(2S,3S)-3-(4-chlorophenyl)-8-methyl-2-[3-(4-methylphenyl)-1,2-oxazol-5-yl]-8-azabicyclo[3.2.1]octane hydrochloride

• ChemBase ID: 177637
• Molecular Formular: C24H26Cl2N2O
• Molecular Mass: 429.38204
• Monoisotopic Mass: 428.14221882
• SMILES: Cl.C12CCC(N1C)[C@H]([C@H](C2)c1ccc(cc1)Cl)c1cc(no1)c1ccc(cc1)C
• Canonical SMILES: Cc1ccc(cc1)c1noc(c1)[C@@H]1C2CCC(N2C)C[C@@H]1c1ccc(cc1)Cl.Cl
• InChI: InChI=1S/C24H25ClN2O.ClH/c1-15-3-5-17(6-4-15)21-14-23(28-26-21)24-20(16-7-9-18(25)10-8-16)13-19-11-12-22(24)27(19)2;/h3-10,14,19-20,22,24H,11-13H2,1-2H3;1H/t19?,20-,22?,24+;/m1./s1
• InChIKey: IZMZEMAKFSYLMD-KHQMHLGISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3-(4-chlorophenyl)-8-methyl-2-[3-(4-methylphenyl)-1,2-oxazol-5-yl]-8-azabicyclo[3.2.1]octane hydrochloride
• IUPAC Traditional name: (2S,3S)-3-(4-chlorophenyl)-8-methyl-2-[3-(4-methylphenyl)-1,2-oxazol-5-yl]-8-azabicyclo[3.2.1]octane hydrochloride
• Synonyms: (1R,2S,3S,5S)-3-(4-Chlorophenyl)-8-(methyl-d3)-2-[3-(4-methylphenyl)-5-isoxazolyl]-8-azabicyclo[3.2.1]octane Hydrochloride; [1R-(exo,exo)]-3-(4-Chlorophenyl)-8-(methyl-d3)-2-[3-(4-methylphenyl)-5-isoxazolyl]-8-azabicyclo[3.2.1]octane Hydrochloride; RTI 336-d3; RTI 4229-336-d3; RTI-336-d3

Database IDs

• PubChem SID: 164233547
• PubChem CID: 44560492

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4085183
• LogD (pH = 7.4): 3.6527843
• Log P: 5.806205
• Molar Refractivity: 114.2066 cm^3
• Polarizability: 45.146076 Å^3
• Polar Surface Area: 29.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R701252

Labelled RTI-336. RTI-336 is a a phenyltropane cocaine analog that acts selective dopamine reuptake inhibitor. RTI-336 binds to the dopamine transporter with around 20 times the affinity of cocaine but produces relatively mild stimulant effects. RTI-336 i

REFERENCES

• Carroll, F.I. et al.: AAPS J., 8, E196 (2006)
• Czoty, P.W. et al.: Pharmacol. Biochem. Behav., 96, 274 (2006)
• Carroll, F. et al.: Eur. J. Pharmacol., 553, 149 (2006)