methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride

• ChemBase ID: 177488
• Molecular Formular: C16H21ClINO2
• Molecular Mass: 421.70091
• Monoisotopic Mass: 421.0305546
• SMILES: Cl.[C@@H]12CC[C@@H](N1C)[C@H]([C@H](C2)c1ccc(cc1)I)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1c1ccc(cc1)I.Cl
• InChI: InChI=1S/C16H20INO2.ClH/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10;/h3-6,12-15H,7-9H2,1-2H3;1H/t12-,13+,14+,15-;/m0./s1
• InChIKey: FGRGHXZCDYBEJE-PEVLCXCCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: (1R,2S,3S,5S)-3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester Hydrochloride; [1R-(exo,exo)]-3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester Hydrochloride; RTI 4229-98 Hydrochloride; β-CIT Hydrochloride; RTI-55 Hydrochloride

Database IDs

• CAS Number: 141899-24-3
• PubChem SID: 164233398
• PubChem CID: 71752052

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.15164743
• LogD (pH = 7.4): 1.641816
• Log P: 3.4401808
• Molar Refractivity: 87.8726 cm^3
• Polarizability: 34.636784 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R701010

RTI-55 is a semi-synthetic alkaloid that is a cocaine analogue belonging to the phenyltropane group. RTI-55 acts as a dopamine reuptake inhibitor (DRI) with siginificant abuse potential. RTI-55 is used to assess the rate of dopamine neuron degradation in

REFERENCES

• Fujita, M. et al.: J. Chem. Neuroanat., 7, 13 (1994)
• Elmer, G.I. et al.: Pharmacol. Biochem. Behav., 53, 911 (1994)
• Coulter, C.L. et al.: Brain Res., 690, 217 (1994)