4-[(6S)-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazol-6-yl]phenol

• ChemBase ID: 170693
• Molecular Formular: C11H12N2OS
• Molecular Mass: 220.29078
• Monoisotopic Mass: 220.06703401
• SMILES: S1CCN2C1=N[C@H](C2)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)[C@H]1CN2C(=N1)SCC2
• InChI: InChI=1S/C11H12N2OS/c14-9-3-1-8(2-4-9)10-7-13-5-6-15-11(13)12-10/h1-4,10,14H,5-7H2/t10-/m1/s1
• InChIKey: QBEDXUHDXKEDES-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(6S)-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazol-6-yl]phenol
• IUPAC Traditional name: 4-[(6S)-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazol-6-yl]phenol
• Synonyms: 4-[(6S)-2,3,5,6-Tetrahydroimidazo[2,1-b]thiazol-6-yl]phenol; p-Hydroxylevamisole; 4-Hydroxy Levamisole

Database IDs

• CAS Number: 69359-04-2
• PubChem SID: 164226603
• PubChem CID: 125758

CALCULATED PROPERTIES

• Acid pKa: 9.478165
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6128626
• LogD (pH = 7.4): 1.9136239
• Log P: 2.0546615
• Molar Refractivity: 62.0593 cm^3
• Polarizability: 23.626717 Å^3
• Polar Surface Area: 35.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Orange solid
• Melting Point: 205-208°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H943720

A metabolite of Levamisole.

REFERENCES

• Galtier, P., et al.: Xenobiotica, 13, 407 (1983)