.

Pharmaceutical Business Intelligence

  • Anticipate P&T budget requirements
  • Evaluate market entry opportunities
  • Find generic sources and suppliers
  • Predict branded drug patent expiration

► Plans and Pricing

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

DrugPatentWatch Database Preview

Claims for Patent: 4,525,358

« Back to Dashboard

Claims for Patent: 4,525,358

Title: 2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides
Abstract:New 2-[4-(diphenylmethyl)-1-piperazinyl]-acetic acids, their amides and their salts, processes for the preparation thereof and therapeutic compositions. These compounds have the formula ##STR1## wherein Y=--OH or --NH.sub.2 ; X and X'=H, halogen, alkoxy or trifluoromethyl; m=1 or 2 and n=1 or 2. The amides of the 2-[4-(diphenylmethyl)-1-piperazinyl]-acetic acids are prepared either by reacting a 1-(diphenylmethyl)-piperazine with an omegahaloacetamide, or by reacting an alkali metal salt of an omega-[4-(diphenylmethyl)-1-piperazinyl]-alkanol with a 2-haloacetamide, or yet by reacting ammonia with a halide or alkyl ester of a 2-[4-(diphenylmethyl)-1-piperazinyl]-acetic acid, whereas the 2-[4-(diphenylmethyl)-1-piperazinyl]-acetic acids are prepared by hydrolyzing the corresponding amide or lower alkyl ester. These compounds have in particular an antiallergic, spasmolytic and antihistaminic activity.
Inventor(s): Baltes; Eugene (Rhode-St.Genese, BE), de Lannoy; Jean (Brussels, BE), Rodriguez; Ludovic (Brussels, BE)
Assignee: UCB Pharmaceuticals, Inc. (Dover, DE)
Application Number:06/496,489
Patent Claims: 1. A compound of the formula ##STR9## wherein X and X' represents independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof.

2. A compound or non-toxic pharmaceutically acceptable salt thereof according to claim 1 wherein n is 2.

3. A compound according to claim 1, said compound being 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or a non-toxic pharmaceutically acceptable salt thereof.

4. A compound as claimed in claim 1, namely potassium 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate.

5. A compound as claimed in claim 1, namely 2-[2-[4-(diphenylmethyl)-1-piperazinyl]ethoxy]-acetic acid or its dihydrochloride.

6. A compound as claimed in claim 1, namely 2-[2-[4-[(4-fluorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or its hydrate.

7. The compound 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

8. The substantially pure crystalline compound according to claim 7 having a melting point of 110.degree.-115.degree. C.

9. A non-toxic pharmaceutically acceptable salt of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

10. The dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

11. The substantially pure dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid having a melting point of about 225.degree. C.

12. A pharmaceutical composition which comprises a pharmaceutically effective amount of a compound of the formula ##STR10## wherein X and X' represent independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier thereof.

13. An antihistaminic composition according to claim 12, said composition containing an antihistaminically effective amount of a compound of the formula ##STR11## wherein X and X' represent independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof.

14. An antihistaminic composition according to claim 13, said composition containing an antihistaminically effective amount of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or a non-toxic pharmaceutically acceptable salt thereof.

15. A composition according to claim 13 containing an antihistaminically effective amount of a non-toxic pharmaceutically acceptable salt of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

16. A composition according to claim 15 containing an antihistaminically effective amount of the dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

17. A composition according to claim 16 in dosage unit form containing from 0.5 to 250 mg of the said dihydrochloride.

18. A composition according to claim 17 in orally administrable dosage unit form.

19. An antiallergic composition comprising an antiallergically effective amount of a compound of the formula ##STR12## wherein X and X' represent independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable carrier therefor.

20. A composition according to claim 19, said composition containing an antiallergically effective amount of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or a non-toxic pharmaceutically acceptable salt thereof.

21. A composition according to claim 20 containing a non-toxic pharmaceutically acceptable salt of 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

22. A composition according to claim 21 containing the dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid.

23. A method for achieving an antiallergic, antihistaminic, bronchodilator or antispasmodic effect in a patient in need thereof which comprises administering to said patient an effective amount of a compound of the formula ##STR13## wherein X and X' represent independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof.

24. A method for achieving an antihistaminic effect in a patient in need thereof which comprises administering to said patient an antihistaminically effective amount of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or a non-toxic pharmaceutically acceptable salt thereof.

25. A method according to claim 24 wherein a non-toxic pharmaceutically acceptable salt of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid is employed.

26. A method according to claim 25 wherein the dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinly]ethoxy]-acetic acid is employed.

27. A method according to claim 26 wherein the administration is by the oral route.

28. A method for the treatment of allergic symptoms in a patient in need thereof which comprises administering to said patient an antiallergically effective amount of ##STR14## wherein X and X' represent independently a hydrogen atom, a halogen atom, a straight or branched chain lower alkoxy radical or a trifluoromethyl radical,

m is 1 or 2, and

n is 1 or 2

or a non-toxic pharmaceutically acceptable salt thereof.

29. A method according to claim 28 wherein 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid or a non-toxic pharmaceutically acceptable salt thereof is employed.

30. A method according to claim 29 wherein a non-toxic pharmaceutically acceptable salt of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid is employed.

31. A method according to claim 30 wherein the dihydrochloride of 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl] ethoxy]-acetic acid is employed.
« Back to Dashboard

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

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.

`abc