ethyl 3-[2-(2-methoxyphenoxymethyl)-1,3-thiazolidin-3-yl]-3-oxopropanoate

• ChemBase ID: 174695
• Molecular Formular: C16H21NO5S
• Molecular Mass: 339.40664
• Monoisotopic Mass: 339.11404378
• SMILES: C1CSC(N1C(=O)CC(=O)OCC)COc1c(cccc1)OC
• Canonical SMILES: CCOC(=O)CC(=O)N1CCSC1COc1ccccc1OC
• InChI: InChI=1S/C16H21NO5S/c1-3-21-16(19)10-14(18)17-8-9-23-15(17)11-22-13-7-5-4-6-12(13)20-2/h4-7,15H,3,8-11H2,1-2H3
• InChIKey: WSYVIAQNTFPTBI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-[2-(2-methoxyphenoxymethyl)-1,3-thiazolidin-3-yl]-3-oxopropanoate
• IUPAC Traditional name: ethyl 3-[2-(2-methoxyphenoxymethyl)-1,3-thiazolidin-3-yl]-3-oxopropanoate
• Synonyms: (+/-)-2-[(2-Methoxyphenoxy)methyl]-β-oxo-3-thiazolidinepropanoic Acid Ethyl Ester; Moguisteine

Database IDs

• CAS Number: 119637-67-1
• PubChem SID: 164230605
• PubChem CID: 65935

CALCULATED PROPERTIES

• Acid pKa: 13.493271
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.857056
• LogD (pH = 7.4): 1.8570557
• Log P: 1.857056
• Molar Refractivity: 87.272 cm^3
• Polarizability: 34.462513 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 50-53°C

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - M486450

Peripherally acting antitussive.

REFERENCES

• Gandolfi, C., et al.: J. Med. Chem., 38, 508 (1995)
• Morita, K., et al.: Eur. J. Pharmacol., 395, 161 (1995)
• Ohkura, N., et al.: Exper. Lung Res., 35, 296 (1995)