(R)-2-[(2H-1,3-Benzodioxol-5-yl)methyl]pyrrolidine and its preparation process, composition and use

JP2025524763A5Pending Publication Date: 2026-07-24PHARMARA BIOTECH INC
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
PHARMARA BIOTECH INC
Filing Date
2023-07-28
Publication Date
2026-07-24

AI Technical Summary

Technical Problem

Existing racemic forms of MDMA and its analogues, such as MBDB, pose risks of harmful side effects like hyperthermia and neurotoxicity, while qualitative differences in enantiomers suggest potential for improved therapeutic indices.

Method used

Development of enantiomerically pure (R)-2-[(2H-1,3-benzodioxol-5-yl)methyl]pyrrolidine and compositions with a non-racemic mixture favoring the R-enantiomer to minimize adverse effects and enhance therapeutic efficacy.

Benefits of technology

The (R)-enantiomer demonstrates reduced cardiotoxicity, neurotoxicity, and hyperthermia, maintaining therapeutic effects while offering prosocial responses at lower doses, thus providing a safer and more effective treatment for conditions like autism spectrum disorder and depression.

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Abstract

This application encompasses an enantiomerically pure compound of formula (R)-I or a salt and / or solvate thereof. Also included are compositions of an enantiomerically pure compound of formula (R)-I, and methods of using a compound of formula (R)-I or a composition thereof for treating, for example, diseases, disorders or medical conditions for which psychotherapy is beneficial. The application also encompasses a composition comprising a non-racemic mixture of a compound of formula (R)-I or a salt and / or solvate thereof, and a compound of (S)-I or a salt and / or solvate thereof, wherein the (R)-I or a salt and / or solvate thereof is present in the composition in a greater amount, expressed in enantiomeric equivalents, compared to the (S)-I or a salt and / or solvate thereof, and the use thereof. Further included is a process for preparing a compound of formula (R)-I or (S)-I. JPEG2025524763000070.jpg5277 JPEG2025524763000071.jpg72155
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