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Substance Name: dl-threo-Methylphenidate
RN: 20748-11-2
UNII: 207ZZ9QZ49
InChIKey: DUGOZIWVEXMGBE-STQMWFEESA-N

Note

  • A central nervous system stimulant used most commonly in the treatment of ATTENTION DEFICIT DISORDER in children and for NARCOLEPSY. Its mechanisms appear to be similar to those of DEXTROAMPHETAMINE. The d-isomer of this drug is referred to as DEXMETHYLPHENIDATE HYDROCHLORIDE.

Molecular Formula

  • C14-H19-N-O2

Molecular Weight

  • 233.3091
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Dopamine Agents
  • Dopamine Uptake Inhibitors
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
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Names and Synonyms

Name of Substance

  • dl-threo-Methylphenidate

MeSH Heading

  • Methylphenidate

Synonyms

  • Methyl alpha-phenyl-2-piperidineacetate
  • threo-(+-)-Methylphenidate
  • threo-Methylphenidate
  • UNII-207ZZ9QZ49

Systematic Name

  • 2-Piperidineacetic acid, alpha-phenyl-, methyl ester, stereoisomer

Registry Numbers

CAS Registry Number

  • 20748-11-2

FDA UNII

  • 207ZZ9QZ49

Other Registry Numbers

  • 52760-39-1
  • 73790-87-1

System Generated Number

  • 0020748112

Structure Descriptors

InChI

1S/C14H19NO2/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/t12-,13-/m0/s1

InChIKey

DUGOZIWVEXMGBE-STQMWFEESA-N

Smiles

COC(=O)[C@H]([C@@H]1CCCCN1)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 39mg/kg (39mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Biochemical Pharmacology. Vol. 8, Pg. 263, 1961.
mouse LD50 intravenous 39mg/kg (39mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Biochemical Pharmacology. Vol. 8, Pg. 263, 1961.