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MilliporeSigma

51621

Supelco

Cocaine hydrochloride

analytical standard

Sinónimos:

Ecgonine methyl ester benzoate hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C17H21NO4 · HCl
Número de CAS:
Peso molecular:
339.81
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:

grade

analytical standard

assay

≥98.5% (HPLC)

shelf life

limited shelf life, expiry date on the label

drug control

USDEA Schedule II; Home Office Schedule 2; regulated under CDSA - not available from Sigma-Aldrich Canada; estupefaciente (Spain); Decreto Lei 15/93: Tabela IB (Portugal)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

2-8°C

SMILES string

Cl.COC(=O)[C@H]1[C@H](C[C@@H]2CC[C@H]1N2C)OC(=O)c3ccccc3

InChI

1S/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13+,14-,15+;/m0./s1

InChI key

PIQVDUKEQYOJNR-VZXSFKIWSA-N

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Application

Cocaine hydrochloride has been used as a reference standard in the detection of cocaine drug in latent fingerprints using surface assisted laser desorption ionisation time of flight mass spectrometry (SALDI-TOF-MS) or matrix assisted laser desorption ionization (MALDI-TOF-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Inhibits the dopamine, norepinephrine, and serotonin transporters with Kis of about 300 nM, 900 nM, and 400 nM, respectively. Unlike amphetamines, it has no effect on catecholamine release.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Repr. 2 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Certificados de análisis (COA)

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Detection of drugs in lifted cyanoacrylate-developed latent fingermarks using two laser desorption/ionisation mass spectrometric methods.
Sundar L, et al.
Analyst, 139(3), 633-642 (2014)
Billy T Chen et al.
Nature, 496(7445), 359-362 (2013-04-05)
Loss of control over harmful drug seeking is one of the most intractable aspects of addiction, as human substance abusers continue to pursue drugs despite incurring significant negative consequences. Human studies have suggested that deficits in prefrontal cortical function and
Elena Martín-García et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 39(10), 2317-2330 (2014-03-19)
High-frequency intake and high drug-induced seeking are associated with cocaine addiction in both human and animals. However, their relationships and neurobiological underpinnings remain hypothetical. The medial prefrontal cortex (mPFC), basolateral amygdala (BLA), and nucleus accumbens (NAc) have been shown to
Emmanuelle Jordi et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(23), 9511-9516 (2013-05-22)
Drugs of abuse, such as cocaine, induce changes in gene expression and epigenetic marks including alterations in histone posttranslational modifications in striatal neurons. These changes are thought to participate in physiological memory mechanisms and to be critical for long-term behavioral
Michel C Van den Oever et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(46), 18225-18233 (2013-11-15)
In addicts, associative memories related to the rewarding effects of drugs of abuse can evoke powerful craving and drug seeking urges, but effective treatment to suppress these memories is not available. Detailed insight into the neural circuitry that mediates expression

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