CA1209041A - Dry powder formulations having improved flow and compressibility characteristics, and method for the preparation thereof - Google Patents
Dry powder formulations having improved flow and compressibility characteristics, and method for the preparation thereofInfo
- Publication number
- CA1209041A CA1209041A CA000426439A CA426439A CA1209041A CA 1209041 A CA1209041 A CA 1209041A CA 000426439 A CA000426439 A CA 000426439A CA 426439 A CA426439 A CA 426439A CA 1209041 A CA1209041 A CA 1209041A
- Authority
- CA
- Canada
- Prior art keywords
- ascorbic acid
- vitamin
- crystalline
- dry powder
- parts
- 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
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- 238000009472 formulation Methods 0.000 title claims abstract description 68
- 238000000034 method Methods 0.000 title claims abstract description 7
- 239000000843 powder Substances 0.000 title claims description 70
- 238000002360 preparation method Methods 0.000 title abstract description 10
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 201
- 235000010323 ascorbic acid Nutrition 0.000 claims abstract description 93
- 239000011668 ascorbic acid Substances 0.000 claims abstract description 93
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 93
- 229940088594 vitamin Drugs 0.000 claims abstract description 66
- 239000011782 vitamin Substances 0.000 claims abstract description 66
- 239000000314 lubricant Substances 0.000 claims abstract description 18
- 150000000994 L-ascorbates Chemical class 0.000 claims abstract description 13
- RMRCNWBMXRMIRW-BYFNXCQMSA-M cyanocobalamin Chemical compound N#C[Co+]N([C@]1([H])[C@H](CC(N)=O)[C@]\2(CCC(=O)NC[C@H](C)OP(O)(=O)OC3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)C)C/2=C(C)\C([C@H](C/2(C)C)CCC(N)=O)=N\C\2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O RMRCNWBMXRMIRW-BYFNXCQMSA-M 0.000 claims description 54
- 239000013078 crystal Substances 0.000 claims description 43
- 235000000639 cyanocobalamin Nutrition 0.000 claims description 27
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- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 claims description 12
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 claims description 10
- 239000004615 ingredient Substances 0.000 claims description 8
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- 239000002245 particle Substances 0.000 claims description 7
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 6
- FAPWYRCQGJNNSJ-UBKPKTQASA-L calcium D-pantothenic acid Chemical compound [Ca+2].OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O.OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O FAPWYRCQGJNNSJ-UBKPKTQASA-L 0.000 claims description 6
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- 235000001968 nicotinic acid Nutrition 0.000 claims description 6
- 235000008160 pyridoxine Nutrition 0.000 claims description 6
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- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 claims description 5
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- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 claims description 5
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- AGVAZMGAQJOSFJ-WZHZPDAFSA-M cobalt(2+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+2].N#[C-].[N-]([C@@H]1[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(O)(=O)O[C@H]3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O AGVAZMGAQJOSFJ-WZHZPDAFSA-M 0.000 description 14
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- FDJOLVPMNUYSCM-WZHZPDAFSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+3].N#[C-].N([C@@H]([C@]1(C)[N-]\C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C(\C)/C1=N/C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C\C1=N\C([C@H](C1(C)C)CCC(N)=O)=C/1C)[C@@H]2CC(N)=O)=C\1[C@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]1[C@@H](O)[C@@H](N2C3=CC(C)=C(C)C=C3N=C2)O[C@@H]1CO FDJOLVPMNUYSCM-WZHZPDAFSA-L 0.000 description 7
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
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- -1 sodium caseinate Chemical class 0.000 description 5
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- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 4
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- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 4
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- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 3
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- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 description 1
- 229960000395 phenylpropanolamine Drugs 0.000 description 1
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- KAQKFAOMNZTLHT-OZUDYXHBSA-M prostaglandin I2(1-) Chemical compound O1\C(=C/CCCC([O-])=O)C[C@@H]2[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C[C@@H]21 KAQKFAOMNZTLHT-OZUDYXHBSA-M 0.000 description 1
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- KQPKPCNLIDLUMF-UHFFFAOYSA-N secobarbital Chemical compound CCCC(C)C1(CC=C)C(=O)NC(=O)NC1=O KQPKPCNLIDLUMF-UHFFFAOYSA-N 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
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- OFVLGDICTFRJMM-WESIUVDSSA-N tetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O OFVLGDICTFRJMM-WESIUVDSSA-N 0.000 description 1
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- 150000003703 vitamin D2 derivatives Chemical class 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
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7135—Compounds containing heavy metals
- A61K31/714—Cobalamins, e.g. cyanocobalamin, i.e. vitamin B12
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
- A61K31/375—Ascorbic acid, i.e. vitamin C; Salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Biophysics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/371,003 US4454125A (en) | 1982-04-22 | 1982-04-22 | Dry powder formulations having improved flow and compressibility characteristics, and method for the preparation thereof |
| US371,003 | 1982-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1209041A true CA1209041A (en) | 1986-08-05 |
Family
ID=23462101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000426439A Expired CA1209041A (en) | 1982-04-22 | 1983-04-21 | Dry powder formulations having improved flow and compressibility characteristics, and method for the preparation thereof |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4454125A (OSRAM) |
| EP (1) | EP0105924B1 (OSRAM) |
| JP (1) | JPS59500564A (OSRAM) |
| CA (1) | CA1209041A (OSRAM) |
| DE (1) | DE3382047D1 (OSRAM) |
| WO (1) | WO1983003757A1 (OSRAM) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4533674A (en) * | 1983-10-24 | 1985-08-06 | Basf Wyandotte Corporation | Process for preparing a sugar and starch free spray-dried vitamin C powder containing 90 percent ascorbic acid |
| NZ217821A (en) * | 1985-10-10 | 1989-07-27 | Biotech Australia Pty Ltd | Oral delivery system; complex of active agent and vitamin b12 or analogue thereof |
| US5807832A (en) * | 1987-06-09 | 1998-09-15 | Biotech Australia Pty Limited | Oral delivery of biologically active substances bound to vitamin B12 |
| US5122369A (en) * | 1990-03-30 | 1992-06-16 | Harmony Health Products, Inc. | Nutrient composition for preventing hair loss |
| ATE117202T1 (de) * | 1991-01-28 | 1995-02-15 | Hoffmann La Roche | Vitamin enthaltende formulierungen und deren herstellung. |
| DK0531497T3 (da) * | 1991-04-02 | 1998-03-23 | Biotech Australia Pty Ltd | Orale indgivelsessystemer til mikropartikler |
| JPH07503010A (ja) * | 1992-01-06 | 1995-03-30 | ヘルス・メインテナンス・プログラムズ，インコーポレイテッド | 薬学活性酸化防止剤含有組成物並びに該組成物を使用する血管形成後の再狭窄予防および治療方法 |
| US5292534A (en) * | 1992-03-25 | 1994-03-08 | Valentine Enterprises, Inc. | Sustained release composition and method utilizing xanthan gum and an active ingredient |
| US5204114A (en) * | 1992-03-30 | 1993-04-20 | Health Maintenance Programs, Inc. | Methods of manufacturing high dosage glutathione the tablets and capsules produced thereby |
| US5288510A (en) * | 1992-05-18 | 1994-02-22 | George Gregory | Palatable low salt substitutes |
| US6764693B1 (en) | 1992-12-11 | 2004-07-20 | Amaox, Ltd. | Free radical quenching composition and a method to increase intracellular and/or extracellular antioxidants |
| CZ352097A3 (cs) * | 1995-05-09 | 1998-04-15 | Colorcon Limited | Způsob a materiál pro elektrostatické potahování jádra farmaceutických tablet |
| US7008668B2 (en) * | 1995-05-09 | 2006-03-07 | Phoqus Pharmaceuticals Limited | Powder coating composition for electrostatic coating of pharmaceutical substrates |
| GB9623634D0 (en) * | 1996-11-13 | 1997-01-08 | Bpsi Holdings Inc | Method and apparatus for the coating of substrates for pharmaceutical use |
| CA2276183C (en) | 1996-12-31 | 2009-06-09 | Antioxidant Pharmaceuticals Corporation | Pharmaceutical preparations of glutathione and methods of administration thereof |
| GB0002305D0 (en) * | 2000-02-01 | 2000-03-22 | Phoqus Limited | Power material for electrostatic application |
| US6890918B2 (en) * | 2001-04-30 | 2005-05-10 | Shire Laboratories, Inc. | Pharmaceutical compositions including ACE/NEP inhibitors and bioavailability enhancers |
| GB2420297B (en) * | 2003-06-18 | 2006-11-15 | Phoqus Pharmaceuticals Ltd | Method and apparatus for the application of powder material to substrates |
| GB0330171D0 (en) * | 2003-12-30 | 2004-02-04 | Phoqus Pharmaceuticals Ltd | Method and apparatus for the application of powder material to substrates |
| GB0407312D0 (en) * | 2004-03-31 | 2004-05-05 | Phoqus Pharmaceuticals Ltd | Method and apparatus for the application of powder material to substrates |
| US8075910B2 (en) * | 2004-05-20 | 2011-12-13 | Pbm Pharmaceuticals, Inc. | Oral compositions comprising edible oils and vitamins and/or minerals and methods for making oral compositions |
| JP5795133B1 (ja) * | 2015-03-31 | 2015-10-14 | 孝則 太田 | アスコルビン酸分散材、及びその製造方法 |
| US20160367620A1 (en) | 2015-06-19 | 2016-12-22 | Harry B. Demopoulos | Glutathione |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2477491A (en) * | 1947-08-18 | 1949-07-26 | Lilly Co Eli | Vitamin compositions |
| US2816854A (en) * | 1953-05-26 | 1957-12-17 | Ralph H Gross | Nutrition aid |
| US3160564A (en) * | 1961-12-19 | 1964-12-08 | Merck & Co Inc | Multi-vitamin composition containing pantothenamide |
| US3175948A (en) * | 1963-01-10 | 1965-03-30 | Hoffmann La Roche | Multivitamin tablets and premixes |
| US3740432A (en) * | 1971-02-16 | 1973-06-19 | Hoffmann La Roche | Vitamin complexes of niacinamide,riboflavin and sodium ascorbate |
-
1982
- 1982-04-22 US US06/371,003 patent/US4454125A/en not_active Expired - Lifetime
-
1983
- 1983-04-20 JP JP58501824A patent/JPS59500564A/ja active Granted
- 1983-04-20 DE DE8383901783T patent/DE3382047D1/de not_active Expired - Lifetime
- 1983-04-20 EP EP83901783A patent/EP0105924B1/en not_active Expired
- 1983-04-20 WO PCT/US1983/000587 patent/WO1983003757A1/en not_active Ceased
- 1983-04-21 CA CA000426439A patent/CA1209041A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59500564A (ja) | 1984-04-05 |
| US4454125A (en) | 1984-06-12 |
| DE3382047D1 (de) | 1991-01-17 |
| EP0105924A4 (en) | 1986-02-20 |
| EP0105924B1 (en) | 1990-12-05 |
| JPH0516404B2 (OSRAM) | 1993-03-04 |
| EP0105924A1 (en) | 1984-04-25 |
| WO1983003757A1 (en) | 1983-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |