WO1996001634B1 - Compositions a base d'oxytretracycline a action prolongee - Google Patents
Compositions a base d'oxytretracycline a action prolongeeInfo
- Publication number
- WO1996001634B1 WO1996001634B1 PCT/GB1995/001583 GB9501583W WO9601634B1 WO 1996001634 B1 WO1996001634 B1 WO 1996001634B1 GB 9501583 W GB9501583 W GB 9501583W WO 9601634 B1 WO9601634 B1 WO 9601634B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amount
- composition
- magnesium
- composition according
- oxytetracycline
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract 15
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[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 IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 title claims 5
- 239000004100 Oxytetracycline Substances 0.000 title claims 4
- 229960000625 oxytetracycline Drugs 0.000 title claims 4
- 235000019366 oxytetracycline Nutrition 0.000 title claims 4
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 title claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 6
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract 5
- 229940074076 glycerol formal Drugs 0.000 claims abstract 5
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract 5
- 150000002681 magnesium compounds Chemical class 0.000 claims abstract 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract 3
- 239000004098 Tetracycline Substances 0.000 claims abstract 3
- 239000007972 injectable composition Substances 0.000 claims abstract 3
- 239000002904 solvent Substances 0.000 claims abstract 3
- 229960002180 tetracycline Drugs 0.000 claims abstract 3
- 235000019364 tetracycline Nutrition 0.000 claims abstract 3
- 229930101283 tetracycline Natural products 0.000 claims abstract 3
- -1 tetracycline compound Chemical class 0.000 claims abstract 3
- 239000002253 acid Substances 0.000 claims abstract 2
- 239000012458 free base Substances 0.000 claims abstract 2
- 239000003002 pH adjusting agent Substances 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 239000000395 magnesium oxide Substances 0.000 claims 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 3
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical group [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 239000003963 antioxidant agent Substances 0.000 claims 2
- 230000003078 antioxidant effect Effects 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- 159000000003 magnesium salts Chemical class 0.000 claims 2
- VYGBQXDNOUHIBZ-UHFFFAOYSA-L sodium formaldehyde sulphoxylate Chemical compound [Na+].[Na+].O=C.[O-]S[O-] VYGBQXDNOUHIBZ-UHFFFAOYSA-L 0.000 claims 2
- OWFJMIVZYSDULZ-PXOLEDIWSA-N (4s,4ar,5s,5ar,6s,12ar)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O OWFJMIVZYSDULZ-PXOLEDIWSA-N 0.000 claims 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- 230000037396 body weight Effects 0.000 claims 1
- 239000008139 complexing agent Substances 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 229910001629 magnesium chloride Inorganic materials 0.000 claims 1
- 239000012046 mixed solvent Substances 0.000 claims 1
- 229960003924 oxytetracycline dihydrate Drugs 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 239000008215 water for injection Substances 0.000 claims 1
- 230000001627 detrimental effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 230000017074 necrotic cell death Effects 0.000 abstract 1
- 230000008961 swelling Effects 0.000 abstract 1
Abstract
Une composition injectable présentant un effet résiduel supérieur avec des effets préjudiciables réduits tels que la douleur sur le site d'injection, le gonflement, l'irritation des tissus ou la nécrose, et contenant comme principe actif un composé de tétracycline, soit comme base libre soit comme sel de celle-ci avec un acide physiologiquement acceptable, transformé en complexe avec une dose sensiblement équimolaire d'un composé de magnésium et solubilisé dans un système de solvants miscibles à l'eau comprenant soit (i) a) du glycérol formal en une quantité comprise entre environ 10 et environ 50 % v/v; avec b) du polyethylène-glycol en une quantité comprise entre environ 1 et 15 % v/v; ou (ii) environ 25 à environ 75 % v/v de N-méthylpyrrolidone, ladite composition contenant facultativement un agent modificateur de pH en une dose suffisante pour maintenir un pH physiochimiquement acceptable, le solde étant constitué d'eau q.s.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT95923502T ATE249224T1 (de) | 1994-07-09 | 1995-07-05 | Oxytetracyclin enthaltendes arzneimittel mit verzögerter wirksoffabgabe |
| DE69531736T DE69531736T2 (de) | 1994-07-09 | 1995-07-05 | Oxytetracyclin enthaltendes arzneimittel mit verzögerter wirksoffabgabe |
| AU28043/95A AU707366B2 (en) | 1994-07-09 | 1995-07-05 | Long-acting oxytetracycline composition |
| DK95923502T DK0769951T3 (da) | 1994-07-09 | 1995-07-05 | Langtidsvirkende oxytetracyclinpræparat |
| NZ288717A NZ288717A (en) | 1994-07-09 | 1995-07-05 | Long-acting tetracycline medicaments formed from tetracycline complexed with a magnesium compound and solubilised in a mixture of glycerol formal and polyethylene glycol |
| JP50417996A JP4025925B2 (ja) | 1994-07-09 | 1995-07-05 | 長時間作用オキシテトラサイクリン組成物 |
| CA002194576A CA2194576C (fr) | 1994-07-09 | 1995-07-05 | Compositions a base d'oxytretracycline a action prolongee |
| EP95923502A EP0769951B1 (fr) | 1994-07-09 | 1995-07-05 | Compositions a base d'oxytretracycline a action prolongee |
| US09/617,795 US6310053B1 (en) | 1995-07-05 | 2000-07-17 | Long-acting oxytetracycline composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9413873.2 | 1994-07-09 | ||
| GB9413873A GB9413873D0 (en) | 1994-07-09 | 1994-07-09 | Long-acting oxytetracycline composition |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US76547597A Continuation | 1994-07-09 | 1997-04-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1996001634A1 WO1996001634A1 (fr) | 1996-01-25 |
| WO1996001634B1 true WO1996001634B1 (fr) | 1996-02-15 |
Family
ID=10758078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/GB1995/001583 WO1996001634A1 (fr) | 1994-07-09 | 1995-07-05 | Compositions a base d'oxytretracycline a action prolongee |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0769951B1 (fr) |
| JP (2) | JP4025925B2 (fr) |
| CN (1) | CN1081461C (fr) |
| AT (1) | ATE249224T1 (fr) |
| AU (1) | AU707366B2 (fr) |
| DE (1) | DE69531736T2 (fr) |
| DK (1) | DK0769951T3 (fr) |
| ES (1) | ES2204958T3 (fr) |
| GB (1) | GB9413873D0 (fr) |
| MX (1) | MX9700287A (fr) |
| NZ (1) | NZ288717A (fr) |
| PT (1) | PT769951E (fr) |
| WO (1) | WO1996001634A1 (fr) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2130069B1 (es) * | 1997-04-10 | 2000-03-01 | Basf Labiana S A | Preparacion farmaceutica con liberacion retardada del producto activo. |
| CA2285052C (fr) * | 1997-05-06 | 2004-06-29 | Norbrook Laboratories Limited | Perfectionnements d'agents antimicrobiens a effet prolonge ou perfectionnements relatifs a ces agents |
| US6239112B1 (en) * | 1998-07-09 | 2001-05-29 | Merial, Inc. | Water miscible macrolide solutions |
| GB9928343D0 (en) * | 1999-11-30 | 2000-01-26 | Vericore Ltd | Addition of tetracyclines to animal foodstuffs |
| US6428975B1 (en) | 2000-01-14 | 2002-08-06 | Blue Ridge Pharmaceuticals, Inc. | Methods for determining the presence or absence of microorganisms in lipid-containing compositions |
| RU2178698C1 (ru) * | 2000-11-28 | 2002-01-27 | Закрытое Акционерное Общество "Нита-Фарм" | Способ получения композиции магниевого комплекса окситетрациклина пролонгированного действия |
| NO20014746D0 (no) | 2001-09-28 | 2001-09-28 | Clas M Kjoelberg | Smertelindrende middel |
| ES2315123B1 (es) * | 2006-09-25 | 2009-12-30 | Divasa-Farmavic, S.A. | Composiciones farmaceuticas estables de tetraciclinas en solucion, procedimiento para su obtencion y sus usos. |
| ES2715551T3 (es) | 2010-05-12 | 2019-06-04 | The Medicines Company San Diego Llc | Composiciones de tetraciclina |
| CN103271238B (zh) * | 2013-05-10 | 2014-04-02 | 中国科学院亚热带农业生态研究所 | 一种饲料添加剂一乙醇胺的制备方法及应用 |
| CN106309357A (zh) * | 2016-11-08 | 2017-01-11 | 河南益华动物药业有限公司 | 兽用盐酸土霉素凝胶植入剂及其制备方法 |
| CN110693826A (zh) * | 2019-11-18 | 2020-01-17 | 成都新亨药业有限公司 | 一种兽用长效土霉素注射液及其制备方法 |
| CN111035614B (zh) * | 2019-12-20 | 2024-02-02 | 北京喜禽药业有限公司 | 一种高含量土霉素注射液及其制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE747255A (fr) * | 1969-03-13 | 1970-09-14 | Diamond Shamrock Corp | Compositions injectables d'oxytétracycline |
| DE2001604C2 (de) * | 1970-01-15 | 1983-04-14 | Pfizer Gmbh, 7500 Karlsruhe | Verwendung von Polyäthylenglykol zur Herstellung von Oxytetracyclinlösungen zur parenteralen, peroralen und lokalen Anwendung |
| US4259331A (en) * | 1979-04-16 | 1981-03-31 | Pfizer Inc. | Oxytetracycline compositions |
| CA1163197A (fr) * | 1980-04-10 | 1984-03-06 | Herman Horn | Composes d'oxytetracycline injectables |
| NL178941C (nl) * | 1982-06-15 | 1986-06-16 | Aesculaap Bv | Werkwijze voor de bereiding van een waterig oxytetracyclinepreparaat. |
| IE74244B1 (en) * | 1985-10-01 | 1997-07-16 | Bimeda Res Dev Ltd | A process for preparing an antibiotic composition |
| US5075295A (en) * | 1989-12-12 | 1991-12-24 | Boehringer Ingelheim Animal Health, Inc. | Novel oxytetracycline compositions |
-
1994
- 1994-07-09 GB GB9413873A patent/GB9413873D0/en active Pending
-
1995
- 1995-07-05 NZ NZ288717A patent/NZ288717A/en not_active IP Right Cessation
- 1995-07-05 AU AU28043/95A patent/AU707366B2/en not_active Expired
- 1995-07-05 WO PCT/GB1995/001583 patent/WO1996001634A1/fr active IP Right Grant
- 1995-07-05 DK DK95923502T patent/DK0769951T3/da active
- 1995-07-05 ES ES95923502T patent/ES2204958T3/es not_active Expired - Lifetime
- 1995-07-05 CN CN95194645A patent/CN1081461C/zh not_active Expired - Fee Related
- 1995-07-05 PT PT95923502T patent/PT769951E/pt unknown
- 1995-07-05 JP JP50417996A patent/JP4025925B2/ja not_active Expired - Lifetime
- 1995-07-05 EP EP95923502A patent/EP0769951B1/fr not_active Expired - Lifetime
- 1995-07-05 AT AT95923502T patent/ATE249224T1/de active
- 1995-07-05 DE DE69531736T patent/DE69531736T2/de not_active Expired - Lifetime
-
1997
- 1997-01-09 MX MX9700287A patent/MX9700287A/es active IP Right Grant
-
2007
- 2007-08-08 JP JP2007206510A patent/JP4804431B2/ja not_active Expired - Fee Related
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