Hexamethonium

From Wikipedia, the free encyclopedia

This article does not cite any references or sources. (December 2007)
Please help improve this article by adding citations to reliable sources. Unverifiable material may be challenged and removed.

Hexamethonium

IUPAC name	trimethyl-(6-trimethylammoniohexyl)ammonium
Identifiers
CAS number
PubChem	3604
SMILES	C[N+](C)(C)CCCCCC[N+](C)(C)C
Properties
Molecular formula	C₁₂H₃₀N₂²⁺
Molar mass	202.38
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Hexamethonium is a neuronal nAch (N_N) receptor antagonist which acts in autonomic ganglia by binding mostly in or on the N_N receptor, and not the acetylcholine binding site itself. It has no effect on the muscarinic acetylcholine receptors (mAChR) located on target organs of the parasympathetic nervous system, nor the nicotinic acetylcholine receptors at the neuromuscular junction (N_M) that are responsible for skeletal muscle motor response.

It can act on receptors at pre-ganglionic sites in both the sympathetic and parasympathetic nervous system, which are both regulated (again, only pre-ganglionically) by nicotinic acetylcholine receptors. Postganglionic sympathetic systems are usually regulated by norepinephrine or adrenaline (adrenergic receptors), while parasympathetic systems are still acetylcholine based, but instead rely on muscarinic receptors (some post-ganglionic sympathetic neurons, such as those stimulating sweating, release acetylcholine).

The organ system and adverse effects of ganglion blockers are because both the parasympathetic and sympathetic stimuli are blocked at the preganglionic sites. Side effects include combined sympatholytic (e.g. orthostatic hypotension and sexual dysfunction) and parasympatholytic effects (e.g. constipation, urinary retention, glaucoma, blurry vision, decreased lacrymal secretion, dry mouth (xerostomia) effects. It was formerly used to treat disorders of the peripheral nervous system, such as chronic hypertension, which is innervated only by the sympathetic nervous system. The non-specificity of this treatment led to discontinuing its use [1]