Hemicholinium-3

Drugbox
IUPAC_name = 2- [4- [4-(2-hydroxy-4,4-dimethylmorpholin-4-ium-2-yl)phenyl] phenyl] -4,4-dimethylmorpholin-4-ium-2-ol
OtherNames =

---

width = 250


CAS_number = 312-45-8
ATC_prefix =
ATC_suffix =
ATC_supplemental =
PubChem = 3585
DrugBank =
C = 24 | H = 34 | N = 2 | O = 4 ⁺²
SMILES=
molecular_weight = 414.538 g/mol
molar_refractivity =
bioavailability =
metabolism =
elimination_half-life =
excretion =
pregnancy_AU =
pregnancy_US =
legal_status =
legal_US =
legal_AU =
legal_CA =
routes_of_administration = IM, IV

Hemicholinium-3 is a drug which blocks the reuptake of choline by the high affinity transporter ChT (encoded in humans by the gene SLC5A7) at the presynapse. The reuptake of choline is the rate limiting step in the synthesis of acetylcholine; hence, hemicholinium decreases the synthesis of acetylcholine. It is therefore classified as an indirect acetylcholine antagonist.cite book
first= Neil R.
last= Carlson
year= 2007
month=
title= Physiology of Behavior, 9th ed.
pages= 117
location= Boston
publisher=Pearson Education, Inc.
id= ISBN 0-205-46724-5]

Acetylcholine is synthesized from choline and a donated acetyl group from acetyl-CoA, by the action of choline acetyltransferase (ChAT). Thus, decreasing the amount of choline available to a neuron will decrease the amount of acetylcholine produced. Neurons affected by hemicholinium must rely on the transport of choline from the soma (cell body), rather than relying on reuptake of choline from the synaptic cleft.

Hemicholinium is frequently used as a research tool in animal and in vitro experiments.

References