2-hydroxy-N-{3-[3-(piperidin-1-ylmethyl)phenoxy]propyl}acetamide; oxalic acid

• ChemBase ID: 177480
• Molecular Formular: C19H28N2O7
• Molecular Mass: 396.43482
• Monoisotopic Mass: 396.18965125
• SMILES: c1c(cc(cc1)CN1CCCCC1)OCCCNC(=O)CO.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.OCC(=O)NCCCOc1cccc(c1)CN1CCCCC1
• InChI: InChI=1S/C17H26N2O3.C2H2O4/c20-14-17(21)18-8-5-11-22-16-7-4-6-15(12-16)13-19-9-2-1-3-10-19;3-1(4)2(5)6/h4,6-7,12,20H,1-3,5,8-11,13-14H2,(H,18,21);(H,3,4)(H,5,6)
• InChIKey: SRDQKICJPUSODU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-N-{3-[3-(piperidin-1-ylmethyl)phenoxy]propyl}acetamide; oxalic acid
• IUPAC Traditional name: 2-hydroxy-N-{3-[3-(piperidin-1-ylmethyl)phenoxy]propyl}acetamide; oxalic acid
• Synonyms: 2-Hydroxy-N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]acetamide Ethanedioate; Roxatidine Hemioxalate

Database IDs

• CAS Number: 110925-92-3
• PubChem SID: 164233390
• PubChem CID: 56845241

CALCULATED PROPERTIES

• Acid pKa: 13.621573
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.2336142
• LogD (pH = 7.4): -0.56875384
• Log P: 0.87191194
• Molar Refractivity: 87.1671 cm^3
• Polarizability: 33.883446 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R700860

The major metabolite of Roxatidine Acetate (R700870).

REFERENCES

• Ward, D., et al.: J. Med. Chem., 25, 490 (1982)
• Tarutani, M., et al.: Arzneim.-Forsch., 35, 703 (1982)