CA1095411A - Cardiotonic gelatin capsules - Google Patents
Cardiotonic gelatin capsulesInfo
- Publication number
- CA1095411A CA1095411A CA204,932A CA204932A CA1095411A CA 1095411 A CA1095411 A CA 1095411A CA 204932 A CA204932 A CA 204932A CA 1095411 A CA1095411 A CA 1095411A
- Authority
- CA
- Canada
- Prior art keywords
- water
- ethanol
- cardiac glycoside
- weight
- composition
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 230000003177 cardiotonic effect Effects 0.000 title claims abstract description 8
- 239000007903 gelatin capsule Substances 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 239000002775 capsule Substances 0.000 claims abstract description 25
- 229940097217 cardiac glycoside Drugs 0.000 claims abstract description 23
- 239000002368 cardiac glycoside Substances 0.000 claims abstract description 23
- 229930002534 steroid glycoside Natural products 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- LPMXVESGRSUGHW-HBYQJFLCSA-N ouabain Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1C[C@@]2(O)CC[C@H]3[C@@]4(O)CC[C@H](C=5COC(=O)C=5)[C@@]4(C)C[C@@H](O)[C@@H]3[C@@]2(CO)[C@H](O)C1 LPMXVESGRSUGHW-HBYQJFLCSA-N 0.000 claims abstract description 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229920000159 gelatin Polymers 0.000 claims abstract description 12
- 235000019322 gelatine Nutrition 0.000 claims abstract description 12
- 239000001828 Gelatine Substances 0.000 claims abstract description 10
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 10
- LTMHDMANZUZIPE-UHFFFAOYSA-N digoxine Natural products C1C(O)C(O)C(C)OC1OC1C(C)OC(OC2C(OC(OC3CC4C(C5C(C6(CCC(C6(C)C(O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)CC2O)C)CC1O LTMHDMANZUZIPE-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 10
- LTMHDMANZUZIPE-AMTYYWEZSA-N Digoxin Natural products O([C@H]1[C@H](C)O[C@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@](C)([C@H](O)C4)[C@H](C4=CC(=O)OC4)CC5)CC3)CC2)C[C@@H]1O)[C@H]1O[C@H](C)[C@@H](O[C@H]2O[C@@H](C)[C@H](O)[C@@H](O)C2)[C@@H](O)C1 LTMHDMANZUZIPE-AMTYYWEZSA-N 0.000 claims abstract description 9
- 229960005156 digoxin Drugs 0.000 claims abstract description 9
- LTMHDMANZUZIPE-PUGKRICDSA-N digoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O LTMHDMANZUZIPE-PUGKRICDSA-N 0.000 claims abstract description 9
- 235000011187 glycerol Nutrition 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 8
- WDJUZGPOPHTGOT-OAXVISGBSA-N Digitoxin Natural products O([C@H]1[C@@H](C)O[C@@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@@](C)([C@H](C6=CC(=O)OC6)CC5)CC4)CC3)CC2)C[C@H]1O)[C@H]1O[C@@H](C)[C@H](O[C@H]2O[C@@H](C)[C@@H](O)[C@@H](O)C2)[C@@H](O)C1 WDJUZGPOPHTGOT-OAXVISGBSA-N 0.000 claims abstract description 7
- 229960000648 digitoxin Drugs 0.000 claims abstract description 6
- WDJUZGPOPHTGOT-XUDUSOBPSA-N digitoxin Chemical compound C1[C@H](O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)CC5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O WDJUZGPOPHTGOT-XUDUSOBPSA-N 0.000 claims abstract description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- 241000208011 Digitalis Species 0.000 claims description 7
- HPMZBILYSWLILX-UMDUKNJSSA-N 3'''-O-acetyldigitoxin Chemical compound C1[C@H](OC(C)=O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)CC5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O HPMZBILYSWLILX-UMDUKNJSSA-N 0.000 claims description 2
- HPMZBILYSWLILX-UHFFFAOYSA-N Acetyl-digitoxine Natural products C1C(OC(C)=O)C(O)C(C)OC1OC1C(C)OC(OC2C(OC(OC3CC4C(C5C(C6(CCC(C6(C)CC5)C=5COC(=O)C=5)O)CC4)(C)CC3)CC2O)C)CC1O HPMZBILYSWLILX-UHFFFAOYSA-N 0.000 claims description 2
- 229960003635 acetyldigitoxin Drugs 0.000 claims description 2
- 229960003304 acetyldigoxin Drugs 0.000 claims description 2
- HWKJSYYYURVNQU-DXJNJSHLSA-N acetyldigoxin Chemical compound C1[C@H](OC(C)=O)[C@H](O)[C@@H](C)O[C@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O HWKJSYYYURVNQU-DXJNJSHLSA-N 0.000 claims description 2
- MGVYFNHJWXJYBE-UHFFFAOYSA-N alpha-Acetyl-digoxin Natural products CC1OC(CC(O)C1O)OC2C(O)CC(OC3C(C)OC(CC3OC(=O)C)OC4CCC5(C)C(CCC6C5CCC7(C)C(C(O)CC67O)C8=CC(=O)OC8)C4)OC2C MGVYFNHJWXJYBE-UHFFFAOYSA-N 0.000 claims description 2
- -1 ditalin Chemical compound 0.000 claims description 2
- 239000002552 dosage form Substances 0.000 claims description 2
- 125000003827 glycol group Chemical group 0.000 claims description 2
- 229960003746 metildigoxin Drugs 0.000 claims description 2
- IYJMSDVSVHDVGT-PEQKVOOWSA-N metildigoxin Chemical compound O1[C@H](C)[C@@H](OC)[C@@H](O)C[C@@H]1O[C@@H]1[C@@H](C)O[C@@H](O[C@@H]2[C@H](O[C@@H](O[C@@H]3C[C@@H]4[C@]([C@@H]5[C@H]([C@]6(CC[C@@H]([C@@]6(C)[C@H](O)C5)C=5COC(=O)C=5)O)CC4)(C)CC3)C[C@@H]2O)C)C[C@@H]1O IYJMSDVSVHDVGT-PEQKVOOWSA-N 0.000 claims description 2
- 239000006193 liquid solution Substances 0.000 claims 2
- 239000007905 soft elastic gelatin capsule Substances 0.000 claims 2
- JAYAGJDXJIDEKI-UHFFFAOYSA-N Lanatoside C Natural products CC1OC(OC2CC3C(C4C(C5(CCC(C5(C)C(O)C4)C=4COC(=O)C=4)O)CC3)(C)CC2)CC(O)C1OC(OC1C)CC(O)C1OC(OC1C)CC(OC(C)=O)C1OC1OC(CO)C(O)C(O)C1O JAYAGJDXJIDEKI-UHFFFAOYSA-N 0.000 claims 1
- JAYAGJDXJIDEKI-PTGWOZRBSA-N Lanatoside C Chemical compound O([C@H]1[C@@H](OC(C)=O)C[C@@H](O[C@@H]1C)O[C@H]1[C@@H](O)C[C@@H](O[C@@H]1C)O[C@H]1[C@@H](O)C[C@@H](O[C@@H]1C)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@H]([C@]4(CC[C@@H]([C@@]4(C)[C@H](O)C3)C=3COC(=O)C=3)O)CC2)(C)CC1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O JAYAGJDXJIDEKI-PTGWOZRBSA-N 0.000 claims 1
- 229960002614 lanatoside c Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004480 active ingredient Substances 0.000 description 8
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 4
- 235000010356 sorbitol Nutrition 0.000 description 4
- 239000000600 sorbitol Substances 0.000 description 4
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 108010010803 Gelatin Proteins 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 150000008143 steroidal glycosides Chemical class 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 1
- CKNOLMVLQUPVMU-XOMFLMSUSA-N Digitalin Natural products O(C)[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](CO)O2)[C@H](C)O[C@H](O[C@@H]2C[C@@H]3[C@@](C)([C@@H]4[C@H]([C@]5(O)[C@@](C)([C@@H]([C@H](O)C5)C5=CC(=O)OC5)CC4)CC3)CC2)[C@@H]1O CKNOLMVLQUPVMU-XOMFLMSUSA-N 0.000 description 1
- 240000001879 Digitalis lutea Species 0.000 description 1
- CPFNIKYEDJFRAT-UHFFFAOYSA-N Strospasid Natural products OC1C(OC)C(O)C(C)OC1OC1CC(CCC2C3(CC(O)C(C3(C)CCC32)C=2COC(=O)C=2)O)C3(C)CC1 CPFNIKYEDJFRAT-UHFFFAOYSA-N 0.000 description 1
- CKNOLMVLQUPVMU-UHFFFAOYSA-N UNPD183315 Natural products O1C(C)C(OC2C(C(O)C(O)C(CO)O2)O)C(OC)C(O)C1OC(C1)CCC2(C)C1CCC(C1(CC3O)O)C2CCC1(C)C3C1=CC(=O)OC1 CKNOLMVLQUPVMU-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000747 cardiac effect Effects 0.000 description 1
- 239000000496 cardiotonic agent Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229950004590 digitalin Drugs 0.000 description 1
- CKNOLMVLQUPVMU-YMMLYESFSA-N digitalin Chemical compound C1([C@@H]2[C@@]3(C)CC[C@H]4[C@H]([C@]3(C[C@@H]2O)O)CC[C@H]2[C@]4(C)CC[C@@H](C2)O[C@H]2[C@H](O)[C@H]([C@H]([C@@H](C)O2)O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)OC)=CC(=O)OC1 CKNOLMVLQUPVMU-YMMLYESFSA-N 0.000 description 1
- 229940057638 digoxin 0.0625 mg Drugs 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 210000004051 gastric juice Anatomy 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- MILWSGRFEGYSGM-UHFFFAOYSA-N propane-1,2-diol;propane-1,2,3-triol Chemical compound CC(O)CO.OCC(O)CO MILWSGRFEGYSGM-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB34804 | 1973-07-20 | ||
| GB34804/73A GB1481411A (en) | 1973-07-20 | 1973-07-20 | Pharmaceutical compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1095411A true CA1095411A (en) | 1981-02-10 |
Family
ID=10370134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA204,932A Expired CA1095411A (en) | 1973-07-20 | 1974-07-17 | Cardiotonic gelatin capsules |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JPS5550927B2 (en, 2012) |
| AT (1) | AT342775B (en, 2012) |
| BE (1) | BE817757A (en, 2012) |
| CA (1) | CA1095411A (en, 2012) |
| DE (1) | DE2434849C2 (en, 2012) |
| DK (1) | DK137119B (en, 2012) |
| ES (1) | ES428443A1 (en, 2012) |
| FI (1) | FI63670C (en, 2012) |
| FR (1) | FR2237619B1 (en, 2012) |
| GB (1) | GB1481411A (en, 2012) |
| NL (1) | NL185824C (en, 2012) |
| SE (1) | SE405804B (en, 2012) |
| ZA (1) | ZA744488B (en, 2012) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4198391A (en) | 1973-07-20 | 1980-04-15 | R. P. Scherer Ltd. | Pharmaceutical compositions |
| IL46682A (en) * | 1974-02-22 | 1979-07-25 | Wellcome Found | Pharmaceutical capsules containing difoxin |
| GB1508770A (en) * | 1974-04-01 | 1978-04-26 | Scherer Ltd R | Pharmaceutical compositions |
| GB1488259A (en) * | 1974-08-28 | 1977-10-12 | Scherer Corp R P | Method for increasing the bioavailability of digitalis cardiac glycosides |
| US4002718A (en) * | 1974-10-16 | 1977-01-11 | Arnar-Stone Laboratories, Inc. | Gelatin-encapsulated digoxin solutions and method of preparing the same |
| US4067960A (en) | 1975-06-20 | 1978-01-10 | R. P. Scherer Limited | Pharmaceutical compositions containing cardiac glycoside |
| DE2805165A1 (de) * | 1977-02-09 | 1978-08-10 | Christiaens Sa A | Gitoxin enthaltendes arzneimittel und verfahren zu seiner herstellung |
| JPS5625428U (en, 2012) * | 1979-08-03 | 1981-03-09 | ||
| US5141961A (en) * | 1991-06-27 | 1992-08-25 | Richrdson-Vicks Inc. | Process for solubilizing difficulty soluble pharmaceutical actives |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2298122A (en) * | 1941-01-27 | 1942-10-06 | United Drug Company | Digitalis capsule |
| US2860086A (en) * | 1955-02-04 | 1958-11-11 | Saul & Co | Stable solutions of pure cardioactive glycosides |
| US3531462A (en) * | 1967-05-19 | 1970-09-29 | Shionogi Seiyaku Kk | Carbonates of cardenolide tridigitoxosides and ester derivatives thereof |
| CA959759A (en) * | 1970-01-15 | 1974-12-24 | John J. Miskel | Method for absorption of drugs |
| SU432703A3 (en, 2012) * | 1971-08-24 | 1974-06-15 | Фридрих Боссерт, Вульф Фатер, Курт Бауер |
-
1973
- 1973-07-20 GB GB34804/73A patent/GB1481411A/en not_active Expired
-
1974
- 1974-07-12 ZA ZA00744488A patent/ZA744488B/xx unknown
- 1974-07-15 SE SE7409203A patent/SE405804B/sv not_active IP Right Cessation
- 1974-07-16 FI FI2164/74A patent/FI63670C/fi active
- 1974-07-17 CA CA204,932A patent/CA1095411A/en not_active Expired
- 1974-07-17 BE BE146653A patent/BE817757A/xx not_active IP Right Cessation
- 1974-07-18 FR FR7425046A patent/FR2237619B1/fr not_active Expired
- 1974-07-18 DK DK387774AA patent/DK137119B/da not_active IP Right Cessation
- 1974-07-19 NL NLAANVRAGE7409832,A patent/NL185824C/xx active Search and Examination
- 1974-07-19 JP JP8308874A patent/JPS5550927B2/ja not_active Expired
- 1974-07-19 ES ES428443A patent/ES428443A1/es not_active Expired
- 1974-07-19 DE DE2434849A patent/DE2434849C2/de not_active Expired
- 1974-11-12 AT AT902574A patent/AT342775B/de active
Also Published As
| Publication number | Publication date |
|---|---|
| SE7409203L (en, 2012) | 1975-01-21 |
| JPS5550927B2 (en, 2012) | 1980-12-20 |
| AT342775B (de) | 1978-04-25 |
| ZA744488B (en) | 1975-07-30 |
| DK137119B (da) | 1978-01-23 |
| FI63670C (fi) | 1983-08-10 |
| GB1481411A (en) | 1977-07-27 |
| ES428443A1 (es) | 1984-06-01 |
| DE2434849C2 (de) | 1986-03-20 |
| NL7409832A (nl) | 1975-01-22 |
| FI216474A7 (en, 2012) | 1975-01-21 |
| FR2237619A1 (en, 2012) | 1975-02-14 |
| SE405804B (sv) | 1979-01-08 |
| ATA902574A (de) | 1977-08-15 |
| BE817757A (fr) | 1974-11-18 |
| NL185824C (nl) | 1990-08-01 |
| FR2237619B1 (en, 2012) | 1978-07-28 |
| FI63670B (fi) | 1983-04-29 |
| DK137119C (en, 2012) | 1978-07-24 |
| DK387774A (en, 2012) | 1975-03-10 |
| AU7132874A (en) | 1976-01-22 |
| DE2434849A1 (de) | 1975-02-06 |
| JPS5094114A (en, 2012) | 1975-07-26 |
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