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

• ChemBase ID: 162729
• Molecular Formular: C17H15BrClNO4S
• Molecular Mass: 444.7273
• Monoisotopic Mass: 442.95936865
• SMILES: c1(sc(c(c1)C(=O)c1ccccc1Cl)NC(=O)CBr)CCC(=O)OC
• Canonical SMILES: BrCC(=O)Nc1sc(cc1C(=O)c1ccccc1Cl)CCC(=O)OC
• InChI: InChI=1S/C17H15BrClNO4S/c1-24-15(22)7-6-10-8-12(17(25-10)20-14(21)9-18)16(23)11-4-2-3-5-13(11)19/h2-5,8H,6-7,9H2,1H3,(H,20,21)
• InChIKey: JLVIHXWHESHBSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 100827-79-0
• PubChem SID: 162256864
• PubChem CID: 13670765

CALCULATED PROPERTIES

• Acid pKa: 10.19336
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.9542727
• LogD (pH = 7.4): 4.9536176
• Log P: 4.9542813
• Molar Refractivity: 100.9195 cm^3
• Polarizability: 38.45011 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B679085

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

REFERENCES

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