CAS 141807-57-0

8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride (1:1), (1R,2S,3S,5S)-

Description:

8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride (1:1), (1R,2S,3S,5S)- is a complex organic compound characterized by its bicyclic structure, which includes a nitrogen atom in the ring system, contributing to its classification as an azabicyclic compound. The presence of a carboxylic acid functional group indicates potential acidity and reactivity, while the phenyl ester moiety suggests it may exhibit properties typical of esters, such as volatility and solubility in organic solvents. The 4-chlorophenyl substituent introduces halogen functionality, which can influence the compound's biological activity and lipophilicity. The specific stereochemistry denoted by the (1R,2S,3S,5S) configuration indicates that the compound has defined chiral centers, which may affect its pharmacological properties and interactions with biological targets. As a hydrochloride salt, it is likely to be more soluble in water compared to its free base form, enhancing its potential for use in pharmaceutical applications. Overall, this compound's unique structural features suggest it may have significant biological activity, warranting further investigation.

Formula: C₂₁H₂₃Cl₂NO₂

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-;/m0./s1

InChI key: InChIKey=UVNAYBAOZUMARC-TVEJVZOKSA-N

SMILES: C(OC1=CC=CC=C1)(=O)[C@H]2[C@H](C[C@]3(N(C)[C@@]2(CC3)[H])[H])C4=CC=C(Cl)C=C4.Cl

Synonyms:

• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride (1:1), (1R,2S,3S,5S)-
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride, (1R,2S,3S,5S)-
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid,3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride, [1R-(exo,exo)]-
• 8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(4-chlorophenyl)-8-methyl-, phenyl ester, hydrochloride, (1R,2S,3S,5S)-(9CI)
• Rti 113
• Rti 4229-113
• Rti113
• (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

Controlled Product

CAS: 141807-57-0

Applications 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 be useful tools for developing potential agonist therapies for cocaine dependence.
References Dworkin, S. et al.: Synapse, 30, 49 (1998); Negus, S.S. et al.: Pharmacol. Biochem. Behav., 91, 333 (2009); Cook, C. et al.: Eur. J. Pharmacol., 442, 93 (2002);

Formula: C₂₁H₂₂ClNO₂·ClH

Color and Shape: Neat

Molecular weight: 392.32

Ref: TR-R701110