1,3-bis(4-ethoxyphenyl)thiourea

• ChemBase ID: 53479
• Molecular Formular: C17H20N2O2S
• Molecular Mass: 316.4179
• Monoisotopic Mass: 316.12454889
• SMILES: C(=S)(Nc1ccc(cc1)OCC)Nc1ccc(cc1)OCC
• Canonical SMILES: CCOc1ccc(cc1)NC(=S)Nc1ccc(cc1)OCC
• InChI: InChI=1S/C17H20N2O2S/c1-3-20-15-9-5-13(6-10-15)18-17(22)19-14-7-11-16(12-8-14)21-4-2/h5-12H,3-4H2,1-2H3,(H2,18,19,22)
• InChIKey: PRXHANOJNVGVGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-bis(4-ethoxyphenyl)thiourea
• IUPAC Traditional name: 1,3-bis(4-ethoxyphenyl)thiourea
• Synonyms: N,N'-Bis(4-ethoxyphenyl)thiourea; Aethoksid; Athoxyd; Aethoxydum; Ethoxyd; Etoksid; Etocarlide

Database IDs

• CAS Number: 1234-30-6
• MDL Number: MFCD00406868
• PubChem SID: 162058242
• PubChem CID: 667483

CALCULATED PROPERTIES

• Acid pKa: 8.042498
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.405616
• LogD (pH = 7.4): 4.318689
• Log P: 4.406798
• Molar Refractivity: 96.4673 cm^3
• Polarizability: 36.19407 Å^3
• Polar Surface Area: 42.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Thyroid hormone synthesis inhibitor

Product Information

• Application(s): Antiseptic; Tuberculostatic

REFERENCES

• Dyson, G.M. et al., J.C.S., 1924, 125, 1702, (synth)
• Bersch, H.W. et al., Arzneim.-Forsch., 1955, 5, 335, (pharmacol)
• Lieber, E. et al., Can. J. Chem., 1957, 35, 832, (synth)
• Pohloudek-Fabini, R. et al., Arch. Pharm. (Weinheim, Ger.), 1965, 298, 51, (synth)
• Ritchie, R.K. et al., Spectrochim. Acta A, 1970, 26, 9, (uv)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 1571