Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H19NO4 |
Molecular Weight | 289.3264 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3)C(O)=O
InChI
InChIKey=GVGYEFKIHJTNQZ-RFQIPJPRSA-N
InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12+,13-,14+/m0/s1
Molecular Formula | C16H19NO4 |
Molecular Weight | 289.3264 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://thcclear.com/benzoylecgonine-guide/
Sources: https://thcclear.com/benzoylecgonine-guide/
Benzoylecgonine can be found in medical products as a topical muscle relaxer, anesthetic or to relieve muscle pain. It is also a metabolite that is created in the liver after drug use, in particular, the use of cocaine, making it the main compound tested for cocaine use during drug screenings. The legality of this compound is in the grey area. Cocaine is a schedule II drug, but the metabolite is not the drug, it’s a by-product of its use. So detection of actual use is impossible, as its already a metabolite. But the use of cocaine and cocaine based drugs like crack is detected, through this compound. Benzoylecgonine is formed in the liver by the metabolism of cocaine, catalysed by carboxylesterases, and subsequently excreted in the urine. It can be found in the urine for considerably longer than the cocaine itself which is generally cleared out within 5 days
Approval Year
PubMed
Title | Date | PubMed |
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Effects of benzoylecgonine on the behavior of suckling rats: a preliminary report. | 1992 Jan |
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Screening for stimulant use in adult emergency department seizure patients. | 2000 |
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Quantitation of cocaine, benzoylecgonine, cocaethylene, methylecgonine, and norcocaine in human hair by positive ion chemical ionization (PICI) gas chromatography-tandem mass spectrometry. | 2000 Oct |
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Preliminary studies of a fast screening method for cocaine and cocaine metabolites in urine using hollow fibre membrane solvent microextraction (HFMSME). | 2001 Aug |
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Hair testing for drugs of abuse: evaluation of external cocaine contamination and risk of false positives. | 2001 Dec 1 |
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Examination of postmortem fluids and tissues for the presence of methylecgonidine, ecgonidine, cocaine, and benzoylecgonine using solid-phase extraction and gas chromatography-mass spectrometry. | 2001 Jun |
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Comparison of ELISAs for opiates, methamphetamine, cocaine metabolite, benzodiazepines, phencyclidine, and cannabinoids in whole blood and urine. | 2001 Mar |
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Nicotine alters some of cocaine's subjective effects in the absence of physiological or pharmacokinetic changes. | 2001 May-Jun |
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The disposition of benzoylecgonine in maternal and fetal rats. | 2001 May-Jun |
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Urine analysis of laboratory personnel preparing cocaine training aids for a military working dog program. | 2001 Oct |
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Dextroamphetamine for cocaine-dependence treatment: a double-blind randomized clinical trial. | 2001 Oct |
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Elimination of cocaine by pregnant sheep following single or multiple exposures. | 2001 Oct |
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Effects of cocaine and its major metabolites on the HERG-encoded potassium channel. | 2001 Oct |
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Urine toxicology samples in cocaine treatment trials: how many need to be tested? | 2002 |
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Hair analysis for opiates, cocaine and metabolites. Evaluation of a method by interlaboratory comparison. | 2002 Aug 14 |
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The role of ketamine on plasma cocaine pharmacokinetics in rat. | 2002 Mar 24 |
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Determination of the highest no-effect dose (HNED) and of the elimination pattern for cocaine in horses. | 2002 Mar-Apr |
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An evaluation of the OnTrak Testcup-er on-site urine drug-testing device for drugs commonly encountered from emergency departments. | 2002 Oct |
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A pilot trial of piracetam and ginkgo biloba for the treatment of cocaine dependence. | 2003 Apr |
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The happy land homicides: 87 deaths due to smoke inhalation. | 2003 Jan |
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Amount of self-reported illicit drug use compared to quantitative hair test results in community-recruited young drug users in Amsterdam. | 2003 Jul |
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Cyclodextrin-modified micellar electrokinetic chromatography for the analysis of Esterom, a topical product consisting of hydrolyzed benzoylecgonine in propylene glycol. | 2003 Jun |
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Measuring outcome in cocaine clinical trials: a comparison of sweat patches with urine toxicology and participant self-report. | 2003 Mar |
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Comparison of meconium and neonatal hair analysis for detection of gestational exposure to drugs of abuse. | 2003 Mar |
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Occupational cocaine exposure of crime laboratory personnel preparing training aids for a military working dog program. | 2003 Oct |
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Cozart RapiScan Oral Fluid Drug Testing System: an evaluation of sensitivity, specificity, and efficiency for cocaine detection compared with ELISA and GC-MS following controlled cocaine administration. | 2003 Oct |
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Prediction of impairment from urine benzoylecgonine concentrations. | 2003 Sep |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12731652
For drug with each melanin subtype, a time course (5,15, 30, 60, and 90 min) was run to determine the amount of time required for binding equilibrium to be reached. Time course samples were run at concentrations of 2 nM for BENZOYLECGONINE.
Substance Class |
Chemical
Created
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5353I8I6YS
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PRIMARY | Merck Index |
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METABOLITE -> PARENT |
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Cocaine is a methyl ester of benzoylecgonine
(an alkaloid found in coca leaves or prepared by synthesis from ecgonine). as per INCB
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ACTIVE MOIETY |
MAJOR
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