2-(2H3)methyl-N-methyl-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-amine

• ChemBase ID: 172699
• Molecular Formular: C16H18N2
• Molecular Mass: 238.32752
• Monoisotopic Mass: 238.14699859
• SMILES: c12c(N(c3c(C(C1)NC)cccc3)C)cccc2
• Canonical SMILES: CNC1Cc2ccccc2N(c2c1cccc2)C
• InChI: InChI=1S/C16H18N2/c1-17-14-11-12-7-3-5-9-15(12)18(2)16-10-6-4-8-13(14)16/h3-10,14,17H,11H2,1-2H3
• InChIKey: YXVZOBVWVRFPTE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(^2H₃)methyl-N-methyl-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-amine
• IUPAC Traditional name: 2-(^2H₃)methyl-N-methyl-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-amine
• Synonyms: 10,11-Dihydro-N-methyl-5-(methyl-d3)-5H-Dibenz[b,f]azepin-10-amine; 5-(Methyl-d3)-10-methylamino-10,11-dihydrodibenzo[b,f]azepine; RP 19560-d3; 10,11-Dihydro-5-(methyl-d3)-10-5H-Dibenz[b,f]azepine; Metapramine-d3

Database IDs

• PubChem SID: 164228609
• PubChem CID: 71749974

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.1552892
• LogD (pH = 7.4): 1.3929796
• Log P: 3.294852
• Molar Refractivity: 75.6687 cm^3
• Polarizability: 29.207436 Å^3
• Polar Surface Area: 15.27 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225832

Labelled Metapramine, a tricyclic antidepressant derived from dibenzoazepine. Metapramine acts as a norepinephrine reuptake inhibitor without affecting the reuptake of serotonin or dopamine.

REFERENCES

• Dagonneau, H. et al.: Comp. Rend. Sea. Soc. Biol. Ses Fil., 180, 53 (1986)
• Bonierbale M. et al.: L'Encéphale, 2, 219 (1986)
• Cuenca, E. et al.: Arch. Farmacol. Toxicol., 5, 154 (1986)