levamisole

Also known as Ergamisol®, R-12564, (S)-(-)-tetramisole, (-)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole, (-)-tetramisole, (S)-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole, (-)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole, (S)-(-)-levamisole

Levamisole, sold under the brand name Ergamisol among others, is a medication used to treat parasitic worm infections, specifically ascariasis and hookworm infections. It is taken by mouth.

Key facts

Drug.image: Levamisole.svg
Drug.image_class: skin-invert-image
Drug.width: 180
Drug.alt: Skeletal formula of levamisole
Drug.image2: Levamisole molecule ball.png
Drug.image_class2: bg-transparent
Drug.alt2: Ball-and-stick model of the levamisole molecule
Drug.tradename: Ergamisol, others
Drug.MedlinePlus: a697011
Drug.DailyMedID: Levamisole
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: P02
Drug.ATC_suffix: CE01
Drug.legal_status: Rx-only (RU)
Drug.metabolism: Liver
Drug.elimination_half life: 3–4 hours
Drug.excretion: Kidney (70%)
Drug.CAS_number: 14769-73-4

via Wikipedia infobox

Chemical data

Formula: C11H12N2S
Molecular weight: 204.29 g/mol
IUPAC name: (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
SMILES: C1CSC2=N[C@H](CN21)C3=CC=CC=C3
InChIKey: HLFSDGLLUJUHTE-SNVBAGLBSA-N
XLogP: 1.8
Polar surface area: 40.9 Å²
H-bond donors: 0
H-bond acceptors: 2
Formal charge: 0

via PubChem

Wikidata facts

Mass: 204.072119

Show 6 more facts

defined daily dose: 0.15
chemical formula: C₁₁H₁₂N₂S
canonical SMILES: C1CSC2=NC(CN21)C3=CC=CC=C3
World Health Organisation international non-proprietary name: levamisole
isomeric SMILES: C1CSC2=N[C@H](CN21)C3=CC=CC=C3
Commons category: Levamisole

Sources (5)

via Wikidata · CC0

~10 min read

Article

13 sections

Contents

Medical uses
Worms
Other
Adverse effects
Metabolism
Detection in body fluids
Adulterant in illegal drugs
Chemistry
Toxicity
Laboratory use
Research
Veterinary uses
References

Levamisole, sold under the brand name Ergamisol among others, is a medication used to treat parasitic worm infections, specifically ascariasis and hookworm infections. It is taken by mouth.

Side effects may include abdominal pain, vomiting, headache, and dizziness. Use is not recommended during breastfeeding or the third trimester of pregnancy. Serious side effects may include an increased risk of infection. It belongs to the anthelmintic class of medications.