(2Z)-but-2-enedioic acid; 2-(2H3)methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine

• ChemBase ID: 175551
• Molecular Formular: C20H22N2O4
• Molecular Mass: 354.39968
• Monoisotopic Mass: 354.15795719
• SMILES: C(=C\C(=O)O)\C(=O)O.c1ccc2c(c1N)CN(CC2c1ccccc1)C
• Canonical SMILES: CN1CC(c2ccccc2)c2c(C1)c(N)ccc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C16H18N2.C4H4O4/c1-18-10-14(12-6-3-2-4-7-12)13-8-5-9-16(17)15(13)11-18;5-3(6)1-2-4(7)8/h2-9,14H,10-11,17H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: GEOCVSMCLVIOEV-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 2-(^2H₃)methyl-4-phenyl-1,2,3,4-tetrahydroisoquinolin-8-amine
• IUPAC Traditional name: 2-(^2H₃)methyl-4-phenyl-3,4-dihydro-1H-isoquinolin-8-amine; maleic acid
• Synonyms: 1,2,3,4-Tetrahydro-2-(methyl-d3)-4-phenyl-8-isoquinolinamine (2Z)-2-Butenedioate; (8-Amino-1,2,3,4-tetrahydro-2-(methyl-d3)-4-phenylisoquinoline (Z)-2-Butenedioate; (±)-Nomifensine-d3 Hydrogen Maleate; Alival-d3; HOE 984-d3; Hostalival-d3; Merital-d3; NSC 289114-d3; Neurolene-d3; Nomifensine-d3 Hydrogen Maleate; Nomifensine-d3 Maleate; Psicronizer-d3; Nomifensine-d3 Maleic Acid Salt

Database IDs

• PubChem SID: 164231461
• PubChem CID: 71751155

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.51397175
• LogD (pH = 7.4): 1.1298963
• Log P: 2.624382
• Molar Refractivity: 77.1773 cm^3
• Polarizability: 29.208145 Å^3
• Polar Surface Area: 29.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 188-191°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N635952

A novel labelled antidepressant distinguished from existing tricyclic and tetracyclic antidepressants by its bicyclic structure.

REFERENCES

• Hunt, P., et al.: J. Pharm. Pharmacol., 26, 370 (1974)
• Spyraki, C., et al.: Science, 212, 1167 (1974)