521-67-5

Basic information

• Product Name: cinnamoylcocaine
• Synonyms: 8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 8-methyl-3-[(1-oxo-3-phenyl-2-propenyl)oxy]-, methyl ester,(1R,2R,3S,5S)- (9CI); 8-Azabicyclo[3.2.1]octane-2-carboxylic acid,8-methyl-3-[(1-oxo-3-phenyl-2-propenyl)oxy]-, methyl ester, [1R-(exo,exo)]-;Ecgonine, methyl ester, cinnamate (6CI,7CI); Ecgonine, methyl ester, cinnamate(ester) (8CI); Cinnamic acid, ester with ecgonine methyl ester (8CI);Cinnamoylcocaine; Cinnamoylecgonine methyl ester; Cinnamylcocaine; Ecgoninecinnamate methyl ester
• CAS NO: 521-67-5
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.39
• Mol File: 521-67-5.mol
• Article Data: 0

Chemical Properties

• Melting Point: 121°
• Boiling Point: 437.8°Cat760mmHg
• Flash Point: 218.5°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 7.29E-08mmHg at 25°C
• Refractive Index: 1.573
• PKA: 8.76±0.60(Predicted)
• CAS DataBase Reference: cinnamoylcocaine(CAS DataBase Reference)
• NIST Chemistry Reference: cinnamoylcocaine(521-67-5)
• EPA Substance Registry System: cinnamoylcocaine(521-67-5)

Safety Data

• Hazardous Substances Data: 521-67-5(Hazardous Substances Data)

Usage

General Description

Cinnamoylcocaine is a tropane alkaloid found in trace amounts in the leaves of the coca plant, Erythroxylum coca. It is chemically classified as a phenyltropane, a broad category that also includes many substances which are potential substitutes for cocaine. Cinnamoylcocaine is structurally similar to cocaine but less potent due to the presence of a cinnamoyl moiety on its nitrogen atom. Despite its lower potency compared to cocaine, the study of such coca alkaloids is vital for our understanding of the pharmacological and toxicological aspects of cocaine addiction and abuse.

InChI:InChI=1/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/b11-8+/t14-,15+,16-,18+/m0/s1

Upstream product

• 102-92-1 cinnamoyl chloride