(2Z)-but-2-enedioic acid; 3-(4-chlorophenyl)-3-(pyridin-2-yl)propan-1-amine

• ChemBase ID: 167236
• Molecular Formular: C18H19ClN2O4
• Molecular Mass: 362.80746
• Monoisotopic Mass: 362.10333478
• SMILES: n1ccccc1C(c1ccc(cc1)Cl)CCN.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.NCCC(c1ccccn1)c1ccc(cc1)Cl
• InChI: InChI=1S/C14H15ClN2.C4H4O4/c15-12-6-4-11(5-7-12)13(8-9-16)14-3-1-2-10-17-14;5-3(6)1-2-4(7)8/h1-7,10,13H,8-9,16H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: OVXHRHVXXRKUMZ-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 3-(4-chlorophenyl)-3-(pyridin-2-yl)propan-1-amine
• IUPAC Traditional name: 3-(4-chlorophenyl)-3-(pyridin-2-yl)propan-1-amine; maleic acid
• Synonyms: 2-[α-(2-aminoethyl)-p-chlorobenzyl]pyridine Maleate; γ-(4-Chlorophenyl)-2-pyridinepropanamine (2Z)-2-Butenedioate; Didesmethyl Chlorpheniramine Maleate Salt

Database IDs

• CAS Number: 23052-94-0
• PubChem SID: 162261369
• PubChem CID: 13646739

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.2517388
• LogD (pH = 7.4): 0.28592226
• Log P: 2.7693226
• Molar Refractivity: 70.781 cm^3
• Polarizability: 27.861385 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D440995

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)