WO2001012167A2 - Pharmaceutical compositions comprising a 7-(2-aminoethyl)-benzothiazolone and an anticholinergic muscarinic antagonist - Google Patents
Pharmaceutical compositions comprising a 7-(2-aminoethyl)-benzothiazolone and an anticholinergic muscarinic antagonist Download PDFInfo
- Publication number
- WO2001012167A2 WO2001012167A2 PCT/GB2000/003118 GB0003118W WO0112167A2 WO 2001012167 A2 WO2001012167 A2 WO 2001012167A2 GB 0003118 W GB0003118 W GB 0003118W WO 0112167 A2 WO0112167 A2 WO 0112167A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- active ingredient
- hydroxy
- ethyl
- phenylethoxy
- benzothiazol
- Prior art date
Links
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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
-
- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/46—8-Azabicyclo [3.2.1] octane; Derivatives thereof, e.g. atropine, cocaine
Definitions
- the present invention relates to combinations of pharmaceutically active substances for use in the treatment of obstructive airways diseases.
- a pharmaceutical composition comprising, in admixture, a first active ingredient (A) being 4-hydroxy-7-[2- [2-[3-[2-phenylethoxy]propylsulphonyllethylamino]ethyl]- 1 ,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof, and a second active ingredient (B) being an anticholinergic muscarinic antagonist.
- the invention also provides a pharmaceutical product comprising, in combination, a preparation of a first active ingredient (A) being 4-hydroxy-7-[2-[2-[3-[2-phenylethoxy]- propylsulphonyl]ethylamino]ethyl]-l,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof, and a preparation of a second active ingredient (B) being an anticholinergic muscarinic antagonist for sequential or separate use in therapy.
- A a preparation of a first active ingredient (A) being 4-hydroxy-7-[2-[2-[3-[2-phenylethoxy]- propylsulphonyl]ethylamino]ethyl]-l,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof, and a preparation of a second active ingredient (B) being an anticholinergic muscarinic antagonist for sequential or separate use in therapy.
- B an anticholinergic muscar
- the invention provides a kit comprising a preparation of a first active ingredient (A) being 4-hydroxy-7-[2-[2-[3-[2-phenylethoxy]propylsulphonyl]- ethylamino]ethyl]- 1 ,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof, a preparation of a second active ingredient (B) being an anticholinergic muscarinic antagonist, and instructions for the sequential or separate administration of the preparations to a patient in need thereof.
- A being 4-hydroxy-7-[2-[2-[3-[2-phenylethoxy]propylsulphonyl]- ethylamino]ethyl]- 1 ,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof
- B an anticholinergic muscarinic antagonist
- the combination of active ingredients according to the invention is advantageous because it is beneficial in the treatment of obstructive airways diseases including chronic obstructive pulmonary disease (COPD); and asthma, such as bronchial, allergic, intrinsic, extrinsic and dust asthma, particularly chronic or inveterate asthma (e.g. late asthma and airways hyper-responsiveness).
- COPD chronic obstructive pulmonary disease
- asthma such as bronchial, allergic, intrinsic, extrinsic and dust asthma, particularly chronic or inveterate asthma (e.g. late asthma and airways hyper-responsiveness).
- COPD chronic obstructive pulmonary disease
- asthma such as bronchial, allergic, intrinsic, extrinsic and dust asthma, particularly chronic or inveterate asthma (e.g. late asthma and airways hyper-responsiveness).
- the active ingredient (A) is most preferably 4-hydroxy-7-[2-[2-[3-[2- phenylethoxy]propylsulphonyl]ethylamino]ethyl]-l,3-benzothiazol-2(3H)-one hydrochloride.
- Examples of the active ingredient (B) having anticholinergic activity include the muscarinic antagonists:
- the pharmaceutical composition of the invention may be prepared by mixing the first active ingredient (A) with the second active ingredient (B). Therefore, in another aspect of the present invention, there is provided a process for the preparation of a pharmaceutical composition which comprises mixing a first active ingredient (A) being 4-hydroxy-7-[2-[2- [3-[2-phenylethoxy]propylsulphonyl]ethylamino]ethyl]- 1 ,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof, with a second active ingredient (B) being an anticholinergic muscarinic antagonist.
- the pharmaceutical composition of the invention will typically comprise a total amount of first active ingredient (A) and second active ingredient (B) in the range from 0.05 to 99 %w (per cent by weight), more preferably in the range from 0.10 to 70 %w, and even more preferably in the range from 0.10 to 50 %w, all percentages by weight being based on total composition.
- the first and second active ingredients (A) and (B) may alternatively be administered sequentially or separately in any suitable order to treat obstructive airways diseases.
- sequential is meant that the first and second active ingredients are administered one immediately after the other. They still have the desired effect if they are administered separately but less than about 4 hours apart, preferably less than about 2 hours apart, more preferably less than about 30 minutes apart.
- the active ingredients may, and indeed usually will, be used in admixture with one or more pharmaceutically acceptable ingredients which may be selected, for example, from adjuvants, carriers, binders, lubricants, diluents, stabilising agents, buffering agents, emulsifying agents, viscosity-regulating agents, surfactants, preservatives, flavourings and colorants.
- pharmaceutically acceptable ingredients which may be selected, for example, from adjuvants, carriers, binders, lubricants, diluents, stabilising agents, buffering agents, emulsifying agents, viscosity-regulating agents, surfactants, preservatives, flavourings and colorants.
- the dosages administered will, of course, vary with the first and second active ingredients (A) and (B) employed, the mode of administration, the treatment desired and the disorder indicated. If the active ingredients are administered by inhalation, then the total daily dosage of first active ingredient (A) and second active ingredient (B) together is preferably in the range from 5 to 1500 ⁇ g, e.g. from 10 to 1450 ⁇ g or from 20 to 1400 ⁇ g.
- the pharmaceutical composition, pharmaceutical product or kit according to the invention may be administered as divided doses from 1 to 4 times a day, and preferably once or twice a day.
- the first and second active ingredients (A) and (B) may be administered topically (to the lung and/or airways) in the form of solutions, suspensions, aerosols and dry powder formulations; or systemically, e.g. by oral administration in the form of tablets, capsules, syrups, powders or granules, or by parenteral administration in the form of solutions or suspensions.
- metered dose inhaler devices may be used to administer the active ingredient(s), dispersed in a suitable propellant and with or without additional excipients such as ethanol, surfactants, lubricants or stabilising agents.
- Suitable propellants include hydrocarbon, chlorofluorocarbon and hydrofluoroalkane (e.g. heptafluoroalkane) propellants, or mixtures of any such propellants.
- Especially preferred propellants are HFA-134a and HFA-227, each of which may be used alone or in combination with other propellants and/or surfactants and/or other excipients.
- Nebulised aqueous suspensions or, preferably, solutions may also be employed, with or without a suitable pH and/or tonicity adjustment, either as a unit-dose or multi-dose formulations.
- Dry powder inhalers may be used to administer the active ingredient(s), alone or in combination with a pharmaceutically-acceptable carrier, in the latter case either as a finely divided powder or as an ordered mixture.
- the dry powder inhaler may be single dose or multi-dose and may utilise a dry powder or a powder-containing capsule.
- Metered dose inhaler, nebuliser and dry powder inhaler devices are well known and a variety of such devices are available.
- Tablets and gelatin capsules, which may be coated if desired, containing the active ingredient(s) may, for example, also include one or more diluents, carriers, binders, lubricants or stabilising agents.
- Injectable solutions of the active ingredient(s) may also contain, for example, one or more preservatives, stabilising agents, viscosity-regulating agents, emulsifying agents or buffering agents.
- the present invention further provides the use of a pharmaceutical composition, pharmaceutical product or kit according to the invention in the manufacture of a medicament for the treatment of an obstructive airways disease.
- the present invention provides a method of treating, or reducing the risk of, an obstructive airways disease in a patient suffering from, or at risk of, the disease, which comprises administering to the patient a therapeutically effective amount of a pharmaceutical composition of the invention.
- the present invention provides a method of treating, or reducing the risk of, an obstructive airways disease which comprises sequentially or separately administering (in any suitable order) to a patient suffering from, or at risk of, the disease (a) a (therapeutically effective) dose of a first active ingredient (A) being 4-hydroxy-7-[2- [2-[3-[2-phenylethoxy]propylsulphonyl]ethylamino]ethyl]- 1 ,3-benzothiazol-2(3H)-one or a pharmaceutically acceptable salt thereof; and (b) a (therapeutically effective) dose of a second active ingredient (B) being an anticholinergic muscarinic antagonist.
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU64604/00A AU6460400A (en) | 1999-08-18 | 2000-08-14 | Pharmaceutical compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9902935A SE9902935D0 (en) | 1999-08-18 | 1999-08-18 | Pharmaceutical compositions |
SE9902935-7 | 1999-08-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2001012167A2 true WO2001012167A2 (en) | 2001-02-22 |
WO2001012167A3 WO2001012167A3 (en) | 2001-09-20 |
Family
ID=20416693
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB2000/003118 WO2001012167A2 (en) | 1999-08-18 | 2000-08-14 | Pharmaceutical compositions comprising a 7-(2-aminoethyl)-benzothiazolone and an anticholinergic muscarinic antagonist |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU6460400A (en) |
SE (1) | SE9902935D0 (en) |
WO (1) | WO2001012167A2 (en) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002049624A2 (en) * | 2000-12-20 | 2002-06-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Novel pharmaceutical compositions based on anticholinergic agents and dopamine agonists |
WO2002072095A2 (en) * | 2001-03-13 | 2002-09-19 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Tiotropium salts for treating inflammatory diseases |
US7345060B2 (en) | 2003-11-21 | 2008-03-18 | Theravance, Inc. | Compounds having β2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
WO2008096126A1 (en) * | 2007-02-07 | 2008-08-14 | Argenta Discovery Ltd | Combination of a muscarinic receptor antagonist and a beta-2-adrenoceptor agonist |
US7700782B2 (en) | 2006-12-20 | 2010-04-20 | Astrazeneca Ab | Compounds 569 |
US7709511B2 (en) | 2005-08-09 | 2010-05-04 | Astrazeneca Ab | Benzothiazolone derivatives |
US7951954B2 (en) | 2006-03-14 | 2011-05-31 | Astrazeneca Ab | Bezothiazol derivatives as Beta2 adrenoreceptor agonists |
US8017602B2 (en) | 2008-06-18 | 2011-09-13 | Astrazeneca Ab | N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(phenethoxy)propanamide derivatives, processes for their preparation, pharmaceutical compositions containing them and their use in therapy |
US8058294B2 (en) | 2007-02-08 | 2011-11-15 | Astrazeneca Ab | Pharmaceutical salts of N-[2-(diethylamino)ethyl]-N-(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)-3-[2-(1-napthyl)ethoxy]propanamide |
US9687478B2 (en) | 1999-07-14 | 2017-06-27 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
US9737520B2 (en) | 2011-04-15 | 2017-08-22 | Almirall, S.A. | Aclidinium for use in improving the quality of sleep in respiratory patients |
US10085974B2 (en) | 2008-03-13 | 2018-10-02 | Almirall, S.A. | Dosage and formulation |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2100598A1 (en) | 2008-03-13 | 2009-09-16 | Laboratorios Almirall, S.A. | Inhalation composition containing aclidinium for treatment of asthma and chronic obstructive pulmonary disease |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993024473A1 (en) * | 1992-05-27 | 1993-12-09 | Fisons Plc | 7-(2-aminoethyl)-benzothiazolones |
-
1999
- 1999-08-18 SE SE9902935A patent/SE9902935D0/en unknown
-
2000
- 2000-08-14 WO PCT/GB2000/003118 patent/WO2001012167A2/en active Application Filing
- 2000-08-14 AU AU64604/00A patent/AU6460400A/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993024473A1 (en) * | 1992-05-27 | 1993-12-09 | Fisons Plc | 7-(2-aminoethyl)-benzothiazolones |
Non-Patent Citations (4)
Title |
---|
BARNES P.J.: "New therapies for chronic obstructive pulmonary disease." THORAX, (1998) 53/2 (137-147). , XP000986442 * |
CHAPMAN K R: "An international perspective on anticholinergic therapy." AMERICAN JOURNAL OF MEDICINE, (1996 JAN 29) 100 (1A) 2S-4S. REF: 19 , XP000986461 * |
IKEDA A. ET AL: "Pharmacological treatment in acute exacerbations of chronic obstructive pulmonary disease." DRUGS AND AGING, (1998) 12/2 (129-137). , XP000986468 * |
LURIE A. ET AL: "Long-term management of reversible obstructive airways disease in adults." LUNG, (1990) 168/SUPPL. (154-167). , XP000986437 * |
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10588895B2 (en) | 1999-07-14 | 2020-03-17 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
US9687478B2 (en) | 1999-07-14 | 2017-06-27 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
US10034867B2 (en) | 1999-07-14 | 2018-07-31 | Almirall, S.A. | Quinuclidine derivatives and medicinal compositions containing the same |
WO2002049624A3 (en) * | 2000-12-20 | 2002-09-19 | Boehringer Ingelheim Pharma | Novel pharmaceutical compositions based on anticholinergic agents and dopamine agonists |
WO2002049624A2 (en) * | 2000-12-20 | 2002-06-27 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Novel pharmaceutical compositions based on anticholinergic agents and dopamine agonists |
EP1690539A2 (en) * | 2001-03-13 | 2006-08-16 | Boehringer Ingelheim Pharma GmbH & Co. KG | Salts of tiotropium for treating inflammatory disorders |
EP1690539A3 (en) * | 2001-03-13 | 2006-08-30 | Boehringer Ingelheim Pharma GmbH & Co. KG | Salts of tiotropium for treating inflammatory disorders |
US7994188B2 (en) | 2001-03-13 | 2011-08-09 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Compounds for treating inflammatory diseases |
WO2002072095A3 (en) * | 2001-03-13 | 2003-11-27 | Boehringer Ingelheim Pharma | Tiotropium salts for treating inflammatory diseases |
WO2002072095A2 (en) * | 2001-03-13 | 2002-09-19 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Tiotropium salts for treating inflammatory diseases |
US7345060B2 (en) | 2003-11-21 | 2008-03-18 | Theravance, Inc. | Compounds having β2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
US7838535B2 (en) | 2003-11-21 | 2010-11-23 | Theravance, Inc. | Compounds having β2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
US7842704B2 (en) | 2003-11-21 | 2010-11-30 | Theravance, Inc. | Compounds having β2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
US8247564B2 (en) | 2003-11-21 | 2012-08-21 | Theravance, Inc. | Compounds having BETA2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
US7709511B2 (en) | 2005-08-09 | 2010-05-04 | Astrazeneca Ab | Benzothiazolone derivatives |
US7951954B2 (en) | 2006-03-14 | 2011-05-31 | Astrazeneca Ab | Bezothiazol derivatives as Beta2 adrenoreceptor agonists |
US7700782B2 (en) | 2006-12-20 | 2010-04-20 | Astrazeneca Ab | Compounds 569 |
AU2008212649B2 (en) * | 2007-02-07 | 2011-05-19 | Astrazeneca Ab | Combination of a muscarinic receptor antagonist and a beta-2-adrenoceptor agonist |
CN101678005B (en) * | 2007-02-07 | 2012-10-31 | 阿金塔探索有限公司 | Combination of a muscarinic receptor antagonist and a beta-2-adrenoceptor agonist |
WO2008096126A1 (en) * | 2007-02-07 | 2008-08-14 | Argenta Discovery Ltd | Combination of a muscarinic receptor antagonist and a beta-2-adrenoceptor agonist |
US8058294B2 (en) | 2007-02-08 | 2011-11-15 | Astrazeneca Ab | Pharmaceutical salts of N-[2-(diethylamino)ethyl]-N-(2-{[2-(4-hydroxy-2-oxo-2,3-dihydro-1,3-benzothiazol-7-yl)ethyl]amino}ethyl)-3-[2-(1-napthyl)ethoxy]propanamide |
US10085974B2 (en) | 2008-03-13 | 2018-10-02 | Almirall, S.A. | Dosage and formulation |
US11000517B2 (en) | 2008-03-13 | 2021-05-11 | Almirall, S.A. | Dosage and formulation |
US8017602B2 (en) | 2008-06-18 | 2011-09-13 | Astrazeneca Ab | N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(phenethoxy)propanamide derivatives, processes for their preparation, pharmaceutical compositions containing them and their use in therapy |
US9737520B2 (en) | 2011-04-15 | 2017-08-22 | Almirall, S.A. | Aclidinium for use in improving the quality of sleep in respiratory patients |
Also Published As
Publication number | Publication date |
---|---|
SE9902935D0 (en) | 1999-08-18 |
WO2001012167A3 (en) | 2001-09-20 |
AU6460400A (en) | 2001-03-13 |
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