Molecular Identity
Levamisole
(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
PubChem CID: 26879
Levamisole is a 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine. It has a role as an antinematodal drug, an antirheumatic drug, an immunomodulator, an immunological adjuvant and an EC 3.1.3.1 (alkaline phosphatase) inhibitor. It is an enantiomer of a dexamisole.
2D Structure
Properties
C11H12N2S
Molecular Formula
204.29
Molecular Weight
g/mol
204.0721
Exact Mass
Da
1.8
XLogP
Drug-like (Lipinski: < 5)
40.9
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
2
H-Bond Acceptors
246
Complexity
SMILES
Canonical SMILES
SMILES: C1CSC2=NC(CN21)C3=CC=CC=C3Isomeric SMILES
SMILES: C1CSC2=N[C@H](CN21)C3=CC=CC=C3Synonyms(20)
levamisole14769-73-4LevamisolKetraxL-TetramisoleLepuronLEVOMYSOLWormicid(S)-(-)-Levamisole(-)-TetramisoleLevamisolum(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazoleTetramisole, (s)-Totalon(6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Levamisole
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