6-Hydroxycatecholine, a choline-mimicking analogue of the selective neurotoxin, 6-hydroxydopamine.
The synthesis and properties of 6-hydroxy-N,N-dimethylepinephrine (6-hydroxy-catecholine) are reported. This agent is intended for use as a selective presynaptic cholinotoxin and is based on previously reported neurotoxins of the same type. 6-hydroxycatecholine is a close structural analogue of the catecholaminergic neurotoxin 6-hydroxydopamine, and is expected both to be selectively reactive at cholinergic sites and to undergo less vigorous and potentially more selective inactivating reactions. It is also possible that in specific dementia-inducing pathologies, 6-hydroxycatecholine could be formed endogenously.
Department of Medicinal and Biological Chemistry College of Pharmacy, Toledo, Ohio 43606, USA.
R
R
Shen
L M
LM
Tillekeratne
J R
JR
Kirchhoff
R A
RA
Hudson
D018680:Cholinergic Antagonists / Q000138:chemical synthesis* / Q000737:chemistry; D004355:Drug Stability; D004837:Epinephrine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D010084:Oxidation-Reduction; D016627:Oxidopamine / Q000031:analogs & derivatives* / Q000737:chemistry; D013237:Stereoisomerism
C102091:6-hydroxycatecholine; D018680:Cholinergic Antagonists; D016627:Oxidopamine; D004837:Epinephrine