204068-47-3

Basic information

• Product Name: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-ethyl-3-iodophenyl)-8-methyl-, methyl ester, (1R,2S,3S,5S)-
• CAS NO: 204068-47-3
• Molecular Formula: C18H24INO2
• Molecular Weight: 413.299
• Mol File: 204068-47-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-ethyl-3-iodophenyl)-8-methyl-, methyl ester, (1R,2S,3S,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-ethyl-3-iodophenyl)-8-methyl-, methyl ester, (1R,2S,3S,5S)-(204068-47-3)
• EPA Substance Registry System: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-ethyl-3-iodophenyl)-8-methyl-, methyl ester, (1R,2S,3S,5S)-(204068-47-3)

Safety Data

• Hazardous Substances Data: 204068-47-3(Hazardous Substances Data)

Upstream product

• 155337-52-3 RTI 83 
• 50373-10-9 methyl ecgonidine 
• 22873-28-5 p-ethylphenylmagnesium bromide 

Downstream Products

• 198990-83-9 2β-carbomethoxy-3β-(4'-ethyl-3'-iodophenyl)nortropane 
• 1026290-19-6 (1R,2S,3S,5S)-3-(4-Ethyl-3-iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2,8-dicarboxylic acid 2-methyl ester 8-(2,2,2-trichloro-ethyl) ester 

Relevant articles and documents

Synthesis of tropane and nortropane analogues with phenyl substitutions as serotonin transporter ligands

The effects of structural modifications of β-carboxymethoxy-3β-phenyl tropane analogues were evaluated on in vitro affinity to the dopamine (DAT) and serotonin (5-HTT) transporters in rat brain tissue. The introduction of a large alkyl group at the 4′-position of the phenyl ring, affording 2β-carbomethoxy-3β-(4′-alkylphenyl) tropane, diminished the affinity for the DAT whereas moderate 5-HTT affinity was obtained. The introduction of an iodine at the 3′-position of the 4′-alkylphenyl, affording 2β-carbomethoxy-3β-(3′-iodo-4′-alkylphenyl) tropane, and N-demethylation, affording 2β-carbomethoxy-3β-(3′-iodo-4′-alkylphenyl) nortropane, improved affinity and specificity for the 5-HTT. It could be assumed from these results that the combination of these three modifications of tropane structure yielded highly selective compounds for the 5-HTT. Of the new compounds synthesized, the most selective cocaine derivative, 2β-carbomethoxy-3β-(3′-iodo-4′-isopropylphenyl) nortropane (8d) labeled with iodine-123 or carbon-11, could be a potential ligand for exploration of the 5-HT transporter by SPET or PET. Copyright

Precursor synthesis, radiolabeling and PET examination in monkey of two radioligands for the serotonin transporter

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