The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Mar. 28, 2023

Filed:

Jan. 22, 2021
Applicants:

The United States of America, As Represented BY the Secretary, Department of Health and Human Services, Bethesda, MD (US);

University of Maryland, Baltimore, Baltimore, MD (US);

Inventors:

Craig Thomas, Gaithersburg, MD (US);

Carlos Zarate, Germantown, MD (US);

Ruin Moaddel, Bel Air, MD (US);

Todd Gould, Elkridge, MD (US);

Panos Zanos, Baltimore, MD (US);

Patrick Morris, Columbia, MD (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C 225/20 (2006.01); C07C 221/00 (2006.01); C07C 269/06 (2006.01);
U.S. Cl.
CPC ...
C07C 225/20 (2013.01); C07C 221/00 (2013.01); C07C 269/06 (2013.01); C07B 2200/13 (2013.01); C07C 2601/14 (2017.05); C07C 2601/16 (2017.05);
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.


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