(1R,3S,5S)-3-[(4-chlorophenyl)(phenyl)methoxy]-8-methyl-8-azabicyclo[3.2.1]octane hydrochloride

• ChemBase ID: 131886
• Molecular Formular: C21H25Cl2NO
• Molecular Mass: 378.3353
• Monoisotopic Mass: 377.13131979
• SMILES: CN1[C@@H]2CC[C@H]1C[C@H](C2)OC(c1ccccc1)c1ccc(cc1)Cl.Cl
• Canonical SMILES: Clc1ccc(cc1)C(c1ccccc1)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C.Cl
• InChI: InChI=1S/C21H24ClNO.ClH/c1-23-18-11-12-19(23)14-20(13-18)24-21(15-5-3-2-4-6-15)16-7-9-17(22)10-8-16;/h2-10,18-21H,11-14H2,1H3;1H/t18-,19+,20+,21?
• InChIKey: FXKCQWIUITUJFU-UHEBOZJGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5S)-3-[(4-chlorophenyl)(phenyl)methoxy]-8-methyl-8-azabicyclo[3.2.1]octane hydrochloride
• IUPAC Traditional name: (1R,3S,5S)-3-[(4-chlorophenyl)(phenyl)methoxy]-8-methyl-8-azabicyclo[3.2.1]octane hydrochloride
• Synonyms: 4′-Chloro-3α-(diphenylmethoxy)tropane hydrochloride

Database IDs

• CAS Number: 14008-79-8
• MDL Number: MFCD00274032
• PubChem SID: 162226163
• PubChem CID: 21127271

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.39868
• LogD (pH = 7.4): 2.666094
• Log P: 4.789445
• Molar Refractivity: 99.0452 cm^3
• Polarizability: 39.120678 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble9.7 mg/mL; H2O: soluble6.3 mg/mL
• Apperance: white

Safety Information

• RTECS: YM3055500
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

DETAILS

Sigma Aldrich - C207

Caution
Photosensitive
Biochem/physiol Actions
Dopamine transporter inhibitor that is less efficacious as a locomotor stimulant than cocaine; not recognized as being cocaine-like in a drug discrimination model in rats.