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Merck

H162

Supelco

m-Hydroxybenzoylecgonine

analytical standard

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About This Item

Fórmula empírica (notación de Hill):
C16H19NO5
Número de CAS:
Peso molecular:
305.33
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

−20°C

SMILES string

CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c3cccc(O)c3)C(O)=O

InChI

1S/C16H19NO5/c1-17-10-5-6-12(17)14(15(19)20)13(8-10)22-16(21)9-3-2-4-11(18)7-9/h2-4,7,10,12-14,18H,5-6,8H2,1H3,(H,19,20)/t10-,12+,13-,14+/m0/s1

InChI key

XCJJCRPRQYXLRE-AHLTXXRQSA-N

General description

m-Hydroxybenzoylecgonine is a cocaine metabolite, which is commonly used as a potential biomarker for the determination of cocaine use.

Application

m-Hydroxybenzoylecgonine may be used as an analytical reference standard for the quantification of the analyte in biological samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Development and validation of a liquid chromatography?atmospheric pressure chemical ionization-tandem mass spectrometry method for simultaneous analysis of 10 amphetamine-, methamphetamine-and 3, 4-methylenedioxymethamphetamine-related (MDMA) analytes in human meconium
Kelly T, et al.
Journal of Chromatography. B, Biomedical Applications, 867(2), 194-204 (2008)
S Pichini et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 820(1), 151-156 (2005-05-04)
A high-performance liquid chromatography (HPLC)-mass spectrometry (MS) assay, already validated for opiates and cocaine in meconium, has been re-applied for determination of m- and p-hydroxybenzoylecgonine, using nalorphine as the internal standard. Methodology included an initial extraction from the matrix by
L M Iwamoto et al.
Drug metabolism and disposition: the biological fate of chemicals, 28(3), 335-338 (2000-02-19)
Recently, meta-hydroxybenzoylecgonine (m-OH BE) was identified by gas chromatography-mass spectroscopy during quantitative analysis for cocaine. Identification of m-OH BE in addition to the routinely identified benzoylecgonine by gas chromatography-mass spectroscopy confirmatory assays may increase detection of cocaine-exposed infants and decrease
B W Steele et al.
Journal of analytical toxicology, 17(6), 348-352 (1993-10-01)
Meconium has been reported to be a more suitable specimen than maternal or neonatal urine for detecting fetal exposure to cocaine. In a study comparing various immunoassays with gas chromatography/mass spectrometry (GC/MS), several unexplained discrepancies among the assays were noted.
M A elSohly et al.
Clinics in laboratory medicine, 18(4), 699-704 (1999-01-19)
m-Hydroxybenzoylecgonine (m-OH-BE) and d3-m- hydroxybenzoylecgonine (d3-m-OH-BE) have been synthesized, and a GC/MS procedure with d3-m-OH-BE as internal standard has been developed. Among 24 human urine specimens that were positive for BE, all of them have shown detectable levels of m-OH-BE

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