3-[methyl(2-{methyl[3-(3,4,5-trimethoxybenzoyloxy)propyl]amino}ethyl)amino]propyl 3,4,5-trimethoxybenzoate

• ChemBase ID: 169966
• Molecular Formular: C30H44N2O10
• Molecular Mass: 592.67776
• Monoisotopic Mass: 592.29959562
• SMILES: c1(c(cc(cc1OC)C(=O)OCCCN(CCN(CCCOC(=O)c1cc(c(c(c1)OC)OC)OC)C)C)OC)OC
• Canonical SMILES: COc1cc(cc(c1OC)OC)C(=O)OCCCN(CCN(CCCOC(=O)c1cc(OC)c(c(c1)OC)OC)C)C
• InChI: InChI=1S/C30H44N2O10/c1-31(11-9-15-41-29(33)21-17-23(35-3)27(39-7)24(18-21)36-4)13-14-32(2)12-10-16-42-30(34)22-19-25(37-5)28(40-8)26(20-22)38-6/h17-20H,9-16H2,1-8H3
• InChIKey: KRQAMFQCSAJCRH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[methyl(2-{methyl[3-(3,4,5-trimethoxybenzoyloxy)propyl]amino}ethyl)amino]propyl 3,4,5-trimethoxybenzoate
• IUPAC Traditional name: hexobendine
• Synonyms: 3,4,5-Trimethoxybenzoic Acid 1,2-Ethanediylbis[(methylimino)-3,1-propanediyl] Ester Dihydrochloride; 3,3'-[Ethylenebis(methylimino)]di-1-propanol Bis(3,4,5-trimethoxybenzoate) (Ester) Dihydrochloride; Andiamine; Hexobendin Hydrochloride; Reoxyl; Hexobendine Dihydrochloride

Database IDs

• CAS Number: 50-62-4
• PubChem SID: 162264098
• PubChem CID: 5777

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -0.8159353
• LogD (pH = 7.4): 0.7428641
• Log P: 2.9931016
• Molar Refractivity: 158.7458 cm^3
• Polarizability: 61.723015 Å^3
• Polar Surface Area: 114.46 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H295450

Hexobendine is used as vasodilator (coronary).

REFERENCES

• Rdudolph, et al.: Arzneim.-Forsch., 20, 637 (1970)
• Kolassa, P., et al.: Biochem. Pharmacol., 20, 490 (1970)
• Zommer-Urbanska, S., et al.: Pharmazie, 40, 419 (1970)