Stereoisomers propofol therapeutic compounds
View Patent ↗A (+)-stereoisomer of formula (I): wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof, useful as an anesthetic.
1. A (+)-stereoisomer of formula (I):
wherein X is H or F; or a salt or prodrug thereof.
2. A compound of claim 1 , wherein X is H.
3. A compound of claim 1 , which is a (+)-stereoisomer of formula (I) or a pharmaceutically acceptable salt or prodrug thereof.
4. A compound of claim 3 , wherein X is H.
5. A compound of claim 3 , which is a (+)-stereoisomer of formula (I) or a pharmaceutically acceptable salt thereof.
6. A compound of claim 5 , wherein X is H.
7. A pharmaceutical composition comprising a compound of formula (I):
wherein the compound is a (+)-stereoisomer of formula (I) and wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof and a pharmaceutically acceptable carrier.
8. The pharmaceutical composition of claim 7 , wherein X is H.
9. The pharmaceutical composition of claim 7 , which is formulated for intravenous administration.
10. The pharmaceutical composition of claim 9 , wherein X is H.
11. The pharmaceutical composition of claim 9 , which is formulated as a lipid emulsion.
12. The pharmaceutical composition of claim 11 , wherein X is H.
13. A pharmaceutical composition of claim 7 , wherein the compound is a (+)-stereoisomer of formula (I) or a pharmaceutically acceptable salt thereof.
14. The pharmaceutical composition of claim 13 , wherein X is H.
15. The pharmaceutical composition of claim 13 , which is formulated for intravenous administration.
16. The pharmaceutical composition of claim 15 , wherein X is H.
17. The pharmaceutical composition of claim 15 , which is formulated as a lipid emulsion.
18. The pharmaceutical composition of claim 17 , wherein X is H.
19. A method for inducing or maintaining general anesthesia in an animal comprising administering to the animal an effective amount of a (+)-stereoisomer of formula (I):
wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof.
20. A method of claim 19 , wherein X is H.
21. A method of claim 19 , wherein the compound is a (+)-stereoisomer of formula (I) or a pharmaceutically acceptable salt thereof.
22. The method of claim 21 , wherein X is H.
23. A method for promoting sedation in an animal comprising administering to the animal an effective amount of a (+)-stereoisomer of formula (I):
wherein X is H or F; or a pharmaceutically acceptable salt or prodrug thereof.
24. A method of claim 23 , wherein X is H.
25. A method of claim 23 , wherein the compound is a (+)-stereoisomer of formula (I) or a pharmaceutically acceptable salt thereof.
26. The method of claim 25 , wherein X is H.
27. A process for preparing a (+)-stereoisomer of formula (I):
wherein X is H or F; or a salt or prodrug thereof, which comprises separating a diastereomeric mixture of 2,6,-di-sec-butylphenol by chiral phase chromatography to obtain the (+) -stereoisomer of formula (I), followed if required by forming the salt or prodrug thereof.
28. The process of claim 27 , wherein the salt is a pharmaceutically acceptable salt.
29. The process of claim 27 , wherein X is H.
30. The process of claim 27 , wherein the process comprises isolating the free phenol or forming the pharmaceutically acceptable salt thereof.
31. The process of claim 30 , wherein X is H.