2-methoxy-4-(morpholine-4-carbothioyl)phenol

• ChemBase ID: 179814
• Molecular Formular: C12H15NO3S
• Molecular Mass: 253.3174
• Monoisotopic Mass: 253.07726435
• SMILES: C(=S)(N1CCOCC1)c1cc(c(cc1)O)OC
• Canonical SMILES: COc1cc(ccc1O)C(=S)N1CCOCC1
• InChI: InChI=1S/C12H15NO3S/c1-15-11-8-9(2-3-10(11)14)12(17)13-4-6-16-7-5-13/h2-3,8,14H,4-7H2,1H3
• InChIKey: WQYRHRAZNNRDIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxy-4-(morpholine-4-carbothioyl)phenol
• IUPAC Traditional name: 2-methoxy-4-(morpholine-4-carbothioyl)phenol
• Synonyms: 4-(Thiovanilloyl)morpholine; 4-(Morpholinothiocarbonyl)guiacol; Bildux; Vanitiolide

Database IDs

• CAS Number: 17692-71-6
• PubChem SID: 164235724
• PubChem CID: 5333270

CALCULATED PROPERTIES

• Acid pKa: 9.273526
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4812981
• LogD (pH = 7.4): 1.475638
• Log P: 1.4813708
• Molar Refractivity: 70.4393 cm^3
• Polarizability: 26.987553 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Application(s): Choleretic agent

REFERENCES

• Chabrier, P. et al., Bull. Soc. Chim. Fr., 1950, 1167, (synth)
• Grandgeorge, M. et al., Therapie, 1973, 28, 1013, (pharmacol)
• Japan. Pat., 1981, Kureha, 81 12 316; CA, 94, 168052h, (synth)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 3754