PHENETHYLAMINE COMPOUNDS SALTS, POLYMORPHIC FORMS AND METHODS OF USE THEREOF

Title:

PHENETHYLAMINE COMPOUNDS SALTS, POLYMORPHIC FORMS AND METHODS OF USE THEREOF

Document Type and Number:

WIPO Patent Application WO/2023/092044

Kind Code:

A3

Abstract:

Disclosed herein are salts and solid forms of MDMA, (R)-MDMA, (S)-MDMA, MDE, MDAI, MBDB, MEAI, and 5,6-Dimethoxy-2-aminoindane, including salts, solid forms of the compound and salts thereof, as well as polymorphs of solid forms. The solid forms disclosed herein may have improved properties, such as improved physical, chemical, and/or pharmacokinetic properties. Also disclosed are methods for making the salts and solid forms and methods for administering the same. The disclosed salt and solid forms of MDMA, (R)-MDMA, (S)-MDMA, MDE, MDAI, MBDB, MEAI, and 5,6-Dimethoxy-2-aminoindane may be useful for treating neurological disease and/or a psychiatric disorder in a subject.

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Inventors:

DUNCTON MATTHEW (US)
CLARK SAMUEL (US)

Application Number:

PCT/US2022/080090

Publication Date:

June 22, 2023

Filing Date:

November 17, 2022

Export Citation:

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Assignee:

TERRAN BIOSCIENCES INC (US)
DUNCTON MATTHEW (US)
CLARK SAMUEL (US)

International Classes:

C07D317/58

Domestic Patent References:

WO2022232949A1	2022-11-10
WO2023283386A2	2023-01-12

Foreign References:

AU2021106190A4

2021-10-28

Other References:

GRAF WILLIAM F ET AL: "Synchrotron far-infrared spectra for the characterisation of molecular crystals of forensic interest: Amphetamine, methamphetamine, MDA, MDMA and substituted methcathinones", VIBRATIONAL SPECTROSCOPY, ELSEVIER SCIENCE, AMSTERDAM, NL, vol. 110, 12 July 2020 (2020-07-12), XP086283453, ISSN: 0924-2031, [retrieved on 20200712], DOI: 10.1016/J.VIBSPEC.2020.103115
NICHOLS DAVID E. ET AL: "Structure-Activity Relationships of MDMA and Related Compounds: A New Class of Psychoactive Drugs?", ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, vol. 600, no. 1 The Neurophar, 1 October 1990 (1990-10-01), US, pages 613 - 623, XP093018172, ISSN: 0077-8923, DOI: 10.1111/j.1749-6632.1990.tb16914.x
NICHOLS DAVID E.: "Differences Between the Mechanism of Action of MDMA, MBDB, and the Classic Hallucinogens. Identification of a New Therapeutic Class: Entactogens", JOURNAL OF PSYCHOACTIVE DRUGS., vol. 18, no. 4, 1 October 1986 (1986-10-01), US, pages 305 - 313, XP093018168, ISSN: 0279-1072, Retrieved from the Internet DOI: 10.1080/02791072.1986.10472362
PINTEROVA NIKOLA ET AL: "Synthetic Aminoindanes: A Summary of Existing Knowledge", FRONTIERS IN PSYCHIATRY, vol. 8, 1 November 2017 (2017-11-01), pages 23600236, XP055943536, Retrieved from the Internet DOI: 10.3389/fpsyt.2017.00236
LLABRÉS SALOMÉ ET AL: "Molecular basis of the selective binding of MDMA enantiomers to the alpha4beta2 nicotinic receptor subtype: Synthesis, pharmacological evaluation and mechanistic studies", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, ELSEVIER, AMSTERDAM, NL, vol. 81, 2 May 2014 (2014-05-02), pages 35 - 46, XP028851806, ISSN: 0223-5234, DOI: 10.1016/J.EJMECH.2014.04.044

Attorney, Agent or Firm:

OWENS, Eric A. et al. (US)

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