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51621

Supelco

Cocaine hydrochloride

analytical standard

Synonym(s):

Ecgonine methyl ester benzoate hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H21NO4 · HCl
CAS Number:
53-21-4
Molecular Weight:
339.81
EC Number:
200-167-1
MDL number:
MFCD00058119
UNSPSC Code:
41116107
PubChem Substance ID:
329757722

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
GHS06,GHS08

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBW6332
BCBR8262V
BCBN0999V
BCBM7358V
BCBL9017V

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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
John W Muschamp et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(16), E1648-E1655 (2014-04-08)
Hypocretin (orexin) and dynorphin are neuropeptides with opposing actions on motivated behavior. Orexin is implicated in states of arousal and reward, whereas dynorphin is implicated in depressive-like states. We show that, despite their opposing actions, these peptides are packaged in
Jessica A Loweth et al.
Nature neuroscience, 17(1), 73-80 (2013-11-26)
Cue-induced cocaine craving is a major cause of relapse in abstinent addicts. In rats, cue-induced craving progressively intensifies (incubates) during withdrawal from extended-access cocaine self-administration. After ~1 month of withdrawal, incubated craving is mediated by Ca(2+)-permeable AMPA receptors (CP-AMPARs) that
Thomas C Jhou et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(17), 7501-7512 (2013-04-26)
Many strong rewards, including abused drugs, also produce aversive effects that are poorly understood. For example, cocaine can produce aversive conditioning after its rewarding effects have dissipated, consistent with opponent process theory, but the neural mechanisms involved are not well
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