Methamphetamine-like hapten compounds, linkers, carriers and compositions and uses thereof
View Patent ↗The invention generally relates to hapten compounds comprising either (+) methamphetamine or (+) amphetamine conjugated to a linker. Generally speaking, hapten compounds of the invention may be used to elicit an immune response to one or more of (+) methamphetamine, (+) amphetamine, or (+) MDMA.
1. A compound of formula (I):
wherein:
R 1 is selected from the group consisting of hydrogen and methyl; and
L is selected from the group consisting of O(CH 2 ) 5 attached to the benzene ring at the meta position and O(CH 2 ) 9 attached to the benzene ring at the meta position.
2. A composition comprising a compound of formula (I), as claimed in claim 1 , wherein L is selected from the group consisting of O(CH 2 ) 5 attached to the benzene ring at the meta position, and O(CH 2 ) 9 attached to the benzene ring at the meta position.
3. The composition of claim 2 , further comprising an adjuvant.
4. The composition of claim 3 , wherein the adjuvant is pharmaceutically acceptable for use in a human subject.
5. The composition of claim 3 , wherein the adjuvant is selected from the group consisting of alum, TiterMax Gold, Ribi, ASO4, Freund's complete adjuvant, and Freund's incomplete adjuvant.
6. The composition of claim 3 , further comprising a pharmaceutically acceptable carrier.
7. The composition of claim 6 , wherein the pharmaceutically acceptable carrier is a bacterial toxin or a bacterial toxoid.
8. The composition of claim 3 , further comprising a pharmaceutically acceptable excipient.
9. The compound of claim 1 , wherein L is O(CH 2 ) 9 attached to the benzene ring at the meta position and R 1 is methyl.
10. The compound of claim 1 , wherein L is O(CH 2 ) 5 attached to the benzene ring at the meta position and R 1 is methyl.