2-[4-(3-{2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-yl}propyl)piperazin-1-yl]ethan-1-ol

• ChemBase ID: 128729
• Molecular Formular: C23H29N3O
• Molecular Mass: 363.49586
• Monoisotopic Mass: 363.23106256
• SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2C=Cc2ccccc12
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2C=Cc2c1cccc2
• InChI: InChI=1S/C23H29N3O/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26/h1-4,6-11,27H,5,12-19H2
• InChIKey: YNZFUWZUGRBMHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-yl}propyl)piperazin-1-yl]ethan-1-ol; 2-[4-(3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-yl}propyl)piperazin-1-yl]ethan-1-ol
• IUPAC Traditional name: opipramol
• Synonyms: 4-[3-(5H-Dibenz[b,f]azepin-5-yl)propyl]-1-piperazineethanol; N-[3-[4-(2-hydroxyethyl)piperazino]propyl]iminostilbene; Opipramol

Database IDs

• CAS Number: 315-72-0
• PubChem SID: 162223035
• PubChem CID: 9417
• ATC CODE: N06AA05
• CHEMBL: 370753
• Chemspider ID: 9046
• KEGG ID: D08297
• Unique Ingredient Identifier: D23ZXO613C
• Wikipedia Title: Opipramol

CALCULATED PROPERTIES

• Acid pKa: 15.593098
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.54917026
• LogD (pH = 7.4): 2.3231094
• Log P: 3.2390647
• Molar Refractivity: 114.0646 cm^3
• Polarizability: 43.485985 Å^3
• Polar Surface Area: 29.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Methanol
• Apperance: Yellow Solid
• Melting Point: 94-96°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Rx-only

DETAILS

Toronto Research Chemicals - O669600

Antidepressant; antipsychotic.

REFERENCES

• Maxwell, R.A., et al.: J. Pharm. Exper. Therap., 178, 158 (1970)
• Tait, A.C., et al.: J. Clin Pharmac., 2, 93 (1970)
• Rossi, G.V., et al.: Am. J. Pharm., 148, 37 (1970)
• Hubbard, J.W., et al.: J. Pharm. Sci., 67, 1571 (1970)