Allosteric modulators of 5-hydroxytryptamine 2C receptor (5-HT2CR)

Patent metadata

Field	Value
Publication number	US-9533973-B2
Application number	US-201214363141-A
Country	US
Kind code	B2
Filing date	Dec 7, 2012
Priority date	Dec 8, 2011
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

The disclosure is directed to compounds identified as allosteric modulators of 5-HT 2CR, as well as pharmaceutical compositions and methods using the same. Certain embodiments also include methods of identifying and methods of synthesizing the compounds. Optimization and development of allosteric 5-HT 2CR modulators that bind sites other than the primary ligand binding site generate novel, highly selective, and potent ligands of 5-HT2CR. Such molecules can be used as small molecule probes for the nervous system and as effective therapeutics for a variety of diseases.

First claim

The invention claimed is:

1. A compound having the general formula of Formula I

wherein, Y is —NH;
Z is a linear or branched C 1 , C 2 , C 3 , or C 4 , alkyl;
R 1 is hydroxy, or hydroxy substituted C 1-4 alkyl;
R 2 is hydrogen, hydroxy, or hydroxy substituted C 1-4 alkyl;
X is a linear, saturated C 10-15 alkyl; and
R 3 is hydrogen, methyl, or ethyl.

2. The compound of claim 1 , wherein R 1 is a hydroxy substituted C 1 alkyl.

3. The compound of claim 1 , wherein R 2 is hydroxy.

4. The compound of claim 1 , wherein the compound is

(2,4-cis-4-undecyl-piperidine-2-carboxylic acid (2,3-dihydroxypropyl)amide); or

(2,4-cis-4-undecyl-piperidine-2-carboxylic acid (2-hydroxy-1-hydroxymethyl-ethyl)amide).

Assignees

• Univ Texas

Inventors

• Zhou Jia
• Ding Chunyong
• Cunningham Kathryn A

Classifications

• C07D211/32

  by oxygen atoms · CPC title

• C07H15/16

  Lincomycin; Derivatives thereof · CPC title

• C07D211/60

  Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title

• C07D405/12 Primary

  linked by a chain containing hetero atoms as chain links · CPC title

• C07D309/10

  Oxygen atoms · CPC title