306740-52-3

Basic information

• Product Name: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(3,4-dichlorophenyl)-8-methyl-, (1R,2S,3S,5S)-
• CAS NO: 306740-52-3
• Molecular Formula: C15H17Cl2NO2
• Molecular Weight: 314.211
• Mol File: 306740-52-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(3,4-dichlorophenyl)-8-methyl-, (1R,2S,3S,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(3,4-dichlorophenyl)-8-methyl-, (1R,2S,3S,5S)-(306740-52-3)
• EPA Substance Registry System: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(3,4-dichlorophenyl)-8-methyl-, (1R,2S,3S,5S)-(306740-52-3)

Safety Data

• Hazardous Substances Data: 306740-52-3(Hazardous Substances Data)

Upstream product

• 211046-98-9 O-1109 
• 168143-65-5 methyl (1R,5S)-8-methyl-3-(((trifluoromethyl)sulfonyl)oxy)-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate 
• 85506-18-9 (1R)-(-)-2-carbomethoxy-3-tropinone 
• 143965-99-5 dicholoropane 

Downstream Products

• 306740-59-0 N-[2-(3'-N'-propyl-(1''R)-3''β-(3,4-dichlorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-54-5 2β-carboxylic acid methoxymethylamide-3β-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 306740-55-6 2β-(1-propanoyl)-3β-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 306740-57-8 2β-(1-propanoyl)-3β-(3,4-dichlorophenyl)-8-azabicyclo[3.2.1]octane 
• 872460-75-8 3β-(3,4-dichlorophenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2β-carboxylic acid 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)ethyl ester 
• 872460-76-9 3β-(3,4-dichlorophenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2β-carboxylic acid 2-aminoethyl ester 

Relevant articles and documents

Rhodamine-labeled 2β-carbomethoxy-3β-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter

Novel fluorescent ligands were synthesized to identify a high-affinity probe that would enable visualization of the dopamine transporter (DAT) in living cells. Fluorescent tags were extended from the N- or 2-position of 2β-carbomethoxy-3β-(3,4-dichlorophenyl)tropane, using an ethylamino linker. The resulting 2-substituted (5) and N-substituted (9) rhodamine-labeled ligands provided the highest DAT binding affinities expressed in COS-7 cells (Ki = 27 and 18 nM, respectively) in the series. Visualization of the DAT with 5 and 9 was demonstrated by confocal fluorescence laser scanning microscopy in stably transfected HEK293 cells.

Intermediates for the synthesis of radiolabelled tropanes

The compounds of the present invention comprise a tropane compound or ligand that selectively binds to tropane recognition sites, e.g., neuron transporters such as that DAT. The tropane ligand is radiolabeled with a radioactive technetium or rhenium by a chelating ligand which is attached to the tropane ligand by a linker. Tropane compounds or ligands useful in the pratice of the present invention can generally be represented by formula II where R1 and R2 are defined as above and where R1 can also be substituted at the C4 position of the tropane ring: Any tropane compound of the general formula II is useful in the present invention so long as it binds to DAT. Useful tropane analogs have a 3α-group,i.e., are of the boat configuration. Intermediates for the synthesis of the radiolabeled tropanes are claimed.