Benzoylecgonine

Base Information

• Chemical Name: Benzoylecgonine
• CAS No.: 519-09-5
• Molecular Formula: C16H19NO4
• Molecular Weight: 289.331
• European Community (EC) Number: 208-263-5
• UNII: 5353I8I6YS
• DSSTox Substance ID: DTXSID7046758
• Nikkaji Number: J442.920F,J10.353E,J2.186.094H
• Wikipedia: Benzoylecgonine
• Wikidata: Q2499888
• Metabolomics Workbench ID: 56401
• ChEMBL ID: CHEMBL1231248
• Mol file: 519-09-5.mol

Synonyms:benzoyl ecgonine;benzoylecgonine;benzoylecgonine, (1R-(2-endo,3-exo))-isomer

Chemical Property of Benzoylecgonine

Chemical Property:

• Appearance/Colour: Crystalline Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 195 °C
• Refractive Index: 1.599
• Boiling Point: 442.439 °C at 760 mmHg
• PKA: pKa 11.80 (Uncertain)
• Flash Point: 221.38 °C
• PSA: 66.84000
• Density: 1.297 g/cm³
• LogP: 1.71720
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 289.13140809
• Heavy Atom Count: 21
• Complexity: 419

Purity/Quality:

99.0% ^*data from raw suppliers

Benzoylecgonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T；F
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25-25
• Safety Statements: 16-36/37-45-7

MSDS Files:

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC=CC=C3)C(=O)O
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3)C(=O)O
• Uses: A metabolite of Cocaine. Controlled substance

Technology Process of Benzoylecgonine

There total 38 articles about Benzoylecgonine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

RTI-128 (155748-84-8) → benzylecgonine (519-09-5)

Guidance literature:

With sodium nitrite; In acetic anhydride; acetic acid; 1.) 0 deg C, 16 h, 2.) room temperature, 8 h;

DOI:10.1021/jo980153t

Reference yield: 86.0%

(-)-cocaine hydrochloride (53-21-4) → benzylecgonine (519-09-5)

Guidance literature:

With ammonia; water;

Reference yield: 84.0%

Cocaine (50-36-2) → benzylecgonine (519-09-5)

Guidance literature:

With water; for 24h; Reflux;

upstream raw materials:

benzoic acid anhydride

ecgonine

Cocaine

(-)-cocaine hydrochloride

Downstream raw materials:

Cocaine

cocaethylene

RTI 13

ecgonine

Refernces

• 1、 Kimishima, Atsushi,Olson, Margaret E.,Natori, Yoshihiro,Janda, Kim D.. "Efficient Syntheses of Cocaine Vaccines and Their in Vivo Evaluation". supporting information. p. 411 - 416. Retrieved 2018/05/14.
• 2、 -. "DELIVERY OF ACTIVE PROTEINS TO THE CENTRAL NERVOUS SYSTEM USING PHAGE VECTORS". Page/Page column 37-38. . Retrieved 2008/06/13.