3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)propanoic acid

• ChemBase ID: 178530
• Molecular Formular: C10H12O4S
• Molecular Mass: 228.26488
• Monoisotopic Mass: 228.04562986
• SMILES: c1cc(sc1)CC(C(=O)OCC)C(=O)O
• Canonical SMILES: CCOC(=O)C(C(=O)O)Cc1cccs1
• InChI: InChI=1S/C10H12O4S/c1-2-14-10(13)8(9(11)12)6-7-4-3-5-15-7/h3-5,8H,2,6H2,1H3,(H,11,12)
• InChIKey: PMJNEQWWZRSFCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)propanoic acid
• IUPAC Traditional name: 3-ethoxy-3-oxo-2-(thiophen-2-ylmethyl)propanoic acid
• Synonyms: (2-Thienylmethyl)propanedioic acid monoethyl ester; 2-(Ethoxycarbonyl)-3-(thien-2-yl)propanoic acid; Ethyl 2-carboxy-3-(2-thienyl)propionate; 2-(2-Thienylmethyl)propanedioic Acid 1-Ethyl Ester

Database IDs

• CAS Number: 143468-96-6
• PubChem SID: 164234440
• PubChem CID: 14952883

CALCULATED PROPERTIES

• Acid pKa: 4.452373
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1223551
• LogD (pH = 7.4): -0.64126194
• Log P: 2.205825
• Molar Refractivity: 54.8199 cm^3
• Polarizability: 21.422434 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T344345

2-(2-Thienylmethyl)propanedioic Acid 1-Ethyl Ester is used in the preparatiom of angiotensin II receptor antagonists.

REFERENCES

• Aaberg, O. et al.: J. Lab. Comp. Radiopharm., 52, 295 (2009)