(2Z)-but-2-enedioic acid; (3-{2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine

• ChemBase ID: 179268
• Molecular Formular: C24H30N2O4
• Molecular Mass: 410.506
• Monoisotopic Mass: 410.22055745
• SMILES: N1(c2c(CCc3c1cccc3)cccc2)CC(CN(C)C)C.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN(CC(CN1c2ccccc2CCc2c1cccc2)C)C.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: YDGHCKHAXOUQOS-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine; (2Z)-but-2-enedioic acid; (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}-2-methylpropyl)dimethylamine
• IUPAC Traditional name: maleic acid; trimipramine
• Synonyms: 10,11-Dihydro-N,N,β-trimethyl-5H-dibenz[b,f]azepine-5-propanamine (2Z)-2-butenedioate; Surmontil Maleate; Trimeprimine Maleate; Trimeprimine Monomaleate; Trimipramine Maleate Salt; trimipramine maleate

Database IDs

• CAS Number: 521-78-8
• PubChem SID: 164235178
• PubChem CID: 5282318

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3963908
• LogD (pH = 7.4): 2.746556
• Log P: 4.757892
• Molar Refractivity: 95.022 cm^3
• Polarizability: 36.51729 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 141-143°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: maleate

DETAILS

Toronto Research Chemicals - T799000

Antidepressant; serotonin transport blocker that also blocks norepinephrine uptake.

REFERENCES

• Longosch, et al.: Eur. Neuropsychopharmacol., 8, 209 (1998)
• Chouinard, et al.: Cell. Mol. Neurobiol., 19, 533 (1998)
• Plenge-Tellechea, et al.: Arch. Biochem. Biophys., 370, 119 (1998)