# US 8,569,342 B2 · Diastereomers of 4-aryloxy-3-hydroxypiperidines

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 8,569,342 B2
- Document ID: US8569342B2
- Status: Granted
- Kind: B2
- Application number: 11/998,637
- Filed: 2007-11-29
- Published: 2008-11-20
- Granted: 2013-10-29
- Earliest claimed: 2003-09-10
- Assignees: Brentwood Equities, Ltd.
- Applicants: Balvinder Singh Rattan
- Inventors: Balvinder Singh Rattan
- Web page: https://patentgrep.com/patent/US8569342B2

## CPC

- C07D 211/46: having a hydrogen atom as the second substituent in position 4
- A61P 25/00: Drugs for disorders of the nervous system
- A61P 25/24: Antidepressants
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The present invention relates to essentially pure diastereomers of 4-aryloxy-3-hydroxypiperidines, including purified diastereomers of ifoxetine, methods of purifying said diastereomers, pharmaceutical compositions comprising said diastereomers and methods of treatment utilizing said pharmaceutical compositions.

## Claims

### Claim 1

A method for inhibiting binding to 5-HT1A, 5-HT2B and 5-HT2C receptors comprising a pharmaceutical composition comprising: a compound, wherein the compound is an essentially pure diastereomer of a 4-aryloxy-3-hydroxypiperidine (1) or an addition salt thereof,
wherein the diastereomer is in the (3R,4S) configuration, Ar is selected from a group consisting of 2,3-dimethylphenyl and 3,4-dimethylphenyl, R is selected from a group consisting of hydrogen and methyl, and the diastereomer is greater than about 90% purified from other isomers of formula 1.

### Claim 2 (depends on 1)

The method of claim 1, wherein the diastereomer is (3R,4S)-4-(2,3-dimethylphenyl)-3-hydroxypiperidine, and the diastereomer is greater than about 90% purified from other isomers of 4-(2,3-dimethylphenyl)-3-hydroxypiperidine.

### Claim 3 (depends on 1)

The method of claim 1, wherein the diastereomer is greater than about 95% purified from other isomers of formula 1.

### Claim 4 (depends on 1)

The method of claim 1, wherein the diastereomer is greater than about 98% purified from other isomers of formula 1.

### Claim 5 (depends on 1)

The method of claim 1, wherein the diastereomer is greater than about 95% purified from other isomers of 4-(2,3-dimethylphenyl)-3-hydroxypiperidine.

### Claim 6 (depends on 2)

The method of claim 2, wherein the diastereomer is greater than about 98% purified from other isomers of 4-(2,3-dimethylphenyl)-3-hydroxypiperidine.