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

• ChemBase ID: 177630
• Molecular Formular: C17H23Cl2NO2
• Molecular Mass: 344.27602
• Monoisotopic Mass: 343.11058434
• SMILES: Cl.[C@@H]12CC[C@@H](N1C)[C@H]([C@H](C2)c1cc(c(cc1)Cl)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1c1ccc(c(c1)C)Cl.Cl
• InChI: InChI=1S/C17H22ClNO2.ClH/c1-10-8-11(4-6-14(10)18)13-9-12-5-7-15(19(12)2)16(13)17(20)21-3;/h4,6,8,12-13,15-16H,5,7,9H2,1-3H3;1H/t12-,13+,15+,16-;/m0./s1
• InChIKey: LQPCABVKUZFZCC-DRADZWDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,3S,5S)-3-(4-chloro-3-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: methyl (1R,2S,3S,5S)-3-(4-chloro-3-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: (1R,2S,3S,5S)-3-(4-Chloro-3-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester Hydrochloride; [1R-(exo,exo)]-3-(4-Chloro-3-methylphenyl)-8-methyl-8-Azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester Hydrochloride; RTI 4229-112; RTI-112

Database IDs

• CAS Number: 150653-92-2
• PubChem SID: 164233540
• PubChem CID: 71752123

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.34150016
• LogD (pH = 7.4): 1.8336453
• Log P: 3.6287024
• Molar Refractivity: 84.3561 cm^3
• Polarizability: 33.202744 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R701105

RTI-112 is a synthetic stimulant and cocaine analog belonging to the phenyltropane group. RTI-112 acts as a non-selective serotonin-norepinephrine-dopamine reuptake inhibitor (SNRDI) with similar selectivty to cocaine.

REFERENCES

• Negus, S.S. et al.: Pharmacol. Biochem. Behav., 91, 333 (2009)
• Kimmel, H. et al.: Pharmacol. Biochem. Behav., 86, 458 (2009)
• Lindsey, K. P. et al.: J. Pharmacol. Exp. Therap., 309, 959 (2009)