484-93-5

Basic information

• Product Name: ecgonidine
• Synonyms: anhydroecgonine
• CAS NO: 484-93-5
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 153.1784
• EINECS: 207-610-8
• Mol File: 484-93-5.mol
• Article Data: 6

Chemical Properties

• Refractive Index: 1.556
• CAS DataBase Reference: ecgonidine(CAS DataBase Reference)
• NIST Chemistry Reference: ecgonidine(484-93-5)
• EPA Substance Registry System: ecgonidine(484-93-5)

Safety Data

• Hazardous Substances Data: 484-93-5(Hazardous Substances Data)

Usage

General Description

Ecgonidine is a chemical compound that is a metabolite of cocaine, which is formed when cocaine undergoes metabolism in the body. It is a minor metabolite and is a de-esterified and dehydrogenated form of ecgonine, which is the primary metabolite of cocaine. Ecgonidine has been identified as a potential biomarker for cocaine use, as its presence in urine or blood samples may indicate recent or past cocaine consumption. Additionally, ecgonidine has been studied for its potential role in the pharmacological effects of cocaine and its interaction with the central nervous system, although its specific mechanism of action and effects are not fully understood.

Upstream product

• 50-36-2 Cocaine 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 481-37-8 (+/-)-pseudoecgonine 
• 21297-55-2 cyclohepta-1,3,6-trienecarboxylic acid 
• 74-89-5 methylamine 
• 50373-10-9 methyl ecgonidine 
• 85506-18-9 (1R)-(-)-2-carbomethoxy-3-tropinone 
• 519-09-5 benzylecgonine 
• 7664-93-9 sulfuric acid 
• 481-37-8 ecgonine 
• 53-21-4 (-)-cocaine hydrochloride 
• 65-85-0 benzoic acid 
• 478-73-9 (+)-pseudococaine 

Downstream Products

• 110-86-1 pyridine 
• 74-87-3 methylene chloride 
• 529-18-0 Tropidin 
• 74-89-5 methylamine 
• 56620-28-1 (5S)-8-methyl-8-azabicyclo[3.2.1]octan-2-one 
• 130342-80-2 2β-carbomethoxy-3β-(4-chlorophenyl)tropane 
• 173830-21-2 2α-carbomethoxy-3β-(4'-chlorophenyl)tropane 
• 1610603-78-5 C₃₂H₃₈Cl₂N₂O₄ 
• 1610603-79-6 2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-bromoethyl)nortropane 
• 1384179-25-2 2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-chloroethyl)nortropane 
• 1009837-90-4 2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-tosyloxyethyl)nortropane 
• 281667-94-5 FECNT 
• 900146-74-9 2β-carbomethoxy-3β-(4-chlorophenyl)-8-(2-mesyloxyethyl)nortropane 
• 143965-99-5 dicholoropane 

Relevant articles and documents

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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 11C-Radiolabelling of a Tropane Derivative Lacking the 2β Ester Group: A Potential PET-Tracer for the Dopamine Transporter

The synthesis and 11C-radiolabelling of a new tropane analogue, 3β-(4'-chlorophenyl)-2β-(3'-phenylisoxazol-5'-yl)tropane (β-CPPIT), an inhibitor of the dopamine transporter, is reported. The desmethyl compound, 3β-(4'-chlorophenyl)-2β-(3'-phenylisoxazol-5'-yl)nortropane (5) was prepared via a six-step reaction sequence starting from cocaine. [11C]-β-CPPIT was labelled by N-methylation using [11C]-methyl iodide obtained from the gas phase reaction of [11C]-methane with iodine in 60 +/- 10 percent radiochemical yield (decay corrected from [11C]-methyl iodide). The overall synthesis time was on average 60 minutes at EOB (end of bombardment). The final product had a specific activity of 2000 - 2700 Ci/mmol (74 - 100 TBq/mmol) at EOS (end of synthesis) and the radiochemical purity was greater than 99 percent. [11C]-β-CPPIT showed a logP value of 2.1 indicating that a free diffusion through the blood-brain-barrier should be possible.