WO2023108172A3 - Analogs of 4-substituted-2,5-dimethoxyamphetamine - Google Patents

Analogs of 4-substituted-2,5-dimethoxyamphetamine Download PDF

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Publication number
WO2023108172A3
WO2023108172A3 PCT/US2022/081364 US2022081364W WO2023108172A3 WO 2023108172 A3 WO2023108172 A3 WO 2023108172A3 US 2022081364 W US2022081364 W US 2022081364W WO 2023108172 A3 WO2023108172 A3 WO 2023108172A3
Authority
WO
WIPO (PCT)
Prior art keywords
methyl
deuterium
dimethoxyamphetamine
analogs
substituted
Prior art date
Application number
PCT/US2022/081364
Other languages
French (fr)
Other versions
WO2023108172A2 (en
Inventor
Matthew Duncton
Samuel CLARK
Original Assignee
Terran Biosciences, Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Terran Biosciences, Inc. filed Critical Terran Biosciences, Inc.
Publication of WO2023108172A2 publication Critical patent/WO2023108172A2/en
Publication of WO2023108172A3 publication Critical patent/WO2023108172A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring

Abstract

Disclosed herein are compounds of the formula wherein R1 is methyl; R2 is selected from hydrogen, deuterium, and methyl, or R1 and R2 together with the atom to which they are attached form a cyclopropyl; R3 and R4 independently are selected from hydrogen, deuterium, and methyl; R5 is halo or methyl; at least one of R1, R2, R3, R4, and R5, comprise deuterium or tritium; and Y1, Y2, Y3, Y4, Y5, and Y6 is hydrogen or deuterium. as well as methods for their use in treating neurologic and brain disorders.
PCT/US2022/081364 2021-12-11 2022-12-12 Analogs of 4-substituted-2,5-dimethoxyamphetamine WO2023108172A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US202163288585P 2021-12-11 2021-12-11
US202163288584P 2021-12-11 2021-12-11
US63/288,584 2021-12-11
US63/288,585 2021-12-11

Publications (2)

Publication Number Publication Date
WO2023108172A2 WO2023108172A2 (en) 2023-06-15
WO2023108172A3 true WO2023108172A3 (en) 2023-08-03

Family

ID=86731352

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2022/081364 WO2023108172A2 (en) 2021-12-11 2022-12-12 Analogs of 4-substituted-2,5-dimethoxyamphetamine

Country Status (1)

Country Link
WO (1) WO2023108172A2 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006103979A1 (en) * 2005-03-15 2006-10-05 Showa Denko K.K. (meth)acryloyl group-containing aromatic isocyanate compound and production process thereof
WO2018039642A1 (en) * 2016-08-26 2018-03-01 Exciva Ug (Haftungsbeschränkt) Compositions and methods thereof
US20180243241A1 (en) * 2017-02-24 2018-08-30 Chemapotheca, Llc Amphetamine controlled release, prodrug, and abuse-deterrent dosage forms
US20190142851A1 (en) * 2017-11-16 2019-05-16 CaaMTech, LLC Compositions comprising a psilocybin derivative and a cannabinoid

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006103979A1 (en) * 2005-03-15 2006-10-05 Showa Denko K.K. (meth)acryloyl group-containing aromatic isocyanate compound and production process thereof
WO2018039642A1 (en) * 2016-08-26 2018-03-01 Exciva Ug (Haftungsbeschränkt) Compositions and methods thereof
US20180243241A1 (en) * 2017-02-24 2018-08-30 Chemapotheca, Llc Amphetamine controlled release, prodrug, and abuse-deterrent dosage forms
US20190142851A1 (en) * 2017-11-16 2019-05-16 CaaMTech, LLC Compositions comprising a psilocybin derivative and a cannabinoid

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE PUBCHEM COMPOUND ANONYMOUS : "2-(2-Aminopropyl)-5fluorobenzene-1,4-diol", XP093083694, retrieved from PUBCHEM *
TIMMINS, G., S.: "Deuterated Drugs: where are we now?", EXPERT OPINION ON THERAPEUTIC PATENTS, vol. 24, no. 10, 29 July 2014 (2014-07-29), pages 1 - 9, XP055132523, DOI: 10.1517/13543776.2014.943184 *

Also Published As

Publication number Publication date
WO2023108172A2 (en) 2023-06-15

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