Deuterated N,N-dimethyltryptamine compounds
Compounds, compositions, methods, and uses are described for therapeutic deuterated N,N-dimethyltryptamine compounds (e.g., a single compound or a plurality of deuterated N,N-dimethyltryptamine compounds) such as N,N-dimethyltryptamine compounds, α-protio, α-deutero-N,N-dimethyltryptamine compounds, α,α-dideutero-N,N-dimethyltryptamine compounds, and pharmaceutically acceptable salts of these compounds. The deuterated N,N-dimethyltryptamine compound may have an increased half-life compared with the half-life of undeuterated N,N-dimethyltryptamine. For example, a deuterated N,N-dimethyltryptamine compound may be used in therapy and have a Formula (I): wherein: the ratio of deuterium:protium in the compound is greater than that found naturally in hydrogen; each R 1 is independently selected from H and D; R 2 is selected from CH 3 and CD 3 ; R 3 is selected from CH 3 and CD 3 ; each y H is independently selected from H and D, or a pharmaceutically acceptable salt thereof.
1. A therapeutic composition comprising:
a deuterated N,N-dimethyltryptamine compound of Formula (I) or a pharmaceutically acceptable salt thereof:
wherein:
each R 1 is H;
R 2 is CD 3 ;
R 3 is CD 3 ; and
each y H is independently selected from H and D.
2. The composition of claim 1 , wherein the compound is in the form of a pharmaceutically acceptable salt, and wherein the pharmaceutically acceptable salt is a fumarate salt.
3. The composition of claim 1 , wherein the composition is a pharmaceutical dosage form.
4. The composition of claim 3 , wherein the pharmaceutical dosage form is a parenteral dosage form.
5. The composition of claim 3 , wherein the pharmaceutical dosage form is a solid dosage form.
6. The composition of claim 3 , wherein the pharmaceutical dosage form comprises from 0.001 mg to 100 mg of the deuterated N,N-dimethyltryptamine compound, or a pharmaceutically acceptable salt thereof.
7. The composition of claim 1 , wherein the compound is Compound 1:
, or a pharmaceutically acceptable salt thereof.
8. The composition of claim 7 , wherein the composition is a pharmaceutical dosage form.
9. The composition of claim 1 , wherein the compound is Compound 2:
, or a pharmaceutically acceptable salt thereof.
10. The composition of claim 9 , wherein the composition is a pharmaceutical dosage form.
11. The composition of claim 1 , wherein the compound is Compound 5:
, or a pharmaceutically acceptable salt thereof.
12. The composition of claim 11 , wherein the composition is a pharmaceutical dosage form.