CAS 521-67-5

Cinnamoylcocaine

Description:

Cinnamoylcocaine, with the CAS number 521-67-5, is a chemical compound that belongs to the class of tropane alkaloids. It is derived from cocaine, featuring a cinnamoyl group attached to the nitrogen atom of the tropane ring. This modification alters its pharmacological properties compared to its parent compound. Cinnamoylcocaine exhibits local anesthetic effects, similar to cocaine, but with potentially different potency and duration of action. The compound is typically characterized by its crystalline structure and specific melting point, which can vary based on purity and environmental conditions. It is important to note that cinnamoylcocaine, like other alkaloids, may have psychoactive effects and is subject to regulatory scrutiny in many jurisdictions. Its synthesis and use are primarily of interest in medicinal chemistry and pharmacology, where it may be studied for its potential therapeutic applications or as a precursor in the synthesis of other compounds. As with all chemical substances, handling and usage should adhere to safety guidelines and legal regulations.

Formula: C₁₉H₂₃NO₄

InChI: InChI=1S/C19H23NO4/c1-20-14-9-10-15(20)18(19(22)23-2)16(12-14)24-17(21)11-8-13-6-4-3-5-7-13/h3-8,11,14-16,18H,9-10,12H2,1-2H3/t14-,15+,16-,18+/m0/s1

InChI key: InChIKey=MQIXMJWNEKUAOZ-UIBIWLFHSA-N

SMILES: C(OC)(=O)[C@@H]1[C@@]2(N(C)[C@@](CC2)(C[C@@H]1OC(C=CC3=CC=CC=C3)=O)[H])[H]

Synonyms:

• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 8-methyl-3-[(1-oxo-3-phenyl-2-propen-1-yl)oxy]-, methyl ester, (1R,2R,3S,5S)-
• Ecgonine, methyl ester, cinnamate
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 8-methyl-3-[(1-oxo-3-phenyl-2-propenyl)oxy]-, methyl ester, [1R-(exo,exo)]-
• 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 8-methyl-3-[(1-oxo-3-phenyl-2-propenyl)oxy]-, methyl ester, (1R,2R,3S,5S)-
• Ecgonine, methyl ester, cinnamate (ester)

Cinnamoylcocaine

Controlled Product

CAS: 521-67-5

Applications Cinnamoylcocaine is an impurity present in illicit Cocaine. Cocaine (C633500) is a stimulant which inhibits the dopamine, norepinephrine, and serotonin transporters.
References Zhang, J., Foltz, R.: J. Anal. Toxicol., 14, 201 (1990); Blakely, R.D., et al.: Curr. Opin. Neurobiol., 10, 328 (2000); Cowell, R. M., et al.: Eur. J. Pharmacol., 389, 59 (2000); Fleckenstein, A.E., Eur. J. Pharmacol., 406, 1 (2000); Torres, G.E., et al.: Nat. Rev. Neurosci., 4, 13 (2003);

Formula: C₁₉H₂₃NO₄

Color and Shape: Neat

Molecular weight: 329.39

Ref: TR-C596200

Cinnamoylcocaine

Controlled Product

CAS: 521-67-5

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Formula: C₁₉H₂₃NO₄

Purity: Min. 95%

Molecular weight: 329.4 g/mol

Ref: 3D-AAA52167