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Substance Name: Methylphenidate hydrochloride [USP:JAN]
RN: 298-59-9
InChIKey: JUMYIBMBTDDLNG-UHFFFAOYSA-N

Note

  • A central nervous system stimulant used most commonly in the treatment of attention-deficit disorders in children and for narcolepsy. Its mechanisms appear to be similar to those of DEXTROAMPHETAMINE.

Molecular Formula

  • C14-H19-N-O2.Cl-H

Molecular Weight

  • 269.77
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Stimulant (Central)
  • Tumor Data

Names and Synonyms

Name of Substance

  • Methylphenidate hydrochloride [USP:JAN]

Synonyms

  • CCRIS 6258
  • Centedrin
  • Centedrine
  • Concerta
  • Daytrana
  • EINECS 206-065-3
  • Meridil hydrochloride
  • Metadate
  • Metadate CD
  • Metadate ER
  • Methyl alpha-phenyl-2-piperidineacetate hydrochloride
  • Methylin
  • Methylin ER
  • Methylphenidate HCl
  • Methylphenidate hydrochloride
  • Methylphenidate Hydrochloride ER
  • Methylphenidylacetate hydrochloride
  • Metilfenidat hydrochloride
  • NSC 169868
  • QuilliChew ER
  • Quillivant XR
  • Rilaline
  • Rilatine
  • Ritalin
  • Ritalin LA
  • Ritalin SR
  • Ritalin-SR

Systematic Names

  • 2-Piperidineacetic acid, alpha-phenyl-, methyl ester, hydrochloride
  • 2-Piperidineacetic acid, alpha-phenyl-, methyl ester, hydrochloride, (R*,R*)-(+-)-
  • Methylphenidate hydrochloride

Superlist Name

  • Methylphenidate hydrochloride

Registry Numbers

CAS Registry Number

  • 298-59-9

Related Registry Number

  • 113-45-1 (Parent)

System Generated Number

  • 0000298599

Molecular Formulas

Molecular Formula

  • C14-H19-N-O2.Cl-H

Molecular Formula Fragments

  • C14-H19-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

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

InChIKey

JUMYIBMBTDDLNG-UHFFFAOYSA-N

Smiles

COC(=O)C(c1ccccc1)C2CCCCN2.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 32mg/kg/6W-I (32mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS Biological Psychiatry. Vol. 20, Pg. 1332, 1985.
mouse LD50 intraperitoneal 96500ug/kg (96.5mg/kg)   United States Patent Document. Vol. #3749765,
mouse LD50 intravenous 40mg/kg (40mg/kg)   Klinische Wochenscrift. Vol. 32, Pg. 445, 1954.
mouse LD50 oral 60mg/kg (60mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Journal of Medicinal Chemistry. Vol. 18, Pg. 71, 1975.
mouse LD50 subcutaneous 150mg/kg (150mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 241, Pg. 182, 1961.
rabbit LD50 intravenous 30mg/kg (30mg/kg)   Compilation of LD50 Values of New Drugs.
rabbit LD50 oral 900mg/kg (900mg/kg)   Compilation of LD50 Values of New Drugs.
rabbit LD50 subcutaneous 170mg/kg (170mg/kg)   Compilation of LD50 Values of New Drugs.
rat LD50 intravenous 50mg/kg (50mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 264, 1972.
rat LD50 oral 350mg/kg (350mg/kg)   Analytical Profiles of Drug Substances. Vol. 10, Pg. 473, 1981.
rat LD50 subcutaneous 170mg/kg (170mg/kg)   Compilation of LD50 Values of New Drugs.