(2Z)-but-2-enedioic acid; [3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl](methyl)amine

• ChemBase ID: 166418
• Molecular Formular: C19H21ClN2O4
• Molecular Mass: 376.83404
• Monoisotopic Mass: 376.11898484
• SMILES: n1ccccc1C(c1ccc(cc1)Cl)CCNC.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CNCCC(c1ccccn1)c1ccc(cc1)Cl
• InChI: InChI=1S/C15H17ClN2.C4H4O4/c1-17-11-9-14(15-4-2-3-10-18-15)12-5-7-13(16)8-6-12;5-3(6)1-2-4(7)8/h2-8,10,14,17H,9,11H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: MGNXGZAZRYTQMW-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; [3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl](methyl)amine
• IUPAC Traditional name: [3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl](methyl)amine; maleic acid
• Synonyms: 2-[p-Chloro-α-[2-(methylamino)ethyl]benzyl]pyridine Maleate; Desmethyl Chlorpheniramine Maleate Salt

Database IDs

• CAS Number: 22630-25-7
• PubChem SID: 162260551
• PubChem CID: 46781155

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.02526304
• LogD (pH = 7.4): 0.5569316
• Log P: 3.2019029
• Molar Refractivity: 75.5556 cm^3
• Polarizability: 29.706104 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D291550

A metabolite of Chlorpheniramine.

REFERENCES

• Simons, K., et al.: J. Pharm. Sci., 73, 595 (1984)
• Hsu, H., et al.: J. Pharm. Sci., 78, 844 (1984)
• Sakurai, E., et al.: J. Pharm. Pharmacol., 44, 44 (1984)
• Fillet, M., et al.: J. Pharm. Biomed. Anal., 14, 1107 (1984)