Claims
- 1. A methanesulfonate salt of 4-(4-{2-[3-(2-aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile of the formula: ##STR5## and its pharmaceutically acceptable hydrates or solvates.
- 2. A pharmaceutical composition comprising a compound of the formula (I) as claimed in claim 1 in combination with a pharmaceutically acceptable vehicle.
- 3. A pharmaceutical composition as claimed in claim 2, in the form of an aqueous solution.
- 4. A pharmaceutical composition as claimed in claim 3, further comprising the salt of formula (I) at a concentration of between 1 and 4 mg/ml in the aqueous solution.
- 5. A pharmaceutical composition as claimed in claim 2, in the form of a tablet, pill, powder, capsule, cachet, or granule.
- 6. A pharmaceutical composition as claimed in claim 2, in the form of a solution, suspension, emulsion, syrup, or elixer.
- 7. A pharmaceutical composition as claimed in claim 6, wherein the solution is a non-aqueous solution.
- 8. A suppository or rectal capsule comprising the pharmaceutical composition as claimed in claim 2.
- 9. A pharmaceutical composition as claimed in claim 2, in the form of a cream, lotion, eyedrops, mouthwash, nosedrops, or aerosol.
- 10. A process for the preparation of the salt of formula (I) as claimed in claim 1, which comprises treating a derivative of the formula: ##STR6## with methanesulfonic acid in a solvent.
- 11. A process as claimed in claim 10, wherein the derivative of formula (II) is treated with methanesulfonic acid at a temperature between 0.degree. C. and 80.degree. C.
- 12. A process as claimed in claim 10, wherein the solvent is water, chloroform, dichloromethane, dichloroethane, tetrahydrofuran ("THF"), ethyl ether, dioxane, N,N-dimethylformamide ("DMF"), or nitromethane.
- 13. A process as claimed in claim 10, wherein the solvent is a mixture of water and THF, dioxane, acetone, or DMF.
- 14. A process as claimed in claim 10, wherein a N-t-butoxy-carbonyl derivative of formula (II) is treated with 1 to 3 equivalents of methanesulfonic acid in chloroform at a temperature between 15.degree. C. and 30.degree. C.
- 15. A method of treating a subject afflicted with pain, which comprises administering to the subject a pain reducing amount of the methanesulfonate salt as claimed in claim 1.
- 16. A method of treating a subject afflicted with pain, which comprises administering the methanesulfonate salt as claimed in claim 1 in an amount sufficient to treat a subject, preventatively or curatively, for migraines, facial vascular pain, or chronic headaches.
- 17. A method as claimed in claim 15 or 16, which comprises administering to the subject 0.0001 g to 1 g per day of the methanesulfonate salt.
- 18. A method as claimed in claim 15 or 16, which comprises administering one or more unit doses ranging from 0.05 mg to 500 mg of the methanesulfonate salt.
Priority Claims (1)
Number |
Date |
Country |
Kind |
96 07491 |
Jun 1996 |
FRX |
|
Parent Case Info
This application is a 371 of PCT/FR97/01053, filed on Jun. 12, 1997.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
102e Date |
371c Date |
PCT/FR97/01053 |
6/12/1997 |
|
|
12/16/1998 |
12/16/1998 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO97/48680 |
12/24/1997 |
|
|
Foreign Referenced Citations (4)
Number |
Date |
Country |
0 490 689 A1 |
Jun 1992 |
EPX |
2 162 522 |
Feb 1986 |
GBX |
2 185 020 |
Jul 1987 |
GBX |
WO 9514004 |
May 1995 |
WOX |