41889-45-6

Basic information

• Product Name: BENZOYL NORECGONINE
• Synonyms: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-, (1R,2R,3S,5S)-
• CAS NO: 41889-45-6
• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.3
• Product Categories: Chemical Structure;Drugs of Abuse;Drugs&Metabolites;EcgoninenForensic and Veterinary Standards;Neat Compounds;AlkaloidsAlphabetic;B;BA - BHDrugs of Abuse
• Mol File: 41889-45-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 242 °C (decomp)
• Boiling Point: 456.5°Cat760mmHg
• Flash Point: 229.9°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 3.98E-09mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: −20°C
• PKA: 3.46±0.40(Predicted)
• CAS DataBase Reference: BENZOYL NORECGONINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOYL NORECGONINE(41889-45-6)
• EPA Substance Registry System: BENZOYL NORECGONINE(41889-45-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-43
• Safety Statements: 22-26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 41889-45-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)/t10-,11+,12-,13+/m0/s1

Upstream product

• 519-09-5 benzylecgonine 
• 18717-72-1 (-)-norcocaine 

Relevant articles and documents

Nonenzymatic hydrolysis of cocaine via intramolecular acid catalysis

The spontaneous hydrolysis of the methyl-ester group of cocaine (1) in vivo contributes to the metabolic clearance of the drug in man. Neighboring- group participation by the tropane N-atom of cocaine in this hydrolysis was suggested by the normal stability of the methyl-ester groups of pseudococaine and N-acylnorcocaine. For cocaine, the relative rate of methyl-ester to benzoyl-ester hydrolysis was ca. 10:1 at pH ≤ 7.4, and, although absolute rates increased with increasing pH, their ratio collapsed at pH > pK(a) (8.6). These data are consistent with intramolecular acid catalysis of alkaline hydrolysis of the cocaine methyl-ester group under physiologic conditions.

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