IP Library Patent Application 18689889
Patent Application
App. No. 18/689,889

N,N-DIMETHYLTRYPTAMINE (DMT) CRYSTALLINE PRODUCTS AND METHODS OF MAKING THE SAME

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Patent No.
US None
App. No.
18/689,889
Abstract

An effective and efficient process for obtaining a crystalline products comprised of salts of N,N-Dimethyltryptamine (DMT) freebase is provided. The crystalline products may, for example, be DMT fumarate, DMT tartrate, DMT succinate, or DMT maleate.

Claims (96)

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19 . Crystalline N,N-dimethyltryptamine (DMT) fumarate, wherein the DMT fumarate is characterized by at least one of:

(A) unit cell dimensions of

a=7.7447(3) Å,

b=9.3258(4) Å,

c=12.4691(4) Å,

α=102.798(2)°,

β=104.869(2)°, and

γ=103.270(2)°,

at a temperature of about 298° K;

(B) a triclinic crystal system and a P-1 space group at a temperature of about 298° K; and

(C) an x-ray powder diffraction pattern with peaks at 20.5 and 25.0° 2θ±0.2° 2θ.

20 . The crystalline N,N-dimethyltryptamine (DMT) fumarate of claim 19 , wherein the DMT fumarate is characterized by at least two of:

(A) unit cell dimensions of

a=7.7447(3) Å,

b=9.3258(4) Å,

c=12.4691(4) Å,

α=102.798(2)°,

β=104.869(2)°, and

γ=103.270(2)°,

at a temperature of about 298° K;

(B) a triclinic crystal system and a P-1 space group at a temperature of about 298° K; and

(C) an x-ray powder diffraction pattern with peaks at 20.5 and 25.0° 2θ±0.2° 2θ.

21 . The crystalline N,N-dimethyltryptamine (DMT) fumarate of claim 20 , wherein the DMT fumarate is characterized by all three of:

(A) unit cell dimensions of

a=7.7447(3) Å,

b=9.3258(4) Å,

c=12.4691(4) Å,

α=102.798(2)°,

β=104.869(2)°, and

γ=103.270(2)°,

at a temperature of about 298° K;

(B) a triclinic crystal system and a P-1 space group at a temperature of about 298° K; and

(C) an x-ray powder diffraction pattern with peaks at 20.5 and 25.0° 2θ±0.2° 2θ.

22 . Crystalline N,N-dimethyltryptamine (DMT) tartrate, wherein the DMT tartrate forms a unit cell in which there is a ratio of DMT:tartrate of about 1:3 to 1:1.5.

23 . The DMT tartrate of claim 22 , wherein the ratio of DMT:tartrate is about 1:2.

24 . Crystalline N,N-dimethyltryptamine (DMT) tartrate, wherein the DMT tartrate is characterized by one or both of one of:

(A) unit cell dimensions of

a=7.57270(10) Å,

b=9.52180(10) Å,

c=23.7834(4) Å,

α=90°,

β=90.6530(10)°, and

γ=90°,

at a temperature of about 297° K; and

(B) a monoclinic crystal system and a P2 1 /n space group at a temperature of about 298° K.

25 . The crystalline N,N-dimethyltryptamine (DMT) tartrate of claim 24 , wherein the DMT tartrate is characterized by both of:

(A) unit cell dimensions of

a=7.57270(10) Å,

b=9.52180(10) Å,

c=23.7834(4) Å,

α=90°,

β=90.6530 (10)°, and

γ=90°,

at a temperature of about 297° K; and

(B) a monoclinic crystal system and a P2 1 /n space group at a temperature of about 298° K.

26 . The crystalline N,N-dimethyltryptamine (DMT) fumarate of claim 20 , wherein the DMT fumarate is characterized by both of:

(A) unit cell dimensions of

a=7.7447(3) Å,

b=9.3258(4) Å,

c=12.4691(4) Å,

α=102.798(2)°,

β=104.869(2)°, and

γ=103.270(2)°,

at a temperature of about 298° K; and

(B) a triclinic crystal system and a P-1 space group at a temperature of about 298° K.

27 . The crystalline N,N-dimethyltryptamine (DMT) fumarate of claim 20 , wherein the DMT fumarate is characterized by both of:

(A) unit cell dimensions of

a=7.7447(3) Å,

b=9.3258(4) Å,

c=12.4691(4) Å,

α=102.798(2)°,

β=104.869(2)°, and

γ=103.270(2)°,

at a temperature of about 298° K; and

(B) an x-ray powder diffraction pattern with peaks at 20.5 and 25.0° 2θ±0.2° 2θ.

28 . The crystalline N,N-dimethyltryptamine (DMT) fumarate of claim 20 , wherein the DMT fumarate is characterized by both of:

(A) a triclinic crystal system and a P-1 space group at a temperature of about 298° K; and

(B) an x-ray powder diffraction pattern with peaks at 20.5 and 25.0° 2θ±0.2° 2θ.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2025
From: ATAI LIFE SCIENCES N.V.
To: ATAI THERAPEUTICS, INC.
Reel/Frame 070274/0194 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2025
From: PSILERA, INC.
To: ATAI LIFE SCIENCES N.V.
Reel/Frame 070274/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2024
From: YACOUB, JEANINE; SALM, JACQUELINE; WITOWSKI, CHISTOPHER
To: PSILERA INC.
Reel/Frame 066676/0863 →