IP Library Granted Patent US 9,464,103
Granted Patent B2
US 9,464,103 · App. 14/647,769 · Granted Oct 11, 2016

Spirocyclic sulfones as gamma secretase inhibitors

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Quick Facts
Patent No.
US 9,464,103
App. No.
14/647,769
Granted
Oct 11, 2016
Kind
B2
Abstract

Disclosed herein are compounds of Formula (I), wherein each of the substituents is given the definition as set forth in the specification and claims. Also disclosed are pharmaceutical compositions containing the compound of Formula (I) and use of the compound in the treatment of neurodegenerative diseases or conditions such as Alzheimer's disease.

Claims (22)

1. A compound of the Formula (I):

wherein:

A is a 4 to 7 membered spirocyclic ring comprising at least one heteroatom selected from the group consisting of N, O, S, S(O) 2 , P(O)R 1 , and N—S(O) 2 —R 1 , wherein the spirocyclic ring is optionally substituted with 1 to 3 substituents selected from the group consisting of C1-3alkyl and ═O, with the proviso that A is not 1,3-dioxolane;

R 1 is C1-6alkyl optionally substituted with halo;

Each L 1 is independently selected from the group consisting of 1) C1-3alkyl optionally substituted with halo, and 2) halo;

Each L 2 is independently selected from the group consisting of 1) C1-3alkyl optionally substituted with halo, and 2) halo; and

n is selected from 0 to 3 at each occurrence of n.

2. The compound according to claim 1 , wherein L 1 and L 2 are halo.

3. The compound according to claim 1 , wherein L 1 is fluoro and L 2 is chloro.

4. The compound according to claim 1 , wherein the compound is of Formula (Ia)

5. The compound according to claim 1 , wherein the compound is of Formula (II)

6. The compound according to claim 5 , wherein A is a 4 to 7 membered spirocyclic ring comprising at least one O heteroatom.

7. The compound according to claim 5 , wherein A is a 4 to 7 membered spirocyclic ring comprising one N heteroatom.

8. The compound according to claim 5 , wherein A is a 4-7 membered spirocyclic ring comprising one S heteroatom.

9. The compound according to claim 5 , wherein A is a 4-7 membered spirocyclic ring comprising one S(O) 2 heteroatom.

10. The compound according to claim 5 , wherein A is a 6-7 membered spirocyclic ring comprising two 0 heteroatoms and the heteroatom P(O)R 1 .

11. The compound according to claim 10 , wherein R 1 is methyl.

12. The compound according to claim 5 , wherein L 1 and L 2 are halo.

13. The compound according to claim 12 , wherein L 1 is fluoro and L 2 is chloro.

14. A compound which is selected from the group consisting of:

15. A pharmaceutical composition comprising a compound according to claim 1 and a pharmaceutically acceptable carrier.

16. A pharmaceutical composition comprising the compound according to claim 14 and a pharmaceutically acceptable carrier.

Assignments (2)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2016
From: PISSAMITSKI, DMITRI; ZHAO, ZHIQIANG
To: MERCK SHARP & DOHME CORP.
Reel/Frame 037583/0966 →