Levamisole Hydrochloride

• CAS: 16595-80-5
• Catalog Number: ACM16595805
• Category: Inhibitors
• Molecular Weight: 240.749g/mol
• Molecular Formula: C11H13ClN2S
• Description: Levamisole ((-)-Tetramisole) hydrochloride is an anthelmintic and immunomodulator belonging to a class of synthetic imidazothiazole derivatives. Levamisole hydrochloride has antiviral effects against HSV.
• Synonyms: Meglum; Levamisole HCl(Ergamisol); Imidazo[2, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, L-(-)-; R-12564; Levamisole hydrochloride; 74191-78-9; 16595-80-5; FT-0625516; SMR001230807; Levamisole hydrochloride [USAN:USP]
• IUPAC Name: (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole;hydrochloride
• Canonical SMILES: C1CSC2=NC(CN21)C3=CC=CC=C3.Cl
• InChI: InChI=1S/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H/t10-;/m1./s1
• InChI Key: LAZPBGZRMVRFKY-HNCPQSOCSA-N
• Solubility: Water 210 (mg/mL);Methanol sol. (mg/mL);Propylene glycol sol. (mg/mL);Ethanol sl. sol. (mg/mL);>36.1 [ug/mL]
• Application: antifungal
• Storage: 0-6°C
• Complexity: 246
• Covalently-Bonded Unit Count: 2
• Defined Atom Stereocenter Count: 1
• EC Number: 240-654-6
• Exact Mass: 240.049g/mol
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 15
• Monoisotopic Mass: 240.049g/mol
• NSC Number: 177023
• Rotatable Bond Count: 1
• Stability: Bulk: Levamisole appears to be stable in the bulk form at 60°C for at least four weeks. ; Solution: At 100 mg/mL concentrations in water and pH 7 buffer, the compound is stable for at least 9 days when stored at ambient temperature under normal laboratory illumination.
• Topological Polar Surface Area: 40.9A^2
• UNII: DL9055K809

Synthetic Use

Upstream Synthesis Route 1

• 108-88-3

• 16595-80-5

Reference: [1] Patent: US4672126, 1987, A,

Upstream Synthesis Route 2

• 14769-73-4

• 16595-80-5

Reference: [1] Patent: CN104230959, 2016, B, . Location in patent: Paragraph 0021; 0022

Upstream Synthesis Route 3

• 5036-02-2

• 16595-80-5
• 16595-76-9

Reference: #N/A