DE2307747A1 - Propoxyphennapsylat-praeparat mit zeitgesteuerter wirkstofffreisetzung und verfahren zu seiner herstellung - Google Patents
Propoxyphennapsylat-praeparat mit zeitgesteuerter wirkstofffreisetzung und verfahren zu seiner herstellungInfo
- Publication number
- DE2307747A1 DE2307747A1 DE19732307747 DE2307747A DE2307747A1 DE 2307747 A1 DE2307747 A1 DE 2307747A1 DE 19732307747 DE19732307747 DE 19732307747 DE 2307747 A DE2307747 A DE 2307747A DE 2307747 A1 DE2307747 A1 DE 2307747A1
- Authority
- DE
- Germany
- Prior art keywords
- extrudate
- strands
- intimate mixture
- propoxyphennapsylate
- cellulose
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 24
- 230000008569 process Effects 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title description 13
- 239000013543 active substance Substances 0.000 title description 2
- 229920002472 Starch Polymers 0.000 claims description 46
- 239000011872 intimate mixture Substances 0.000 claims description 46
- 239000008107 starch Substances 0.000 claims description 46
- 235000019698 starch Nutrition 0.000 claims description 46
- 239000002245 particle Substances 0.000 claims description 34
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims description 23
- 239000006185 dispersion Substances 0.000 claims description 23
- 239000008108 microcrystalline cellulose Substances 0.000 claims description 23
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims description 23
- 229940016286 microcrystalline cellulose Drugs 0.000 claims description 23
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 22
- 229930006000 Sucrose Natural products 0.000 claims description 22
- 239000003979 granulating agent Substances 0.000 claims description 22
- 239000005720 sucrose Substances 0.000 claims description 22
- 150000001720 carbohydrates Chemical class 0.000 claims description 21
- 239000004480 active ingredient Substances 0.000 claims description 20
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 19
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 19
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 claims description 19
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 claims description 19
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 17
- 239000000969 carrier Substances 0.000 claims description 15
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 claims description 14
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 14
- 229930091371 Fructose Natural products 0.000 claims description 14
- 239000005715 Fructose Substances 0.000 claims description 14
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 14
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 14
- 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 description 14
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 claims description 14
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 14
- 239000008121 dextrose Substances 0.000 claims description 14
- 239000008101 lactose Substances 0.000 claims description 14
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 claims description 13
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 11
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 11
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 11
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 10
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 10
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 10
- 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 description 10
- 229920000609 methyl cellulose Polymers 0.000 claims description 10
- 239000001923 methylcellulose Substances 0.000 claims description 10
- 235000010981 methylcellulose Nutrition 0.000 claims description 10
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000013270 controlled release Methods 0.000 claims description 5
- 238000005096 rolling process Methods 0.000 claims description 4
- 229920003023 plastic Polymers 0.000 description 21
- 239000004033 plastic Substances 0.000 description 21
- 239000002552 dosage form Substances 0.000 description 11
- 238000002156 mixing Methods 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 235000010980 cellulose Nutrition 0.000 description 6
- 229920002678 cellulose Polymers 0.000 description 6
- 239000001913 cellulose Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 230000000144 pharmacologic effect Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 230000009286 beneficial effect Effects 0.000 description 3
- 239000012729 immediate-release (IR) formulation Substances 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 235000009508 confectionery Nutrition 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 238000000338 in vitro Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000010422 painting Methods 0.000 description 2
- 238000005453 pelletization Methods 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229940080296 2-naphthalenesulfonate Drugs 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 230000000954 anitussive effect Effects 0.000 description 1
- 229940124584 antitussives Drugs 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000008135 aqueous vehicle Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000013267 controlled drug release Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 239000003405 delayed action preparation Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 238000012812 general test Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 239000006186 oral dosage form Substances 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 230000000007 visual effect Effects 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
- A61K9/14—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
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Emergency Medicine (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22792072A | 1972-02-22 | 1972-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2307747A1 true DE2307747A1 (de) | 1973-08-30 |
Family
ID=22854980
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732307747 Pending DE2307747A1 (de) | 1972-02-22 | 1973-02-16 | Propoxyphennapsylat-praeparat mit zeitgesteuerter wirkstofffreisetzung und verfahren zu seiner herstellung |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US3758679A (enExample) |
| JP (1) | JPS4896716A (enExample) |
| AR (1) | AR195704A1 (enExample) |
| AT (1) | AT330360B (enExample) |
| AU (1) | AU473502B2 (enExample) |
| BE (1) | BE795766A (enExample) |
| CA (1) | CA1016460A (enExample) |
| DD (1) | DD102302A5 (enExample) |
| DE (1) | DE2307747A1 (enExample) |
| ES (1) | ES411946A1 (enExample) |
| FR (1) | FR2181747B1 (enExample) |
| GB (1) | GB1390311A (enExample) |
| HU (1) | HU165913B (enExample) |
| IE (1) | IE37297B1 (enExample) |
| IL (1) | IL41527A (enExample) |
| NL (1) | NL7302385A (enExample) |
| SE (1) | SE382751B (enExample) |
| ZA (1) | ZA731154B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4167558A (en) | 1976-02-13 | 1979-09-11 | Hoffmann-La Roche Inc. | Novel sustained release tablet formulations |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3922339A (en) * | 1974-06-20 | 1975-11-25 | Kv Pharm Co | Sustained release medicant |
| GB1561204A (en) * | 1977-06-01 | 1980-02-13 | Ici Ltd | Sustained release pharmaceutical composition |
| DE2923279C2 (de) * | 1979-06-08 | 1987-07-09 | Kali-Chemie Pharma Gmbh, 3000 Hannover | Verfahren zur Herstellung von Pankreatin-Pellets und diese enthaltende Arzneimittel |
| US4665100A (en) * | 1981-03-13 | 1987-05-12 | Eli Lilly And Company | Process for formulating a synthetic drug for use in animal feed, and resulting formulation |
| JPS615027A (ja) * | 1984-06-18 | 1986-01-10 | Sadahiro Nakano | 徐放性固形製剤 |
| GB8518927D0 (en) * | 1985-07-26 | 1985-09-04 | Vincent Processes Ltd | Tablets |
| US4940556A (en) * | 1986-01-30 | 1990-07-10 | Syntex (U.S.A.) Inc. | Method of preparing long acting formulation |
| IL81419A0 (en) * | 1986-01-30 | 1987-08-31 | Syntex Inc | Long acting sustained release pharmaceutical compositions containing dihydropyridines and their preparation |
| US5198226A (en) * | 1986-01-30 | 1993-03-30 | Syntex (U.S.A.) Inc. | Long acting nicardipine hydrochloride formulation |
| US4775535A (en) * | 1986-04-04 | 1988-10-04 | Hans Lowey | Method of preparing controlled long-acting pharmaceutical formulations in unit dosage form having uniform and comparable bioavailability characteristics |
| US4855143A (en) * | 1986-04-04 | 1989-08-08 | Hans Lowey | Method of preparing controlled long-acting pharmaceutical formulations in unit dosage form having uniform and comparable bioavailability characteristics |
| DE3612211A1 (de) * | 1986-04-11 | 1987-10-15 | Basf Ag | Kontinuierliches verfahren zum tablettieren |
| GB8624213D0 (en) * | 1986-10-09 | 1986-11-12 | Sandoz Canada Inc | Sustained release pharmaceutical compositions |
| US5443764A (en) * | 1987-07-01 | 1995-08-22 | Ici Australia Operations Propietary Limited | Water-dispersible granules |
| FR2620332A1 (fr) * | 1987-09-11 | 1989-03-17 | Squibb & Sons Inc | Composition pharmaceutique a forte teneur en medicament, et procede pour la preparer |
| US4973470A (en) * | 1989-06-26 | 1990-11-27 | Warner-Lambert Company | Sustained release pharmaceutical compositions |
| DE69311394T2 (de) * | 1992-02-20 | 1997-10-30 | Euro Celtique Sa | Arzneimittel verzögerter Wirkstoffabgabe |
| GB9203689D0 (en) * | 1992-02-20 | 1992-04-08 | Euro Celtique Sa | Pharmaceutical composition |
| US5837292A (en) * | 1996-07-03 | 1998-11-17 | Yamanouchi Europe B.V. | Granulate for the preparation of fast-disintegrating and fast-dissolving compositions containing a high amount of drug |
| GB2418854B (en) * | 2004-08-31 | 2009-12-23 | Euro Celtique Sa | Multiparticulates |
| US20080057122A1 (en) * | 2006-08-31 | 2008-03-06 | Aaipharma Inc. | Acetaminophen pharmaceutical compositions |
-
0
- BE BE795766D patent/BE795766A/xx unknown
-
1972
- 1972-02-22 US US00227920A patent/US3758679A/en not_active Expired - Lifetime
-
1973
- 1973-02-13 IL IL41527A patent/IL41527A/xx unknown
- 1973-02-15 AU AU52223/73A patent/AU473502B2/en not_active Expired
- 1973-02-16 GB GB779073A patent/GB1390311A/en not_active Expired
- 1973-02-16 DE DE19732307747 patent/DE2307747A1/de active Pending
- 1973-02-16 FR FR7305651A patent/FR2181747B1/fr not_active Expired
- 1973-02-19 CA CA163,998A patent/CA1016460A/en not_active Expired
- 1973-02-19 IE IE257/73A patent/IE37297B1/xx unknown
- 1973-02-19 ZA ZA731154A patent/ZA731154B/xx unknown
- 1973-02-20 SE SE7302330A patent/SE382751B/xx unknown
- 1973-02-21 NL NL7302385A patent/NL7302385A/xx not_active Application Discontinuation
- 1973-02-21 HU HUEI465A patent/HU165913B/hu unknown
- 1973-02-21 AR AR246705A patent/AR195704A1/es active
- 1973-02-21 AT AT151973A patent/AT330360B/de not_active IP Right Cessation
- 1973-02-22 DD DD168994A patent/DD102302A5/xx unknown
- 1973-02-22 ES ES411946A patent/ES411946A1/es not_active Expired
- 1973-02-22 JP JP48021701A patent/JPS4896716A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4167558A (en) | 1976-02-13 | 1979-09-11 | Hoffmann-La Roche Inc. | Novel sustained release tablet formulations |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA731154B (en) | 1974-10-30 |
| AU5222373A (en) | 1974-08-15 |
| AT330360B (de) | 1976-06-25 |
| IL41527A (en) | 1975-12-31 |
| BE795766A (fr) | 1973-08-22 |
| IE37297L (en) | 1973-08-22 |
| AR195704A1 (es) | 1973-10-31 |
| IE37297B1 (en) | 1977-06-22 |
| DD102302A5 (enExample) | 1973-12-12 |
| AU473502B2 (en) | 1976-06-24 |
| SE382751B (sv) | 1976-02-16 |
| IL41527A0 (en) | 1973-04-30 |
| CA1016460A (en) | 1977-08-30 |
| JPS4896716A (enExample) | 1973-12-10 |
| NL7302385A (enExample) | 1973-08-24 |
| ES411946A1 (es) | 1976-05-01 |
| FR2181747A1 (enExample) | 1973-12-07 |
| HU165913B (enExample) | 1974-12-28 |
| US3758679A (en) | 1973-09-11 |
| FR2181747B1 (enExample) | 1976-12-31 |
| ATA151973A (de) | 1975-09-15 |
| GB1390311A (en) | 1975-04-09 |
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