methyl N-(6-propoxy-1,3-benzothiazol-2-yl)carbamate

• ChemBase ID: 179792
• Molecular Formular: C12H14N2O3S
• Molecular Mass: 266.31616
• Monoisotopic Mass: 266.07251332
• SMILES: c1(nc2c(s1)cc(cc2)OCCC)NC(=O)OC
• Canonical SMILES: CCCOc1ccc2c(c1)sc(n2)NC(=O)OC
• InChI: InChI=1S/C12H14N2O3S/c1-3-6-17-8-4-5-9-10(7-8)18-11(13-9)14-12(15)16-2/h4-5,7H,3,6H2,1-2H3,(H,13,14,15)
• InChIKey: HLLICFJUWSZHRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl N-(6-propoxy-1,3-benzothiazol-2-yl)carbamate
• IUPAC Traditional name: methyl N-(6-propoxy-1,3-benzothiazol-2-yl)carbamate
• Synonyms: Tiox; Tioxidazole

Database IDs

• CAS Number: 61570-90-9
• PubChem SID: 164235702
• PubChem CID: 72157

CALCULATED PROPERTIES

• Acid pKa: 12.105301
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.3763518
• LogD (pH = 7.4): 3.3763738
• Log P: 3.3763824
• Molar Refractivity: 68.8244 cm^3
• Polarizability: 27.418503 Å^3
• Polar Surface Area: 60.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Causes degenerative alterations in the tegument and intestinal cells of the worm; Inhibitor of microtubule polymerisation.

Product Information

• Application(s): Anthelmintic

REFERENCES

• Ger. Pat., 1976, Scherico, 2 617 198; CA, 86, 55424x, (synth, pharmacol)
• Panitz, E. et al., Experientia, 1978, 34, 733, (pharmacol)