetico dihidratado, en donde la forma de tableta esta compuesto por un nucleo, una capa intermedia y una capa exterior; y uso de la composicion farmaceutica en ulceras y |
| ITMI20032399A1 (it) | 2003-12-09 | 2005-06-10 | Zambon Spa | Composizione farmaceutica contenente gabapentina. |
| CN1921839A (zh) * | 2004-01-19 | 2007-02-28 | 兰贝克赛实验室有限公司 | 加巴喷丁的稳定缓释口服剂型及其制备方法 |
| NL2000281C2 (nl) | 2005-11-02 | 2007-08-07 | Pfizer Prod Inc | Vaste farmaceutische samenstellingen die pregabaline bevatten. |
| CN101405004A (zh) * | 2006-01-20 | 2009-04-08 | 大日本住友制药株式会社 | 新型薄膜衣片剂 |
| DE102007019071A1 (de) * | 2007-04-23 | 2008-10-30 | Ratiopharm Gmbh | Stabilisierte pharmazeutische Zusammensetzung enthaltend Pregabalin |
| EP2298286B8 (en) * | 2009-09-18 | 2017-08-09 | SiTec PharmaBio SL | Process for dewatering of product powders |
| HU230031B1 (hu) | 2010-03-01 | 2015-05-28 | Egis Gyógyszergyár Nyilvánosan Működő Részvénytársaság | Pregabalint és izomaltot tartalmazó stabilizált gyógyszerkészítmény |
| WO2012116402A1 (en) * | 2011-02-28 | 2012-09-07 | Monash University | Binder powders |
| WO2015114509A1 (en) | 2014-01-28 | 2015-08-06 | Ranbaxy Laboratories Limited | Stabilized gastroretentive tablets of pregabalin |
| US10561602B2 (en) | 2015-05-26 | 2020-02-18 | Isa Odidi | Controlled extended release pregabalin |
| JP7276760B2 (ja) * | 2016-12-08 | 2023-05-18 | 日本ケミファ株式会社 | ４－アミノ－３－ブタン酸類縁体含有固形製剤 |
| JP6919119B2 (ja) * | 2017-01-23 | 2021-08-18 | 日新製薬株式会社 | ３位が置換されたγ−アミノ酪酸誘導体を含有する圧縮固形医薬組成物。 |
| JP2019052147A (ja) * | 2017-09-13 | 2019-04-04 | 大原薬品工業株式会社 | 化学的な安定性が改善された、プレガバリン含有口腔内崩壊錠 |
| WO2019146642A1 (ja) * | 2018-01-24 | 2019-08-01 | 大原薬品工業株式会社 | γ－アミノ酪酸誘導体含有錠剤の化学的安定性を改善する方法 |
| MX2020011130A (es) * | 2018-04-24 | 2022-09-09 | Shionogi & Co | Forma de dosificacion solida que tiene excelente estabilidad. |
| KR102501180B1 (ko) * | 2018-04-24 | 2023-02-21 | 시오노기세야쿠 가부시키가이샤 | 안정성이 우수한 고형 제제 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4115553A (en) * | 1973-12-10 | 1978-09-19 | Armour Pharmaceutical Company | Antacid tablets |
| DE2460891C2 (de) * | 1974-12-21 | 1982-09-23 | Gödecke AG, 1000 Berlin | 1-Aminomethyl-1-cycloalkanessigsäuren und deren Ester, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| US4087544A (en) * | 1974-12-21 | 1978-05-02 | Warner-Lambert Company | Treatment of cranial dysfunctions using novel cyclic amino acids |
| US4126684A (en) * | 1976-02-11 | 1978-11-21 | Ciba-Geigy Corporation | 4-amino-3-p-halophenylbutyric acids and their derivatives used in the control of narcotic abuse |
| GB8504093D0 (en) * | 1985-02-18 | 1985-03-20 | Ici Plc | Alkene alkyne/cycloalkylene derivatives |
| US4486412A (en) * | 1983-03-15 | 1984-12-04 | Pharmacaps, Inc. | Encapsulated antacid dispersions |
| CA1249968A (en) * | 1984-04-05 | 1989-02-14 | Kazuo Kigasawa | Ointment base |
| JPS63253022A (ja) * | 1987-04-08 | 1988-10-20 | Nitto Electric Ind Co Ltd | バクロフエン外用製剤 |
| PH26730A (en) * | 1988-12-30 | 1992-09-28 | Ciba Geigy Ag | Coated adhesive tablets |
| DE3928183A1 (de) * | 1989-08-25 | 1991-02-28 | Goedecke Ag | Lactamfreie cyclische aminosaeuren |
| US5084479A (en) * | 1990-01-02 | 1992-01-28 | Warner-Lambert Company | Novel methods for treating neurodegenerative diseases |
| EP0458751A1 (en) * | 1990-05-25 | 1991-11-27 | Warner-Lambert Company | Delivery system for cyclic amino acids with improved taste, texture and compressibility |
| US5025035A (en) * | 1990-10-12 | 1991-06-18 | Warner-Lambert Company | Method of treating depression |
| DK0560092T3 (da) * | 1992-03-11 | 1998-08-10 | Asta Medica Ag | Tabletter, granulater og pellets med højt indholdaf aktivstoffer til højkoncentrerede, faste administreringsformer |
| US5510381A (en) * | 1995-05-15 | 1996-04-23 | Warner-Lambert Company | Method of treatment of mania and bipolar disorder |
-
1999
- 1999-05-10 CN CNB200410077021XA patent/CN100337687C/zh not_active Expired - Fee Related
- 1999-05-10 KR KR1020007012757A patent/KR100669280B1/ko not_active IP Right Cessation
- 1999-05-10 HU HU0101791A patent/HU228772B1/hu not_active IP Right Cessation
- 1999-05-10 ID IDW20002233A patent/ID26395A/id unknown
- 1999-05-10 PL PL344219A patent/PL205145B1/pl unknown
- 1999-05-10 EP EP99924164A patent/EP1077691B1/en not_active Expired - Lifetime
- 1999-05-10 WO PCT/US1999/010186 patent/WO1999059572A1/en active IP Right Grant
- 1999-05-10 CU CU20000254A patent/CU23051A3/es unknown
- 1999-05-10 BR BRPI9910494-6A patent/BR9910494B1/pt not_active IP Right Cessation
- 1999-05-10 AU AU40733/99A patent/AU769038B2/en not_active Ceased
- 1999-05-12 TW TW088107705A patent/TW592691B/zh not_active IP Right Cessation
- 1999-05-13 MY MYPI99001898A patent/MY127953A/en unknown
- 1999-05-13 PA PA19998472701A patent/PA8472701A1/es unknown
- 1999-05-14 JP JP13376999A patent/JP4564607B2/ja not_active Expired - Lifetime
- 1999-05-14 AR ARP990102312A patent/AR018609A1/es active IP Right Grant
- 1999-05-14 GT GT199900068A patent/GT199900068A/es unknown
- 1999-05-14 UY UY25513A patent/UY25513A1/es not_active IP Right Cessation
- 1999-05-14 SV SV1999000063A patent/SV1999000063A/es active IP Right Grant
- 1999-05-14 PE PE1999000406A patent/PE20000542A1/es not_active Application Discontinuation
- 1999-05-14 CO CO99030159A patent/CO5060516A1/es unknown
-
2000
- 2000-09-29 IS IS5647A patent/IS2983B/is unknown
- 2000-11-09 ZA ZA200006483A patent/ZA200006483B/en unknown
- 2000-11-14 NO NO20005765A patent/NO329116B1/no not_active IP Right Cessation
-
2001
- 2001-10-18 HK HK01107302A patent/HK1036407A1/xx not_active IP Right Cessation
-
2002
- 2002-06-28 JP JP2002189768A patent/JP3527729B2/ja not_active Expired - Lifetime
-
2003
- 2003-10-31 JP JP2003371461A patent/JP3944150B2/ja not_active Expired - Lifetime
-
2005
- 2005-06-29 HK HK05105487A patent/HK1072729A1/xx not_active IP Right Cessation
-
2008
- 2008-11-19 US US12/273,692 patent/US8623407B2/en not_active Expired - Fee Related
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO329116B1 (no) | Faste farmasoytiske preparater inneholdende 4-amino-3-substituert-smorsyrederivat valgt fra gabapentin og/eller pregabalin og fremgangsmate for fremstilling av disse | |
| ES2312208T3 (es) | Composiciones solidas que contienen derivados de acido gamma-aminobutirico y procedimiento de preparacion. | |
| KR100602047B1 (ko) | 감마-아미노부티르산 유도체의 안정화된 제약 제제 및그의 제조 방법 | |
| US6511681B2 (en) | Aqueous solubility pharmaceutical formulations | |
| IL148126A (en) | Use of Rampril or Ramiprilat or their pharmaceutical salt preparation to prepare a heart failure medication in patients without previous heart failure | |
| IL96995A (en) | Pharmaceutical preparations containing fimobandan and their preparation | |
| JP2002531395A (ja) | 医薬合剤 | |
| AU2008347949A1 (en) | Stabilized sustained release composition of bupropion hydrochloride and process for preparing the same | |
| US20230330079A1 (en) | Orally-disintegrating film comprising naratriptan | |
| KR20040079936A (ko) | 염기성 아미노산 ｉｉ를 함유하는 ｏ-아세틸살리실산의안정한 염 | |
| CA2175994A1 (en) | Process for preparing a clodronate preparation | |
| WO1999020276A1 (fr) | Composition medicamenteuse stable | |
| WO2022128156A1 (en) | Immediate release solid dosage form comprising teriflunomide and method of preparation thereof | |
| WO2007049626A1 (ja) | カベルゴリン含有経口固形製剤 | |
| TWI252755B (en) | Medical composition containing 2,2-dichloro-12-(4-chlorophenyl)dodecanoic acid | |
| EP4171532A1 (en) | A stable combination of vildagliptin and metformin hci | |
| MXPA00009535A (es) | Composiciónes sólidas que contienen derivados deácido gamma-aminobutirico y procesos para prepararlos | |
| KR20150137272A (ko) | 안정한 프레가발린 제어 방출성 서방형 제약 조성물 및 그 제조방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |