155509-47-0

Upstream product

• 481-37-8 ecgonine 
• 53-21-4 (-)-cocaine hydrochloride 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 130342-80-2 2β-carbomethoxy-3β-(4-chlorophenyl)tropane 
• 17341-93-4 2,2,2-Trichloroethyl chloroformate 
• 50373-10-9 methyl ecgonidine 

Downstream Products

• 281667-94-5 FECNT 
• 1610603-78-5 C₃₂H₃₈Cl₂N₂O₄ 
• 155509-48-1 N-propyn-1-yl-2β-carbomethoxy-3β-(4-chlorophenyl)tropane 
• 251538-84-8 (1R,2S,3S,5S)-3-(4-Chloro-phenyl)-8-ethoxycarbonylmethyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 190326-85-3 (1S,3S,4S,8R)-3-(4-Chloro-phenyl)-7-aza-tricyclo[5.3.0.0^4,8]decan-5-one 
• 146725-33-9 O 374 

Relevant academic research and scientific papers

Synthesis of novel halo and tosyloxy nortropane derivatives as efficient precursors for the one-step synthesis of the dopamine transporter PET ligand [18F]FECNT

The fluorine-18 labeled nortropane derivative 2β-carbomethoxy-3β- (4-chlorophenyl)-8-(2-fluoroethyl)-nortropane (FECNT) is a dopamine transporter (DAT) ligand. Currently, it is considered as reference for positron emission tomography imaging. Herein, the synthesis of novel precursors (N-tosyloxy-, chloro-, and bromo- analogues) for one-step radiosynthesis of [ 18F]FECNT is reported. Using the N-mesyloxy- precursor in a one-step radiosynthesis, the crude [18F]FECNT was obtained with the radiolabeling yield of 45 ± 10%, confirming the practical efficiency of this approach in the design of novel precursors for labeling. Copyright

Synthesis and monoamine transporter affinity of front bridged tricyclic 3β-(4′-halo or 4′-methyl)phenyltropanes bearing methylene or carbomethoxymethylene on the bridge to the 2β-position

A series of front bridged tricyclic 3β-(4′-halo or 4′-methyl)phenyltropanes bearing methylene or carbomethoxymethylene on the bridge to the 2β-position was synthesized, and their binding affinities were determined in cells transfected to express human nor

Synthesis and characterization of radioiodinated N-(3-iodopropen-1-yl)- 2β-carbomethoxy-3β-(4-chlorophenyl)tropanes: Potential dopamine reuptake site imaging agents

Methods have been developed for the preparation of radioiodinated N- substituted 2β-carbomethoxy-3β-(4-chlorophenyl)tropanes. The syntheses, physical properties, radiolabeling, and characterization of the pharmacological properties of N-(3(Z)-iodopropen-1-yl)-2β-carbomethoxy-3β- (4-chlorophenyl)tropane (12) and N-(3(E)-iodopropen-1-yl)-2β-carbomethoxy- 3β-(4-chlorophenyl)tropane (13) are described. 2β-Carbomethoxy-3β-(p- substituted-phenyl)tropanes are potent ligands for the dopamine transporter. The radioiodinated derivatives are of interest because of the high uptake and prolonged striatal retention that may result from specific binding to low- capacity, high-affinity, dopamine reuptake sites. Radioiodine was introduced into the 3Z and 3E-position of N-(3-iodopropen-1-yl)-2β-carbomethoxy-3β- (4-chlorophenyl)tropane by iododemetalation of the corresponding 3-(tri-n- butylstannyl) derivatives. Competition binding data of various dopamine reuptake ligands with rat striatal tissue preparation for either [125I]- 12 or [125I]-13 exhibited the following order of potency: E-13 > Z-12 > GBR 12909 >> mazindol >>> (-)-cocaine. Tissue distribution studies in rats showed that the E-13 was the best analogue. E-13 showed high striatal uptake (60 min, 1.23% dose/g; 120 min, 0.61% dose/g) and high striatal to cerebellum ratios (60 min, 15.9/1; 120 min, 16.5/1). These studies indicate that iodine- 123-labeled E-13 is a potentially useful agent for imaging the dopamine reuptake sites by single-photon-emission computerized tomography.