IP Library Granted Patent US 8,324,203
Granted Patent B2
US 8,324,203 · App. 12/691,684 · Granted Dec 4, 2012

Azadecalin glucocorticoid receptor modulators

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Quick Facts
Patent No.
US 8,324,203
App. No.
12/691,684
Granted
Dec 4, 2012
Kind
B2
Abstract

The present invention provides a novel class of azadecalin compounds and methods of using the compounds as glucocorticoid receptor modulators.

Claims (33)

1. A method of modulating a glucocorticoid receptor including the steps of

contacting a glucocorticoid receptor with a compound having the formula:

wherein:

L 4 is selected from a bond, substituted or unsubstituted alkylene, and substituted or unsubstituted heteroalkylene;

L 3 is unsubstituted methylene;

the dashed line b is optionally a bond;

R 3 has the formula:

wherein

q is an integer selected from 1 to 5;

R 3D is a member independently selected from hydrogen, halogen, —OH, —COOH, —CF 3 , —NH 2 , —SH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, —NR 3D1 R 3D2 , —OR 3D3 , —C(O)NR 3D4 R 3D5 , and —C(O)R 3D6 , wherein

R 3D1 , R 3D2 , R 3D3 , R 3D4 , R 3D5 , and R 3D6 are members independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl, wherein

R 3D1 and R 3D2 are optionally joined to form a substituted or unsubstituted ring with the nitrogen to which they are attached, and

R 3D4 and R 3D5 are optionally joined to form a substituted or unsubstituted ring with the nitrogen to which they are attached;

R 4 has the formula:

wherein

R 4G is a member independently selected from hydrogen, halogen, —OH, —COOH, —CF 3 , —NH 2 , —SH, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;

A is a substituted or unsubstituted ring selected from substituted or unsubstituted (C 3 -C 7 ) cycloalkyl, substituted or unsubstituted 3-7 membered heterocycloalkyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;

X is a member selected from a bond, —S(O) v —, and —S(O) v NR 4I —, wherein

R 4I is a member selected from hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted heteroalkyl, and

v is 0, 1, or 2;

w is an integer from 1 to 5;

and detecting a change in the activity of the glucocorticoid receptor.

2. The method of claim 1 , wherein the compound has the formula:

3. The method of claim 1 , wherein the compound has the formula:

4. The method of claim 1 , wherein the compound has the formula:

wherein

R 4G is a member selected from substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;

and

X is a member selected from a bond, —S(O) 2 —, and —S(O) 2 NR 4I —, wherein

R 4I is a member selected from hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted heteroalkyl.

5. The method of claim 1 , wherein the compound has the formula:

wherein

R 4A is selected from the group consisting of cycloalkyl, heterocycloalkyl, aryl, and heteroaryl.

Assignments (2)
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL/FRAME NO. 028801/0190 Recorded Aug 29, 2017
From: BIOPHARMA SECURED INVESTMENTS II SUB, S.A.R.L.
To: CORCEPT THERAPEUTICS INCORPORATED
Reel/Frame 043708/0044 →
SECURITY AGREEMENT Recorded Aug 17, 2012
From: CORCEPT THERAPEUTICS INCORPORATED
To: BIOPHARMA SECURED DEBT FUND II SUB, S.AR.L
Reel/Frame 028801/0190 →