Methylphenidate

HCID 4158CAS 113-45-1

Grundinformationen

Standard-SMILES
COC(=O)C(c1ccccc1)C1CCCCN1
InChIKey
DUGOZIWVEXMGBE-UHFFFAOYSA-N
Summenformel
C14H19NO2
Durchschnittliche Molmasse
233,31 g/mol
Monoisotopische Masse
233,14157885

Namen und Bezeichner

Bevorzugter Name
Methylphenidate
IUPAC
methyl 2-phenyl-2-piperidin-2-ylacetate
Englischer Name
Ritalin
Summenformel
C14H19NO2
Molmasse
233.31

Namen und Synonyme

methylphenidateMethylphenidanPhenidylateCalocain113-45-1PlimasineMethyl phenidylacetateMetilfenidatoMethylphenidatumMethyl phenidate4311/B CibaDaytrana
Weitere Namen anzeigen
DEXMETHYLPHENIDATERubifenmeridilMethyl alpha-phenyl-2-piperdine acetateC07196
alpha-Phenyl-2-piperidineacetic acid methyl esterMethyl alpha-phenyl-alpha-(2-piperidyl)acetateNCI-C56280Methyl 2-phenyl-2-(piperidin-2-yl)acetate2-Piperidineacetic acid, alpha-phenyl-, methyl esterCotempla XR-ODTMethyl alpha-phenyl-alpha-2-piperidinylacetatealpha-Phenyl-alpha-(2-piperidyl)acetic acid methyl ester

Datenbank-Bezeichner

CAS
113-45-1
PubChem CID
4158
DTXSID
DTXSID5023299
ChEMBL
CHEMBL796
ChEBI
CHEBI:84276
EC Number
204-028-6
Nikkaji
J5.133K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,2
Polarare Oberfläche (TPSA)
38,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
17

Physikochemische Eigenschaften

Schmelzpunkt
74.5 °C · 74.5°C
Siedepunkt
327 ℃ · 327℃
Dichte
1.07 · 1.070
Brechungsindex
1.511 · 1.5110 (estimate)
Flammpunkt
152 ℃ · 152℃
pka
9.51 · 9.51±0.10(Predicted)

Sicherheit und Regulatorisches

Sicherheitsdaten

Toxizität
LD50 oral in rat: 367mg/kg
Giftige Stoffe Daten
113-45-1(Hazardous Substances Data)

Chemie und Industrie

Anwendungen · 2 Einträge

HistoryMethylphenidate is a piperidine derivative that is a central nervous system stimulant. Methylphenidate, in its hydrochloride form, is the active ingredient in the common medication Ritalin. Methylphenidate was first synthesized from benzyl cyanide and 2-chloropyridine in Basel, Switzerland in 1944 by Ciba chemist Leandro Panizzon (1907 ).Panizzon named the substance Ritaline after his wife, whose nickname was Rita. Panizzon and Max Hartmann proposed an improved synthesis for methylphenidate and obtained a U.S. patent for its preparation in 1950 (U.S. Patent Number 2507631). In 1954, methylphenidate was patented for use as an agent for treating psychological disorders under the name Ritalin by the Ciba pharmaceutical company.(Ciba subsequently merged with the Geigy company to become Ciba-Geigy, and then Ciba-Geigy merged with Sandoz to form Novartis.) Methylphenidate was first used to reverse drug-induced coma. Ritalin was approved by the Food and Drug Administration (FDA) in 1955 and introduced in the United States in 1956 for several conditions including depression, senile behavior, lethargy, and narcolepsy. Hyperactive children were first treated with stimulants in 1937. Since methylphenidate first appeared on the market, its use for treating ADHD has steadily increased. It is the most commonly used medication for treating children diagnosed with ADHD.

VerwendenStimulant.

Vor- und nachgelagerte Produkte

Zugehörige Reaktionen

38

Verknüpfte Notizen

Wird geladen…