6-[(3,4,5-trimethoxyphenyl)formamido]hexanoic acid

• ChemBase ID: 179800
• Molecular Formular: C16H23NO6
• Molecular Mass: 325.35692
• Monoisotopic Mass: 325.15253746
• SMILES: c1(c(cc(C(=O)NCCCCCC(=O)O)cc1OC)OC)OC
• Canonical SMILES: COc1cc(cc(c1OC)OC)C(=O)NCCCCCC(=O)O
• InChI: InChI=1S/C16H23NO6/c1-21-12-9-11(10-13(22-2)15(12)23-3)16(20)17-8-6-4-5-7-14(18)19/h9-10H,4-8H2,1-3H3,(H,17,20)(H,18,19)
• InChIKey: MPTXLVRHYGBOQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(3,4,5-trimethoxyphenyl)formamido]hexanoic acid
• IUPAC Traditional name: 6-[(3,4,5-trimethoxyphenyl)formamido]hexanoic acid
• Synonyms: Capben; Cardobiol; Cardiobiomar; Cetrenel; Kelevitol; Paracordial; Pectoris; Quinotensal; Trifartine; Capobenic acid

Database IDs

• CAS Number: 21434-91-3
• PubChem SID: 164235710
• PubChem CID: 30627

CALCULATED PROPERTIES

• Acid pKa: 4.036624
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.0070199673
• LogD (pH = 7.4): -1.6703509
• Log P: 1.467343
• Molar Refractivity: 84.1637 cm^3
• Polarizability: 32.367992 Å^3
• Polar Surface Area: 94.09 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Antianginal agent

Product Information

• Application(s): Antiarrhythmic; Used for treatment of cardiac infarction

REFERENCES

• Ger. Pat., 1971, 2 034 192; CA, 75, 5513c, (synth, pharmacol, tox)
• Ariano, M. et al., Riv. Farmacol. Ter., 1971, 2, 17, (pharmacol, tox)
• Fontana, S. et al., Riv. Farmacol. Ter., 1971, 2, 83, (metab)
• Novak, P. et al., Coll. Czech. Chem. Comm., 1973, 38, 2621, (synth, bibl)
• Baggio, G. et al., Riv. Farmacol. Ter., 1982, 13, 111, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1019
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CBF625