phenyl (2S,3S)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride

• ChemBase ID: 177632
• Molecular Formular: C21H23Cl2NO2
• Molecular Mass: 392.31882
• Monoisotopic Mass: 391.11058434
• SMILES: Cl.C12CCC(N1C)[C@H]([C@H](C2)c1ccc(cc1)Cl)C(=O)Oc1ccccc1
• Canonical SMILES: O=C([C@@H]1C2CCC(N2C)C[C@@H]1c1ccc(cc1)Cl)Oc1ccccc1.Cl
• InChI: InChI=1S/C21H22ClNO2.ClH/c1-23-16-11-12-19(23)20(21(24)25-17-5-3-2-4-6-17)18(13-16)14-7-9-15(22)10-8-14;/h2-10,16,18-20H,11-13H2,1H3;1H/t16?,18-,19?,20+;/m1./s1
• InChIKey: UVNAYBAOZUMARC-MMUAAPTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: phenyl (2S,3S)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: phenyl (2S,3S)-3-(4-chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: (1R,2S,3S,5S)-3-(4-Chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Phenyl Ester Hydrochloride; [1R-(exo,exo)]-3-(4-Chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Phenyl Ester Hydrochloride; RTI 113; RTI 4229-113; RTI-113

Database IDs

• CAS Number: 141807-57-0
• PubChem SID: 164233542
• PubChem CID: 9886800

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6033939
• LogD (pH = 7.4): 3.2236245
• Log P: 4.7732396
• Molar Refractivity: 99.0925 cm^3
• Polarizability: 39.16843 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R701110

RTI-113 is a 3-phenyltropane analogue that acts as a potent and selective dopamine uptake inhibitor. RTI-113 has been shown to reduce cocaine self-administration at high occupancy of dopamine transporter. Studies suggest that RTI-113 and its analogs may b

REFERENCES

• Dworkin, S. et al.: Synapse, 30, 49 (1998)
• Negus, S.S. et al.: Pharmacol. Biochem. Behav., 91, 333 (1998)
• Cook, C. et al.: Eur. J. Pharmacol., 442, 93 (1998)