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M2892

Sigma-Aldrich

Methylphenidate hydrochloride

Synonym(s):

threo-Methyl α-phenyl-α-(2-piperidyl)acetate hydrochloride, Ritalin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H19NO2 · HCl
CAS Number:
298-59-9
Molecular Weight:
269.77
EC Number:
206-065-3
MDL number:
MFCD00058191
UNSPSC Code:
41116107
PubChem Substance ID:
24896775
NACRES:
NA.77

drug control

USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIB (Portugal)

application(s)

forensics and toxicology

originator

Johnson & Johnson

SMILES string

Cl[H].COC(=O)C(C1CCCCN1)c2ccccc2

InChI

1S/C14H19NO2.ClH/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12;/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3;1H

InChI key

JUMYIBMBTDDLNG-UHFFFAOYSA-N

Gene Information

human ... SLC6A2(6530) , SLC6A3(6531)

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Biochem/physiol Actions

CNS stimulant; releases catecholamines; potent inhibitor of dopamine reuptake

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Kuczenski et al.
The Journal of pharmacology and experimental therapeutics, 296(3), 876-883 (2001-02-22)
The prescribed use of methylphenidate (Ritalin) in the treatment of attention deficit hyperactivity disorder has risen dramatically in recent years. The relative roles of dopamine, norepinephrine, and serotonin in the therapeutic action of these drugs was assessed by comparing the
Robert Lew et al.
Psychopharmacology, 237(11), 3435-3446 (2020-08-20)
Drugs that rapidly increase dopamine levels have an increased risk of abuse. Dasotraline (DAS) is a dopamine and norepinephrine reuptake inhibitor characterized by slow oral absorption with low potential for abuse. However, it remains unclear whether intravenous (i.v.) administration would
Eduardo Bruera et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(19), 2421-2427 (2013-05-22)
Cancer-related-fatigue (CRF) is common in advanced cancer. The primary objective of the study was to compare the effects of methylphenidate (MP) with those of placebo (PL) on CRF as measured using the Functional Assessment of Chronic Illness Therapy-Fatigue (FACIT-F) fatigue
Kleber Santos et al.
Developmental medicine and child neurology, 55(7), 654-660 (2013-03-14)
Difficult-to-treat epilepsies and attention-deficit-hyperactivity disorder (ADHD) often co-occur. Because of concerns about the use of stimulants in children with this comorbidity, the impact of ADHD treatment on seizure frequency and severity is not known. This pilot study evaluated the safety
Lin Zhang et al.
Cerebral cortex (New York, N.Y. : 1991), 31(1), 483-496 (2020-09-02)
Perinatal nicotine exposure (PNE) produces frontal cortical hypo-dopaminergic state and attention and working memory deficits consistent with neurodevelopmental disorders such as attention deficit hyperactivity disorder (ADHD). Methylphenidate alleviates ADHD symptoms by increasing extracellular dopamine and noradrenaline. Kappa opioid receptor (KOR)
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