9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one

• ChemBase ID: 126955
• Molecular Formular: C18H21N3O
• Molecular Mass: 295.37884
• Monoisotopic Mass: 295.16846231
• SMILES: O=c1c2c(cccc2)n(c2c(n1CCN(C)C)cccc2)C
• Canonical SMILES: CN(CCn1c2ccccc2n(c2c(c1=O)cccc2)C)C
• InChI: InChI=1S/C18H21N3O/c1-19(2)12-13-21-17-11-7-6-10-16(17)20(3)15-9-5-4-8-14(15)18(21)22/h4-11H,12-13H2,1-3H3
• InChIKey: QPGGEKPRGVJKQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-[2-(dimethylamino)ethyl]-2-methyl-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
• IUPAC Traditional name: dibenzepin
• Synonyms: Dibenzepin; 10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-(methyl-d3)-11H-dibenzo[b,e][1,4]diazepin-11-one; 5-(Methyl-d3)-10β-dimethylaminoethyl-10,11-dihydro-11-oxodibenzo[b,e][1,4]diazepine; Dibenzepine-d3; HF 1927-d3; Dibenzepin-d3; 10-[2-(Dimethylamino)ethyl]-5,10-dihydro-5-methyl-11H-dibenzo[b,e][1,4]diazepin-11-one; 5-Methyl-10β-dimethylaminoethyl-10,11-dihydro-11-oxodibenzo[b,e][1,4]diazepine; Dibenzepine; HF 1927

Database IDs

• CAS Number: 4498-32-2
• PubChem SID: 162221281
• PubChem CID: 9419
• ATC CODE: N06AA08
• Chemspider ID: 9048
• KEGG ID: D07812
• Unique Ingredient Identifier: 510SJZ1Y6L
• Wikipedia Title: Dibenzepin

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.021304015
• LogD (pH = 7.4): 1.7526596
• Log P: 2.6381972
• Molar Refractivity: 90.0514 cm^3
• Polarizability: 34.090164 Å^3
• Polar Surface Area: 26.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Brown Solid; Off-White to Pale Yellow Solid
• Melting Point: 91-93°C; 92-95°C

Safety Information

• Storage Condition: Refrigerator

Pharmacology Properties

• Admin Routes: Oral
• Bioavailability: 25% (Oral)
• Excretion: Urine (80%), Feces (20%)
• Half Life: 5 hours
• Metabolism: Hepatic
• Protein Bound: 80%
• Legal Status: Rx-only

DETAILS

Toronto Research Chemicals - D416922

Antidepressant.

Toronto Research Chemicals - D416920

Antidepressant.

REFERENCES

• Lehner, H., et al.: Arzneim.-Forsch., 17, 185 (1967)
• Egli, A., et al.: Anal. Profiles Drug Subs., 9, 181 (1967)
• Lehner, H., et al.: Arzneim.-Forsch., 17, 185 (1967)
• Egli, A., et al.: Anal. Profiles Drug Subs., 9, 181 (1967)