Ethylbenzoylecgonine

Base Information

• Chemical Name: Ethylbenzoylecgonine
• CAS No.: 529-38-4
• Molecular Formula: C18H23 N O4
• Molecular Weight: 317.385
• Hs Code.: 2933990090
• Pharos Ligand ID: UC45BA4D285M
• Metabolomics Workbench ID: 49584
• ChEMBL ID: CHEMBL127457
• Mol file: 529-38-4.mol

Synonyms:Ethylbenzoylecgonine;Homocaine;CHEMBL127457;(-)-Cocaethylene fumarate;MLS002320699;[1R-(Exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylateacid;SMR001338845;8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, ethyl ester, [1R-(exo,exo)]-;DivK1c_000974;BDBM94624;HMS503C09;KBio1_000974;3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid ethyl ester;CHEBI:182818;cid_45479832;NINDS_000974;NMPOSNRHZIWLLL-UHFFFAOYSA-N;Thylbenzoylecgonine (cocaethylene);BDBM50035782;IDI1_000974;FT-0603189;Ethyl 3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;Ethyl 3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate #;ethyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;(E)-but-2-enedioate;ethyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylate;3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylic acid ethyl ester;fumarate;ethyl 8-methyl-3-(phenylcarbonyloxy)-8-azabicyclo[3.2.1]octane-4-carboxylate;(E)-2-butenedioate

Chemical Property of Ethylbenzoylecgonine

Chemical Property:

• Vapor Pressure: 6.8E-07mmHg at 25°C
• Melting Point: 1090C
• Refractive Index: 1.562
• Boiling Point: 408.8°Cat760mmHg
• PKA: 9.04±0.60(Predicted)
• Flash Point: 201°C
• PSA: 55.84000
• Density: 1.2g/cm³
• LogP: 2.19570
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 317.16270821
• Heavy Atom Count: 23
• Complexity: 446

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cocaethylene solution 1.0mg/mL in acetonitrile, ampule of 1mL, certified reference material ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,F
• Hazard Codes: T,Xn,F
• Statements: 25-36-20/21/22-11
• Safety Statements: 45-36/37-16-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1C2CCC(N2C)CC1OC(=O)C3=CC=CC=C3
• Uses: Homolog of Cocaine. Anesthetic (local). High-affinity ligand for dopamine transporter; a metabolite of Cocaine when alcohol is concommitently abused. Controlled substance Homolog of Cocaine (C633500). Anesthetic (local). High-affinity ligand for dopamine transporter; a metabolite of Cocaine when alcohol is concommitently abused. Controlled substance.

Technology Process of Ethylbenzoylecgonine

There total 5 articles about Ethylbenzoylecgonine 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: 72.0%

ethyl iodide (75-03-6) + benzylecgonine (519-09-5) → cocaethylene (529-38-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1080/00397919208019293

Reference yield: 60.0%

ethanol (64-17-5) + benzylecgonine (519-09-5) → cocaethylene (529-38-4)

Guidance literature:

benzylecgonine; With oxalyl dichloride; at 20 ℃; for 0.333333h;

ethanol; at 20 ℃; for 12h;

DOI:10.1107/S2053229617012852

Reference yield:

ethanol (64-17-5) → cocaethylene (529-38-4)

Guidance literature:

With hydrogenchloride; Erhitzen des Reaktionsprodukts mit Benzoylchlorid;

upstream raw materials:

ethanol

benzylecgonine

ethyl iodide

benzoyl chloride

Refernces

• 1、 Da Silva Maia, Angélica Faleiros,Martins, Felipe T.,Da Silva Neto, Leonardo,Alves, Rosemeire Brondi,De Fátim, Angelo. "Cocaethylene, the in vivo product of cocaine and ethanol, is a narcotic more potent than its precursors". . p. 780 - 783. Retrieved 2017.