2-[4-(3-{2-azatricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-yl}propyl)piperazin-1-yl]ethan-1-ol dihydrochloride

• ChemBase ID: 154410
• Molecular Formular: C23H31Cl2N3O
• Molecular Mass: 436.41774
• Monoisotopic Mass: 435.18441799
• SMILES: c1ccc2c(c1)C=Cc1ccccc1N2CCCN1CCN(CC1)CCO.Cl.Cl
• Canonical SMILES: OCCN1CCN(CC1)CCCN1c2ccccc2C=Cc2c1cccc2.Cl.Cl
• InChI: InChI=1S/C23H29N3O.2ClH/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;2*1H
• InChIKey: DLTOEESOSYKJBK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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 dihydrochloride
• IUPAC Traditional name: opipramol dihydrochloride
• Synonyms: 4-[3-(5H-Dibenz[b,f]azepin-5-yl)propyl]-1-piperazineethanol dihydrochloride; Opipramol dihydrochloride

Database IDs

• CAS Number: 909-39-7
• EC Number: 213-000-2
• MDL Number: MFCD00941483
• PubChem SID: 24724565; 162248549
• PubChem CID: 71587

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: H2O: ~24 mg/mL
• Apperance: yellow solid

Safety Information

• RTECS: TL9100000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H410
• GHS Precautionary statements: P273-P501

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C23H29N3O · 2HCl

DETAILS

Sigma Aldrich - O5889

Biochem/physiol Actions
σ1/σ2 opioid receptor agonist; an antagonist at D2, 5HT2 and H1 receptors; atypical antidepressant, antipsychotic and anxiolytic