methyl 3-[5-amino-4-(2-chlorobenzoyl)thiophen-2-yl]propanoate

• ChemBase ID: 159928
• Molecular Formular: C15H14ClNO3S
• Molecular Mass: 323.79456
• Monoisotopic Mass: 323.03829199
• SMILES: c1(sc(c(c1)C(=O)c1ccccc1Cl)N)CCC(=O)OC
• Canonical SMILES: COC(=O)CCc1sc(c(c1)C(=O)c1ccccc1Cl)N
• InChI: InChI=1S/C15H14ClNO3S/c1-20-13(18)7-6-9-8-11(15(17)21-9)14(19)10-4-2-3-5-12(10)16/h2-5,8H,6-7,17H2,1H3
• InChIKey: LZTUUSFBUKOHGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-[5-amino-4-(2-chlorobenzoyl)thiophen-2-yl]propanoate
• IUPAC Traditional name: methyl 3-[5-amino-4-(2-chlorobenzoyl)thiophen-2-yl]propanoate
• Synonyms: 5-Amino-4-(2-chlorobenzoyl)-2-thiophenepropanoic Acid Methyl Ester; 2-Amino-3-(2-chlorobenzoyl)-5-(2-carbomethoxyethyl)thiophene

Database IDs

• CAS Number: 100827-77-8
• PubChem SID: 162254063
• PubChem CID: 13670764

CALCULATED PROPERTIES

• Acid pKa: 18.898975
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.164806
• LogD (pH = 7.4): 4.164806
• Log P: 4.164806
• Molar Refractivity: 83.0202 cm^3
• Polarizability: 31.842737 Å^3
• Polar Surface Area: 69.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Solid (Paste)

DETAILS

Toronto Research Chemicals - A603455

Intermediate in the preparation of platelet-activating factor (PAF) antagonists

REFERENCES

• Bechtel, W.D., et al.: J. Pharm. Sci., 74, 1265 (1985)