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
COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1OC(=O)C3=CC=CC=C3)N2
InChI
InChIKey=AYDBLCSLKNTEJL-RFQIPJPRSA-N
InChI=1S/C16H19NO4/c1-20-16(19)14-12-8-7-11(17-12)9-13(14)21-15(18)10-5-3-2-4-6-10/h2-6,11-14,17H,7-9H2,1H3/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 |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Development and validation of a gas chromatography/ion trap-mass spectrometry method for simultaneous quantification of cocaine and its metabolites benzoylecgonine and norcocaine: application to the study of cocaine metabolism in human primary cultured renal cells. | 2010-11-15 |
|
| Clinical physiology and mechanism of dizocilpine (MK-801): electron transfer, radicals, redox metabolites and bioactivity. | 2010-08-19 |
|
| Hair analysis for cocaine continues to be a valuable tool in forensic and clinical toxicology. | 2010-07-29 |
|
| Sensitive method for detection of cocaine and associated analytes by liquid chromatography-tandem mass spectrometry in urine. | 2009-10 |
|
| Cocaine modulates locomotion behavior in C. elegans. | 2009-06-17 |
|
| Simultaneous ultra-high-pressure liquid chromatography-tandem mass spectrometry determination of amphetamine and amphetamine-like stimulants, cocaine and its metabolites, and a cannabis metabolite in surface water and urban wastewater. | 2009-04-10 |
|
| A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy. | 2009-04 |
|
| Determination of cocaine and its metabolites using cation-selective exhaustive injection and sweeping-MEKC. | 2008-11 |
|
| A mechanism for the inhibition of neural progenitor cell proliferation by cocaine. | 2008-06-10 |
|
| Application of discriminant analysis to differentiate between incorporation of cocaine and its congeners into hair and contamination. | 2008-03-21 |
|
| Determination of cocaine, benzoylecgonine, cocaethylene and norcocaine in human hair using solid-phase extraction and liquid chromatography with tandem mass spectrometric detection. | 2007-11-15 |
|
| Bioanalytical procedures for determination of drugs of abuse in blood. | 2007-08 |
|
| Quantitative analysis of cocaine and its metabolites in whole blood and urine by high-performance liquid chromatography coupled with tandem mass spectrometry. | 2007-06-01 |
|
| Cocaine profiling for strategic intelligence purposes, a cross-border project between France and Switzerland. Part I. Optimisation and harmonisation of the profiling method. | 2007-04-11 |
|
| Application of a pyroprobe to simulate smoking and metabolic degradation of abused drugs through analytical pyrolysis. | 2007-03 |
|
| Therapeutic options and challenges for substances of abuse. | 2007 |
|
| Major and minor metabolites of cocaine in human plasma following controlled subcutaneous cocaine administration. | 2006-10 |
|
| External contamination of hair with cocaine: evaluation of external cocaine contamination and development of performance-testing materials. | 2006-10 |
|
| Determination of anatoxin-a in environmental water samples by solid-phase microextraction and gas chromatography-mass spectrometry. | 2006-08 |
|
| Validation of a method to detect cocaine and its metabolites in nails by gas chromatography-mass spectrometry. | 2006-06-02 |
|
| Simultaneous quantification of methamphetamine, cocaine, codeine, and metabolites in skin by positive chemical ionization gas chromatography-mass spectrometry. | 2006-04-03 |
|
| Simultaneous analyses of cocaine, cocaethylene, and their possible metabolic and pyrolytic products. | 2006-02-10 |
|
| Estrogen and progesterone affect cocaine pharmacokinetics in female rats. | 2006-01-30 |
|
| The quantitative analysis of heroin, methadone and their metabolites and the simultaneous detection of cocaine, acetylcodeine and their metabolites in human plasma by high-performance liquid chromatography coupled with tandem mass spectrometry. | 2005-09-25 |
|
| Dose-related distribution of codeine, cocaine, and metabolites into human hair following controlled oral codeine and subcutaneous cocaine administration. | 2005-05 |
|
| Gender differences in cocaine pharmacokinetics in CF-1 mice. | 2005-01-15 |
|
| Plasma butyrylcholinesterase activity protects against cocaine hepatotoxicity in female mice. | 2005 |
|
| Role of oxidative metabolites of cocaine in toxicity and addiction: oxidative stress and electron transfer. | 2005 |
|
| Levels of cocaine and its metabolites in washed hair of demonstrated cocaine users and workplace subjects. | 2004-10-29 |
|
| Effect of ketamine pretreatment on cocaine-mediated hepatotoxicity in rats. | 2004-09-25 |
|
| A fatal overdose of cocaine associated with coingestion of marijuana, buprenorphine, and fluoxetine. Body fluid and tissue distribution of cocaine and its metabolites determined by hydrophilic interaction chromatography-mass spectrometry(HILIC-MS). | 2004-09 |
|
| Determination of cocaine, its metabolites, pyrolysis products, and ethanol adducts in postmortem fluids and tissues using Zymark automated solid-phase extraction and gas chromatography-mass spectrometry. | 2004-07-05 |
|
| Sex differences in cocaine-induced behavioral responses, pharmacokinetics, and monoamine levels. | 2004-04 |
|
| Ecgonine methyl ester protects against cocaine lethality in mice. | 2004 |
|
| Effect of ketamine on cocaine-induced immunotoxicity in rats. | 2003-10-14 |
|
| Urine testing for cocaine abuse: metabolic and excretion patterns following different routes of administration and methods for detection of false-negative results. | 2003-10 |
|
| Detection and time course of cocaine N-oxide and other cocaine metabolites in human plasma by liquid chromatography/tandem mass spectrometry. | 2003-08-15 |
|
| Immunomodulation by cocaine and ketamine in postnatal rats. | 2003-06-03 |
|
| Immunosuppression and oxidative stress induced by acute and chronic exposure to cocaine in rat. | 2003-04 |
|
| Studies on metabolic pathways of cocaine and its metabolites using microsome preparations from rat organs. | 2003-03 |
|
| Reduction of tissue concentration of cocaine in rat by ketamine. | 2003-02-14 |
|
| Anti-cocaine vaccines: antibody protection against relapse. | 2003-02 |
|
| Toxic cocaine- and convulsant-induced modification of forced swimming behaviors and their interaction with ethanol: comparison with immobilization stress. | 2002-11-09 |
|
| Detection of cocaine analytes and opiates in nails from postmortem cases. | 2002-10 |
|
| Development and validation of a high-performance liquid chromatography method for the determination of cocaine, its metabolites and ketamine. | 2002-03-29 |
|
| Determination of the highest no-effect dose (HNED) and of the elimination pattern for cocaine in horses. | 2002-03-29 |
|
| The role of ketamine on plasma cocaine pharmacokinetics in rat. | 2002-03-24 |
|
| Lack of association between CYP2A5 induction and apoptosis in mouse primary hepatocytes. | 2002-02-01 |
|
| Human liver carboxylesterase hCE-1: binding specificity for cocaine, heroin, and their metabolites and analogs. | 1997-09 |
|
| Lethal toxicity from equimolar infusions of cocaine and cocaine metabolites in conscious and anesthetized rats. | 1995-11 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:00:32 GMT 2025
by
admin
on
Mon Mar 31 18:00:32 GMT 2025
|
| Record UNII |
3SL7BR2M1E
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| Record Status |
Validated (UNII)
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| Record Version |
|
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Download
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Common Name | English | ||
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Preferred Name | English | ||
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| Code System | Code | Type | Description | ||
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NORCOCAINE
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3SL7BR2M1E
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C008671
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18717-72-1
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644007
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DTXSID80912319
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admin on Mon Mar 31 18:00:32 GMT 2025 , Edited by admin on Mon Mar 31 18:00:32 GMT 2025
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PRIMARY |