Levamisole phosphateProduct ingredient for Levamisole
- Name
- Levamisole phosphate
- Drug Entry
- Levamisole
Levamisole is an antihelminthic drug that was commonly used for the treatment of parasitic, viral, and bacterial infections. 4 It was manufactured by Janssen and first used in 1969 as an agent to treat worm infestations6 Levamisole was approved by the FDA in 1990 as an adjuvant treatment for colon cancer.7 Prior to this, levamisole was used as an antirheumatic therapy in the 1970s and 1980s for patients with rheumatoid arthritis.6
Because of its immunomodulatory effects, this drug has been studied in the treatment of various immune-mediated diseases, with some studies showing positive results. 4 This drug has also been used in combination with other drugs for the treatment of various cancers. 4,6
Levamisole was withdrawn from the American market in 2000 due to its ability to cause serious adverse effects, including agranulocytosis. 6 Interestingly, levamisole has been found as an adulterant in cocaine and can lead to a variety of adverse effects in individuals using this drug.5
- Accession Number
- DBSALT001628
- Structure
Structure for Levamisole phosphate (DBSALT001628)
- Synonyms
- Not Available
- UNII
- FIG89N8AZY
- CAS Number
- 32093-35-9
- Weight
- Average: 302.28
Monoisotopic: 302.049015143 - Chemical Formula
- C11H15N2O4PS
- InChI Key
- QEMMFDPTLWDHKP-HNCPQSOCSA-N
- InChI
- InChI=1S/C11H12N2S.H3O4P/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;1-5(2,3)4/h1-5,10H,6-8H2;(H3,1,2,3,4)/t10-;/m1./s1
- IUPAC Name
- (6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole; phosphoric acid
- SMILES
- OP(O)(O)=O.C1CN2C[C@@H](N=C2S1)C1=CC=CC=C1
- External Links
- ChemSpider
- 171476
- Predicted Properties
Property Value Source Water Solubility 1.44 mg/mL ALOGPS logP 2.2 ALOGPS logP 2.36 Chemaxon logS -2.2 ALOGPS pKa (Strongest Basic) 6.98 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 15.6 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 60.08 m3·mol-1 Chemaxon Polarizability 22.22 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon