Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

Serving 500+ biopharmaceutical companies globally:

McKesson
AstraZeneca
Colorcon
Accenture
Argus Health
Fuji
Healthtrust
US Army
Novartis
Queensland Health

Generated: August 20, 2017

DrugPatentWatch Database Preview

Claims for Patent: ► Subscribe

« Back to Dashboard

Claims for Patent: ► Subscribe

Title:Medicaments for the treatment of chronic obstructive pulmonary disease
Abstract: A pharmaceutical composition comprising a compound of formula 1 ##STR00001## wherein: n is 1 or 2; R.sup.1 is hydrogen, C.sub.1 C.sub.4-alkyl, halogen, OH, or --O--C.sub.1 C.sub.4-alkyl; R.sup.2 is hydrogen, C.sub.1 C.sub.4-alkyl, halogen, OH, or --O--C.sub.1 C.sub.4-alkyl; R.sup.3 is hydrogen, C.sub.1 C.sub.4-alkyl, OH, halogen, --O--C.sub.1 C.sub.4-alkyl, --O--C.sub.1 C.sub.4-alkylene-COOH, or --O--C.sub.1 C.sub.4-alkylene-CO--O--C.sub.1 C.sub.4-alkyl, or an acid addition salt thereof with a pharmacologically acceptable acid, or a solvate or hydrate thereof; and a pharmaceutically acceptable excipient or carrier, and methods for using the pharmaceutical formulation in the treatment of chronic obstructive pulmonary disease (COPD).
Inventor(s): Konetzki; Ingo (Warthausen, DE), Schromm; Kurt (Ingelheim am Rhein, DE), Schollenberger; Hermann (Ingelheim am Rhein, DE), Pestel; Sabine (Biberach, DE), Schnapp; Andreas (Biberach, DE), Bouyssou; Thierry (Mietingen, DE), Buettner; Frank (Ummendorf, DE), Heine; Claudia (Biberach, DE), Lustenberger; Philipp (Warthausen, DE), Hoenke; Christoph (Ingelheim, DE), Rudolf; Klaus (Warthausen, DE)
Assignee: Boehringer Ingelheim Pharma GmbH & Co. KG (Ingelheim, DE)
Application Number:10/705,012
Patent Claims: 1. A compound of formula 1 ##STR00026## wherein: n is 1; R.sup.1 is hydrogen, halogen, C.sub.1 C.sub.4-alkyl, or --O--C.sub.1 C.sub.4-alkyl; R.sup.2 is hydrogen, halogen, C.sub.1 C.sub.4-alkyl or --O--C.sub.1 C.sub.4-alkyl; R.sup.3 is C.sub.1 C.sub.4-alkyl, halogen, --O--C.sub.1 C.sub.4-alkyl, --O--C.sub.1 C.sub.4-alkylene-COOH, or --O--C.sub.1 C.sub.4-alkylene-CO--O--C.sub.1 C.sub.4-alkyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

2. The compound of formula 1 according to claim 1, wherein R.sup.3 is methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, or --O--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

3. The compound of formula 1 according to claim 1, wherein: R.sup.1 is hydrogen, fluorine, chlorine, methyl, or methoxy; R.sup.2 is hydrogen, fluorine, chlorine, methyl, or methoxy; R.sup.3 is C.sub.1 C.sub.4-alkyl, fluorine, chlorine, bromine, --O--C.sub.1 C.sub.4-alkyl, --O--C.sub.1 C.sub.4-alkylene-COOH, or --O--C.sub.1 C.sub.4-alkylene-CO--O--C.sub.1 C.sub.4-alkyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

4. The compound of formula 1 according to claim 3, wherein R.sup.3 is methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, or --O--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

5. The compound of formula 1 according to claim 1, wherein: R.sup.1 is hydrogen or C.sub.1 C.sub.4-alkyl; R.sup.2 is hydrogen or C.sub.1 C.sub.4-alkyl; and R.sup.3 is C.sub.1 C.sub.4-alkyl, --O--C.sub.1 C.sub.4-alkyl, --O--C.sub.1 C.sub.4-alkylene-COOH, or --O--C.sub.1 C.sub.4-alkylene-CO--O--C.sub.1 C.sub.4-alkyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

6. The compound of formula 1 according to claim 5, wherein R.sup.3 is methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, or --O--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

7. The compound of formula 1 according to claim 1, wherein: R.sup.1 is hydrogen, methyl, or ethyl; R.sup.2 is hydrogen, methyl, or ethyl; R.sup.3 is methyl, ethyl, methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH2--COOmethyl or --O--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

8. The compound of formula 1 according to claim 7, wherein R.sup.3 is methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, or --O--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

9. The compound of formula 1 according to claim 1, wherein: R.sup.1 is halogen, C.sub.1 C.sub.4-alkyl, or --O--C.sub.1 C.sub.4-alkyl; R.sup.2 is halogen, C.sub.1 C.sub.4-alkyl, or --O--C.sub.1 C.sub.4-alkyl; and R.sup.3 is halogen, C.sub.1 C.sub.4-alkyl, or --O--C.sub.1 C.sub.4-alkyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

10. The compound of formula 1 according to claim 9, wherein: R.sup.1 is fluorine, chlorine, methyl, or methoxy; R.sup.2 is fluorine, chlorine, methyl, or methoxy; and R.sup.3 is fluorine, chlorine, methyl, or methoxy, or an acid addition salt thereof with a pharmacologically acceptable acid.

11. The compound of formula 1 according to claim 1, wherein: R.sup.1 is hydrogen; R.sup.2 is hydrogen, fluorine, chlorine, or methyl; and R.sup.3 is methyl, ethyl, isopropyl, tert-butyl, fluorine, chlorine, bromine, methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--CH.sub.2--COOH, --O--CH.sub.2--CH.sub.2--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, --O--CH.sub.2--COOethyl, --O--CH.sub.2--CH.sub.2--COOmethyl, --O--CH.sub.2--CH.sub.2--COOethyl, --O--CH.sub.2--CH.sub.2--CH.sub.2--COOmethyl, or --O--CH.sub.2--CH.sub.2--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

12. The compound of formula 1 according to claim 11, wherein: R.sup.1 is hydrogen; R.sup.2 is hydrogen, fluorine, chlorine, or methyl; and R.sup.3 is fluorine, chlorine, methyl, methoxy, ethoxy, or --O--CH.sub.2--COOH, or an acid addition salt thereof with a pharmacologically acceptable acid.

13. The compound of formula 1 according to claim 1, wherein: R.sup.1 and R.sup.2 are each hydrogen; and R.sup.3 is methyl, ethyl, isopropyl, tert-butyl, fluorine, chlorine, bromine, methoxy, ethoxy, --O--CH.sub.2--COOH, --O--CH.sub.2--CH.sub.2--COOH, --O--CH.sub.2--CH.sub.2--CH.sub.2--COOH, --O--CH.sub.2--COOmethyl, --O--CH.sub.2--COOethyl, --O--CH.sub.2--CH.sub.2--COOmethyl, --O--CH.sub.2--CH.sub.2--COOethyl, --O--CH.sub.2--CH.sub.2--CH.sub.2--COOmethyl, or --O--CH.sub.2--CH.sub.2--CH.sub.2--COOethyl, or an acid addition salt thereof with a pharmacologically acceptable acid.

14. The compound of formula 1 according to claim 13, wherein R.sup.3 is OH, fluorine, chlorine, methoxy, ethoxy, or --O--CH.sub.2--COOH, or an acid addition salt thereof with a pharmacologically acceptable acid.

15. The compound of formula 1 according to claim 14, wherein R.sup.3 is fluorine, chlorine, methoxy, or ethoxy, or an acid addition salt thereof with a pharmacologically acceptable acid.

16. The compound of formula 1 according to claim 1, wherein: R.sup.1 is hydrogen, halogen, C.sub.1 C.sub.4-alkyl, or --OC1 C4-alkyl; and R.sup.2 is hydrogen, halogen, C.sub.1 C.sub.4-alkyl, or --O--C.sub.1 C.sub.4-alkyl; or an acid addition salt thereof with a pharmacologically acceptable acid.

17. The compound of formula 1 according to claim 16, wherein: R.sup.1 is hydrogen, fluorine, chlorine, methyl or methoxy; and R.sup.2 is hydrogen, fluorine, chlorine, methyl or methoxy, or an acid addition salt thereof with a pharmacologically acceptable acid.

18. A compound of formula 1 according to claim 6 selected from: (1) 6-hydroxy-8-{1-hydroxy-2-[2-(4-methoxyphenyl)-1,1-dimethylethylamino]ethy- l}-4H-benzo[1,4]oxazin-3-one; (2) 6-hydroxy-8-{1-hydroxy-2-[2-(4-phenoxyethylacetate)-1,1-dimethylethylamin- o]-ethyl}-4H-benzo[1,4]oxazin-3-one; (3) 6-hydroxy-8-{1-hydroxy-2-[2-(4-phenoxyacetic acid)-1,1-dimethylethylamino]-ethyl}-4H-benzo[1,4]oxazin-3-one; (4) 8-{2-[1,1-dimethyl-2-(2,4,6-trimethylphenyl)ethylamino]-1-hydroxyethyl}-6- -hydroxy-4H-benzo[1,4]oxazin-3-one; (5) 6-hydroxy-8-{1-hydroxy-2-[2-(4-hydroxyphenyl)-1,1-dimethylethylamino]ethy- l}-4H-benzo[1,4]oxazin-3-one; (6) 6-hydroxy-8-{1-hydroxy-2-[2-(4-isopropylphenyl)-1,1 dimethylethylamino]ethyl}-4H-benzo[1,4]oxazin-3-one; (7) 8-{2-[2-(4-ethylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydroxy- -4H-benzo[1,4]oxazin-3-one; (8) 8-{2-[2-(4-fluoro-3-methylphenyl)-1, 1-dimethylethylamino]-1-hydroxyethyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one- ; (9) 8-{2-[2-(4-fluoro-2-methylphenyl)-1,1-dimethylethylamino]-1-hydroxye- thyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (10) 8-{2-[2-(2,4-difluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one; (11) 8-{2-[2-(3,5-difluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one; (12) 8-{2-[2-(4-ethoxyphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydrox- y-4H-benzo[1,4]oxazin-3-one; (13) 8-{2-[2-(3,5-dimethylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one; (14) 4-(4-{2-[2-hydroxy-2-(6-hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-8-y- l)-ethylamino]-2-methylpropyl}phenoxy)butyric acid; (15) 8-{2-[2-(3,4-difluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one; (16) 8-{2-[2-(2-chloro-4-fluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo[1,4]oxazin-3-one; (17) 8-{2-[2-(4-chlorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydrox- y-4H-benzo[1,4]oxazin-3-one; (18) 8-{2-[2-(4-bromophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydroxy- -4H-benzo[1,4]oxazin-3-one; (19) 8-{2-[2-(4-fluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydrox- y-4H-benzo[1,4]oxazin-3-one; (20) 8-{2-[2-(4-fluoro-3-methoxyphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl- }-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (21) 8-{2-[2-(4-fluoro-2,6-dimethylphenyl)-1,1-dimethylethylamino]-1-hydroxyet- hyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (22) 8-{2-[2-(4-chloro-2-methylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo[1,4]oxazin-3-one; (23) 8-{2-[2-(4-chloro-3-fluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo[1,4]oxazin-3-one; (24) 8-{2-[2-(4-chloro-2-fluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo-[1,4]oxazin-3-one; (25) 8-{2-[2-(3-chloro-4-fluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo[1,4]oxazin-3-one; (26) 8-{2-[2-(2,6-difluoro-4-methoxyphenyl)-1,1-dimethylethylamino]-1-hydroxye- thyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (27) 8-{2-[2-(2,5-difluoro-4-methoxyphenyl)-1,1-dimethylethylamino]-1-hydroxye- thyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (28) 8-{2-[2-(4-fluoro-3,5-dimethylphenyl)-1,1-dimethylethylamino]-1-hydroxyet- hyl}-6-hydroxy-4H-benzo[1,4]oxazin-3-one; (29) 8-{2-[2-(3,5-dichlorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one; (30) 8-{2-[2-(4-chloro-3-methylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}- -6-hydroxy-4H-benzo[1,4]oxazin-3-one; (31) 8-{2-[2-(3,4,5-trifluorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6- -hydroxy-4H-benzo[1,4]oxazin-3-one; (32) 8-{2-[2-(3-methylphenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hydrox- y-4H-benzo[1,4]oxazin-3-one; and (33) 8-{2-[2-(3,4-dichlorophenyl)-1,1-dimethylethylamino]-1-hydroxyethyl}-6-hy- droxy-4H-benzo[1,4]oxazin-3-one, or an acid addition salt thereof with a pharmacologically acceptable acid.

19. A pharmaceutical composition comprising a compound of formula 1 according to one of claims 1 to 18, or an acid addition salt thereof with a pharmacologically acceptable acid, and a pharmaceutically acceptable excipient or carrier.

20. The pharmaceutical composition according to claim 19, wherein the pharmaceutical composition is an inhalable powder, propellant-containing metered-dose aerosol, or propellant-free inhalable solution.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

Serving 500+ biopharmaceutical companies globally:

Dow
Cantor Fitzgerald
Queensland Health
Medtronic
Farmers Insurance
Merck
McKesson
AstraZeneca
Fuji
Express Scripts

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

Copyright 2002-2017 thinkBiotech LLC
ISSN: 2162-2639

Secure SSL Encrypted Heap | Mobile and Web Analytics
Privacy and Cookies
Terms & Conditions

Follow DrugPatentWatch:



Google
Twitter
Google Plus
botpot