Patent · US Active

Crystal forms and methods of synthesis of (2R, 6R)-hydroxynorketamine and (2S, 6S)-hydroxynorketamine

US11613514B2 · kind B2 · utility

1Cited by

2References

15Claims

0Family size

Assignee

The United States of America, as represented by the Secretary, Department of Health and Human Services · US

Inventors

Craig J. Thomas · Gaithersburg, US
Carlos A. Zarate · Rockville, US
Ruin Moaddel · Bel Air, US
Todd Gould · Elkridge, US
Panos Zanos · Baltimore, US
Patrick Morris · Laurel, US

Key dates

Filing date	Jan 22, 2021
Grant date	Mar 28, 2023
Priority date	—
Expiry date	Jan 22, 2041

Classification

Technology area (CPC C)Chemistry; Metallurgy
CPC primaryC07C2601/16
WIPO fieldOrganic fine chemistry
WIPO sectorChemistry

Abstract

The disclosure provides a method for synthesizing free base forms of (2R,6R)-hydroxynorketamine (HNK) and (2S,6S)-hydroxynorketamine. In an embodiment synthesis of (2R,6R)-hydroxynorketamine (HNK) includes preparation of (R)-norketamine via chiral resolution from racemic norketamine via a chiral resolution with L-pyroglutamic acid. The disclosure also provided crystal forms of the corresponding (2R,6R)-hydroxynorketamine (HNK) and (2S,6S)-hydroxynorketamine hydrochloride salts.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.