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tipepidine

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tipepidine

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Tipepidine (INN; also known as tipepidine hibenzate (JAN); brand names Asverin, Antupex, Asvelik, Asvex, Bitiodin, Cofdenin A, Hustel, Nodal, and Sotal) 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.

Chemical data

Formula
C15H17NS2
Molecular weight
275.4 g/mol
IUPAC name
3-(dithiophen-2-ylmethylidene)-1-methylpiperidine
SMILES
CN1CCCC(=C(C2=CC=CS2)C3=CC=CS3)C1
InChIKey
JWIXXNLOKOAAQT-UHFFFAOYSA-N
XLogP
3.7
Polar surface area
59.7 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
attention deficit hyperactivity disorder, Cough, depressive disorder

via ChEMBL · EBI

Wikidata facts

Mass
275.08
Show 3 more facts
chemical formula
C₁₅H₁₇NS₂
canonical SMILES
CN1CCCC(=C(C2=CC=CS2)C3=CC=CS3)C1
Commons category
Tipepidine
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Tipepidine (INN; also known as tipepidine hibenzate (JAN); brand names Asverin, Antupex, Asvelik, Asvex, Bitiodin, Cofdenin A, Hustel, Nodal, and Sotal) 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.

Excerpted from Wikipedia’s “tipepidine” article, available under the CC BY-SA 4.0 licence.

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