Tipepidine

Tipepidine

Systematic (IUPAC) name
3-(di-2-thienylmethylene)-1-methylpiperidine
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	AU: S4 (Prescription only)
Routes of administration	Oral
Identifiers
CAS Number	5169-78-8 Y
ATC code	R05DB24 (WHO)
PubChem	CID: 5484
ChemSpider	5284 Y
UNII	2260ZP67IT Y
KEGG	D08604 Y
Chemical data
Formula	C15H17NS2
Molecular mass	275.434 g/mol
SMILES s1cccc1/C(c2sccc2)=C3\CCCN(C)C3
InChI InChI=1S/C15H17NS2/c1-16-8-2-5-12(11-16)15(13-6-3-9-17-13)14-7-4-10-18-14/h3-4,6-7,9-10H,2,5,8,11H2,1H3 Y Key:JWIXXNLOKOAAQT-UHFFFAOYSA-N Y
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Tipepidine (INN) (brand names Asverin, Antupex, Asvelik, Asvex, Bitiodin, Cofdenin A, Hustel, Nodal, Sotal), also known as tipepidine hibenzate (JAN), is a synthetic, non-opioid antitussive and expectorant of the thiambutene class. It acts as an inhibitor of G protein-coupled inwardly-rectifying potassium channels (GIRKs). The drug was discovered in the 1950s, and was developed in Japan in 1959. It is used as the hibenzate and citrate salts.

The usual dose is 20 mg every 4–6 hours. Possible side effects of tipepidine, especially in overdose, may include drowsiness, vertigo, delirium, disorientation, loss of consciousness, and confusion.

Tipepidine has recently garnered interest as a potential psychiatric drug. It is being investigated in depression, obsessive-compulsive disorder, and attention-deficit hyperactivity disorder (ADHD). Through inhibition of GIRK channels, tipepidine increases dopamine levels in the nucleus accumbens, but without increasing locomotor activity or producing methamphetamine-like behavioral sensitization, and this action appears to be at least partly responsible for its antidepressant-like effects in rodents.

See also

• Cloperastine
• Dimemorfan
• Guaifenesin
• Timepidium bromide