2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-(oxolan-2-ylmethyl)propanoate

• ChemBase ID: 174910
• Molecular Formular: C24H33NO3
• Molecular Mass: 383.52372
• Monoisotopic Mass: 383.24604392
• SMILES: c12c(cccc1CC(C(=O)OCCN(CC)CC)CC1OCCC1)cccc2
• Canonical SMILES: CCN(CCOC(=O)C(Cc1cccc2c1cccc2)CC1CCCO1)CC
• InChI: InChI=1S/C24H33NO3/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3
• InChIKey: KBAFPSLPKGSANY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)ethyl 3-(naphthalen-1-yl)-2-(oxolan-2-ylmethyl)propanoate
• IUPAC Traditional name: naftidrofuryl
• Synonyms: Tetrahydro-α-(1-naphthalenylmethyl)-2-furanpropanoic Acid 2-(Diethylamino)ethyl Ester; Gevatran; LS 84; Naftidrofuryl; Naphtidrofuryl; Tridus; Nafronyl

Database IDs

• CAS Number: 31329-57-4
• PubChem SID: 164230820
• PubChem CID: 4417

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4023602
• LogD (pH = 7.4): 3.0139227
• Log P: 4.5827613
• Molar Refractivity: 113.7688 cm^3
• Polarizability: 45.909866 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N215000

Nafronyl is a selective inhibitor of serotonin receptors. Nafronyl is a vasodilator used in the treatment of intermittent claudication.

REFERENCES

• Fontaine, et al.: Chim. Ther., 4, 44 (1969)
• Bessin, P., et al.: Eur. J. Med. Chem., 10, 291 (1969)
• Clyne, C.A., et al.: Br. J. Surg., 67, 347 (1969)