50370-59-7

Basic information

• Product Name: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-methyl-, methyl ester, (1S,2R,3R,5R)-
• CAS NO: 50370-59-7
• Molecular Formula: C16H20FNO2
• Molecular Weight: 277.339
• Mol File: 50370-59-7.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-methyl-, methyl ester, (1S,2R,3R,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-methyl-, methyl ester, (1S,2R,3R,5R)-(50370-59-7)
• EPA Substance Registry System: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-methyl-, methyl ester, (1S,2R,3R,5R)-(50370-59-7)

Safety Data

• Hazardous Substances Data: 50370-59-7(Hazardous Substances Data)

Upstream product

• 352-13-6 4-flourophenylmagnesium bromide 
• 50373-10-9 methyl ecgonidine 
• 168143-68-8 O-1104 
• 85506-18-9 (1R)-(-)-2-carbomethoxy-3-tropinone 
• 168143-65-5 methyl (1R,5S)-8-methyl-3-(((trifluoromethyl)sulfonyl)oxy)-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate 
• 50-36-2 Cocaine 
• 484-93-5 ecgonidine 
• 481-37-8 ecgonine 
• 53757-87-2 (1R,2S,5R)-8-Methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 5796-31-6 ecgonine hydrochloride 
• 53-21-4 (-)-cocaine hydrochloride 
• 50373-10-9 (1S)-anhydroecgonine methyl ester 
• 201472-98-2 (1S)-N-methyl-2-carbomethoxy-3-{[(trifluoromethyl)sulfonyl]oxy}-8-azabicyclo[3.2.1]-2-octene 
• 201472-99-3 (1S)-N-methyl-2-carbomethoxy-3-(4-fluorophenyl)-8-azabicyclo[3.2.1]-2-octene 

Downstream Products

• 127648-30-0 2β-carbomethoxy-3β-(4-fluorophenyl)-8-azabicyclo[3.2.1]octane 
• 303733-95-1 N-(2,2,2-trichloroethylcarbamoyl)-2β-carbomethoxy-3β-(4'-fluorophenyl)nortropane 
• 150583-22-5 RTI 100 
• 201472-83-5 (1S)-2β-hydroxymethyl-3β-(4-fluorophenyl)tropane 
• 50370-57-5 O-1492 
• 53898-64-9 2β-carboxy-3β-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 850888-41-4 (1R)-2β-hydroxymethyl-3β-(4-fluorophenyl)-8-(4-methyl benzenesulfonyl)tropane 
• 850888-40-3 (1R)-2β-carbomethoxy-3β-(4-fluorophenyl)-8-(4-methyl benzenesulfonyl)tropane 
• 850888-42-5 (1R)-2β-[(3,4-methylenedioxy)phenoxy]methyl-3β-(4-fluorophenyl)-8-(4-methyl benzenesulfonyl)tropane 
• 189949-98-2 (1R,2S,3S,5S)-3-(4-Fluoro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carbonyl chloride 
• 162809-70-3 2β-(1-propanoyl)-3β-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 306740-56-7 2β-(1-propanoyl)-3β-(4-fluorophenyl)-8-azabicyclo[3.2.1]octane 
• 306740-53-4 2β-carboxylic acid methoxymethylamide-3β-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 306740-58-9 N-[2-(3'-N'-propyl-(1''R)-3''β-(4-fluorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 

Relevant articles and documents

Copper-mediated nucleophilic radiofluorination of [18F]β-CFT for positron emission tomography imaging of dopamine transporter

[18F]β-CFT is a positron emission tomography (PET) ligand for imaging of dopamine transporter. It was proved to be a sensitive PET marker to detect presynaptic dopaminergic hypofunction in Parkinson's disease. In recent years, copper-mediated 18F-fluorination of aryl boronic esters has been successful in some molecules containing aromatic groups. In this study, we describe the novel synthetic strategy of [18F]β-CFT by copper-mediated nucleophilic radiofluorination with pinacol-derived aryl boronic esters upon reaction with [18F]KF/K222 and Cu (OTf)2(py)4. The radiolabeling protocol was optimized with [18F]fluoride elution method and amount of copper catalyst used. [18F]β-CFT is obtained from boronic ester precursors in 2.2% to 10.6% non-isolated radiochemical yield (RCY). Purified [18F]β-CFT with >99% radiochemical purity (RCP) and high molar activity was obtained in validation runs. The radiolabeling procedure is straightforward and can easily be adapted for clinical use.

Synthesis and monoamine uptake inhibition of conformationally constrained 2β-carbomethoxy-3β-phenyl tropanes

A series of 2β-carbomethoxy-3β-phenyl tropanes with conformationally constrained nitrogen substituents were synthesized as potential selective dopamine transporter ligands. These novel compounds were examined for their monoamine uptake inhibition potency at the human dopamine transporter (hDAT), the human serotonin transporter (hSERT) and the human noradrenalin transporter (hNET), stably expressed in human embryonic kidney cells (HEK). A SAR-study was conducted to determine the contribution of extended, 4-fluorinated, conformationally constrained C4 chains at the tropane nitrogen to human monoamine transporter affinity and selectivity. The Royal Society of Chemistry 2009.

Tropane derivatives and method for their synthesis

A compound of formula (I) wherein R1-R6have any of the values defined in the specification are described, as well as pharmaceutical compositions comprising a compound of formula (I), and methods for preparing and using compounds of f