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Hexocyclium

Hexocyclium structure

CAS No:
6004-98-4
Formula:
C20H33N2O
Chemical Name:
Hexocyclium
Synonyms:
Piperazinium,4-(2-cyclohexyl-2-hydroxy-2-phenylethyl)-1,1-dimethyl-;Piperazinium,4-(β-cyclohexyl-β-hydroxyphenethyl)-1,1-dimethyl-;4-(2-Cyclohexyl-2-hydroxy-2-phenylethyl)-1,1-dimethylpiperazinium;Hexocyclium;150350-96-2
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Hexocyclium is an amine.|Hexocyclium is a muscarinic acetylcholine receptor antagonist which was presumably used in the treatment of gastric ulcer or diarrhea. It was once available under the tradename Tral marketed by Abbvie Inc. but has been discontinued. Proton pump inhibitors like [DB00338] and opiate anti-diarrheal agents like [DB00836] have largely replaced the use of anti-muscarinics in the treatment of gastric ulcers and diarrhea due to their more favorable side effect profiles.

Hexocyclium Basic Attributes

Molecular Weight：

317.497

Exact Mass：

317.259

DSSTox ID：

DTXSID4023123

ATC Code：

A - Alimentary tract and metabolism

Characteristics

PSA：

23.5

XLogP3：

3.1

Density：

1.1209 (rough estimate)

Melting Point：

203-204

Drug Information

Drug Indication：

The World Health Organization classifies hexocyclium as a drug for functional gastrointestinal disorders. Like other anti-muscarinic agents, hexocyclium was likely used to treat peptic ulcers or diarrhea.

Pharmacology：

Hexocyclium reduces gastrointesitinal motility and gastric acid secretion.

Mechanism of Action：

Hexocyclium binds to and inhibits muscarinic acetylcholine receptors. This decreases gastric acid secretion by preventing the activation of M3 receptors on pareital cells and subsequent stimulation of gastric acid secretion. The antagonism of M3 receptors in the intestine inhibits smooth muscle contraction resulting in a decrease in motility. The binding of hexocyclium to other muscarinic receptor types produces typical anti-muscarinic side effects.

MeSH Entry Terms：

hexociclium

Hexocyclium Use and Manufacturing

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:317.5
XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:317.259288680
Monoisotopic Mass:317.259288680
Topological Polar Surface Area:23.5
Heavy Atom Count:23
Formal Charge:1
Complexity:362
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes