IP Library Granted Patent US 10,420,781
Granted Patent B2
US 10,420,781 · App. 16/058,778 · Granted Sep 24, 2019

Thyroid hormone receptor agonist and use thereof

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Quick Facts
Patent No.
US 10,420,781
App. No.
16/058,778
Granted
Sep 24, 2019
Kind
B2
Abstract

A thyroid hormone receptor agonist and its use in the treatment of a disease associated thyroid hormone receptor beta are described. The compound can be effective in lowering cholesterol with minimum or no adverse effects on the heart or thyroid hormone axis.

Claims (19)

1. A method comprising:

(a) reacting a compound of (I-A)

with paraformaldehyde to form a compound of (I-B)

(b) reacting the compound of (I-B)

and R 2 Cl to form a compound of (I-C)

(c) reacting the compound of (I-C)

with a compound of (I-E)

to form a compound of (I-F)

(d) reacting the compound of (I-F)

with 2-benzylphenol to form a compound of (I-G)

(e) deprotecting the compound of formula (I-G)

to form a compound of (I-I)

wherein each R 1 is independently a protecting group for hydroxyl group and R 2 is a leaving group.

2. The method of claim 1 , comprising reacting the compound of (I-I)

with iodomethyl pivalate to form a compound of Formula I

3. The method of claim 1 , comprising converting chloromethyl pivalate to iodomethyl pivalate.

4. The method of claim 1 , comprising reacting 3,5-dimethylphenol with formaldehyde to form the compound of compound of (I-E)

5. The method of claim 1 , wherein R 1 is isopropyl.

6. The method of claim 1 , wherein R 2 is tosyl.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2025
From: BOYER, SERGE HENRI; ERION, MARK
To: METABASIS THERAPEUTICS INC.
Reel/Frame 072025/0971 →
SECURITY INTEREST Recorded Oct 18, 2023
From: CYDEX PHARMACEUTICALS, INC.; LIGAND PHARMACEUTICALS INCORPORATED; METABASIS THERAPEUTICS, INC.; PFENEX INC.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 065271/0025 →
EMPLOYEE AGREEMENT INCLUDING AN ASSIGNMENT AGREEMENT Recorded Sep 7, 2018
From: JIANG, HONGJIAN
To: METABASIS THERAPEUTICS INC.
Reel/Frame 047029/0345 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 7, 2018
From: ERION, MARK; BOYER, SERGE HENRI
To: METABASIS THERAPEUTICS, INC.
Reel/Frame 046813/0728 →