Dicycloverine

Dicycloverine

File:Dicyclomine.svg
Systematic (IUPAC) name
2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate
Clinical data
Trade names	Byclomine, Bentyl, Dibent, Di-Spaz, Dilomine
AHFS/Drugs.com	International Drug Names
MedlinePlus	a684007
Pregnancy category	AU: B1 US: B (No risk in non-human studies)
Legal status	AU: S4 (Prescription only) CA: ℞-only UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Protein binding	>99%
Biological half-life	5 h
Identifiers
CAS Number	77-19-0 Y
ATC code	A03AA07 (WHO)
PubChem	CID: 3042
IUPHAR/BPS	355
DrugBank	DB00804 Y
ChemSpider	2934 Y
UNII	4KV4X8IF6V Y
KEGG	D07820 Y
ChEBI	CHEBI:4514 Y
ChEMBL	CHEMBL1123 Y
Chemical data
Formula	C19H35NO2
Molecular mass	309.487 g/mol
SMILES O=C(OCCN(CC)CC)C1(CCCCC1)C2CCCCC2
InChI InChI=1S/C19H35NO2/c1-3-20(4-2)15-16-22-18(21)19(13-9-6-10-14-19)17-11-7-5-8-12-17/h17H,3-16H2,1-2H3 Y Key:CURUTKGFNZGFSE-UHFFFAOYSA-N Y
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Dicycloverine, also known as dicyclomine, is an anticholinergic that blocks muscarinic receptors. Dicycloverine was first synthesized in the United States circa 1947.

Medical uses

File:Dicyclomine Hydrochloride 10 MG Oral Capsule.jpg

A 10-mg oral capsule of dicyclomine hydrochloride, manufactured by Mylan

Dicyclomine is used to treat intestinal hypermotility and the symptoms of irritable bowel syndrome (also known as spastic colon). It relieves muscle spasms and cramping in the gastrointestinal tract by blocking the activity of acetylcholine on cholinergic (or muscarinic) receptors on the surface of muscle cells. It is a smooth muscle relaxant.

In the UK, it is an ingredient of a multiple-ingredient preparation, with an antiflatulent (simethicone) and two antacids, under the trade name Kolanticon. In France, it is an ingredient of a multiple-ingredient preparation, with colchicine, under the brand Colchimax. In India, it is of a compound with paracetamol under the trade name Cyclopam. It is also marketed as Meftal-SPAS containing mefenamic acid along with dicyclomine hydrochloride as an analgesic and antispasmodic. Also it is a part of Normaxin containing two other salts clidinium bromide and chlordiazepoxide.

Side effects

Dicyclomine can cause a range of anticholinergic side effects such as dry mouth, nausea, and, at higher doses, deliriant effects. Recreational use of this drug for its anticholinergic effects (both low dose for euphoria and high dose for delirium) has been rarely reported; it is also reputed to cause a rapid increase in libido in the first 10-135 minutes after dosing.

Caution

Breastfeeding is not recommended while using this drug. Users should use care when operating vehicles and/or dangerous machines.

See also

• Adiphenine (Similar design except that both cyclohexane groups now unsaturated so that they become phenyl groups).

Further reading

• Brenner, G. M. (2000). Pharmacology. Philadelphia, PA: W.B. Saunders Company. ISBN 0-7216-7757-6
• Canadian Pharmacists Association (2000). Compendium of Pharmaceuticals and Specialties (25th ed.). Toronto, ON: Webcom. ISBN 0-919115-76-4