Methods of inducing anesthesia

Patent metadata

Field	Value
Publication number	US-9757353-B2
Application number	US-201615186335-A
Country	US
Kind code	B2
Filing date	Jun 17, 2016
Priority date	Jul 10, 2012
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

Methods of inducing anesthesia in a subject by administering an effective amount of a compound or a mixture of compounds according to Formula I are provided. Compounds of Formula I are a class of halogenated alcohol derivatives with a vapor pressure of at least 0.1 atmospheres (76 mmHg) at 25° C. Compounds of Formula I can be administered by any route sufficient to achieve a desired anesthetic endpoint.

First claim

What is claimed is:

1. A method of inducing anesthesia in a subject, comprising administering to the subject via the respiratory system an effective amount of a compound or a mixture of compounds of Formula I:

wherein:
n is 0-4,
R 1 is H;
R 2 , R 3 , R 4 , R 5 and R 6 independently are selected from H, X, CX 3 , CHX 2 , CH 2 X and C 2 X 5 ; and
wherein X is a fluorine, the compound having a vapor pressure of at least 0.1 atmospheres (76 mmHg) at 25° C., and the number of hydrogen atoms in Formula I do not exceed the number of carbon atoms, thereby inducing anesthesia in the subject.

2. The method of claim 1 , wherein the compound is selected from the group consisting of:
a) 1-Butanol, 4,4,4-trifluoro-3,3-bis(trifluoromethyl)- (CAS#14115-49-2);
b) 1-Butanol, 1,1,2,2,3,3,4,4,4-nonafluoro- (CAS#3056-01-7);
c) 1-Butanol, 2,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)- (CAS#782390-93-6);
d) 1-Butanol, 3,4,4,4-tetrafluoro-3-(trifluoromethyl)- (CAS#90999-87-4);
e) 1-Pentanol, 1,1,4,4,5,5,5-heptafluoro- (CAS#313503-66-1); and
f) 1-Pentanol, 1,1,2,2,3,3,4,4,5,5,5-undecafluoro- (CAS#57911-98-5).

3. The method of claim 2 , wherein the compound is 1-Butanol, 4,4,4-trifluoro-3,3-bis(trifluoromethyl)- (CAS#14115-49-2).

4. The method of claim 2 , wherein the compound is 1-Butanol, 1,1,2,2,3,3,4,4,4-nonafluoro- (CAS#3056-01-7).

5. The method of claim 2 , wherein the compound is 1-Butanol, 2,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)- (CAS#782390-93-6).

6. The method of claim 2 , wherein the compound is 1-Butanol, 3,4,4,4-tetrafluoro-3-(trifluoromethyl)- (CAS#90999-87-4).

7. The method of claim 2 , wherein the compound is 1-Pentanol, 1,1,4,4,5,5,5-heptafluoro- (CAS#313503-66-1).

8. The method of claim 2 , wherein the compound is 1-Pentanol, 1,1,2,2,3,3,4,4,5,5,5-undecafluoro- (CAS#57911-98-5).

9. The method of claim 2 , wherein the compound is administered at a dose sufficient to achieve a desired anesthetic endpoint, the desired anesthetic endpoint selected from the group consisting of general anesthesia, sedation, tranquilization, immobility, amnesia, analgesia, unconsciousness and autonomic quiescence.

10. The method of claim 2 , wherein the subject is a mammal.

11. A method of inducing anesthesia in a subject, comprising administering to the subject an effective amount of a compound or a mixture of compounds of Formula I:

wherein:
n is 0-4,
R 1 is H;
R 2 , R 3 , R 4 , R 5 and R 6 independently are selected from H, X, CX 3 , CHX 2 , CH 2 X and C 2 X 5 ; and
wherein X is a fluorine, the compound having a vapor pressure of at least 0.1 atmospheres (76 mmHg) at 25° C., and the number of hydrogen atoms in Formula I do not exceed the number of carbon atoms, thereby inducing anesthesia in the subject.

12. The method of claim 11 , wherein the compound is selected from the group consisting of:
a) 1-Butanol, 4,4,4-trifluoro-3,3-bis(trifluoromethyl)- (CAS#14115-49-2);
b) 1-Butanol, 1,1,2,2,3,3,4,4,4-nonafluoro- (CAS#3056-01-7);
c) 1-Butanol, 2,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)- (CAS#782390-93-6);
d) 1-Butanol, 3,4,4,4-tetrafluoro-3-(trifluoromethyl)- (CAS#90999-87-4);
e) 1-Pentanol, 1,1,4,4,5,5,5-heptafluoro- (CAS#313503-66-1); and
f) 1-Pentanol, 1,1,2,2,3,3,4,4,5,5,5-undecafluoro- (CAS#57911-98-5).

13. The method of claim 12 , wherein the administering comprises administering by any route sufficient to achieve a desired anesthetic effect.

14. The method of claim 13 , wherein the compound is 1-Butanol, 4,4,4-trifluoro-3,3-bis(trifluoromethyl)- (CAS#14115-49-2).

15. The method of claim 13 , wherein the compound is 1-Butanol, 1,1,2,2,3,3,4,4,4-nonafluoro- (CAS#3056-01-7).

16. The method of claim 13 , wherein the compound is 1-Butanol, 2,2,3,4,4,4-hexafluoro-3-(trifluoromethyl)- (CAS#782390-93-6).

17. The method of claim 13 , wherein the compound is 1-Butanol, 3,4,4,4-tetrafluoro-3-(trifluoromethyl)- (CAS#90999-87-4).

18. The method of claim 13 , wherein the compound is 1-Pentanol, 1,1,4,4,5,5,5-heptafluoro- (CAS#313503-66-1).

19. The method of claim 13 , wherein the compound is 1-Pentanol, 1,1,2,2,3,3,4,4,5,5,5-undecafluoro- (CAS#57911-98-5).

20. The method of claim 13 , wherein the compound is administered at a dose sufficient to achieve a desired anesthetic endpoint, the desired anesthetic endpoint selected from the group consisting of general anesthesia, sedation, tranquilization, immobility, amnesia, analgesia, unconsciousness and autonomic quiescence.

21. The method of claim 12 , wherein the subject is a mammal.

22. The method of claim 1 , wherein the mammal is a human.

23. The method of claim 21 , wherein the mammal is a human.

Assignees

• Univ California

Inventors

• Brosnan Robert J

Classifications

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title

• A61P25/20

  Hypnotics; Sedatives · CPC title

• A61P11/00

  Drugs for disorders of the respiratory system · CPC title

• A61P23/00

  Anaesthetics · CPC title

• A61D7/04

  Devices for anaesthetising animals by gases or vapours; Inhaling devices · CPC title