メチルフェニデート

Methylphenidate

HCID 4158CAS 113-45-1

基本情報

標準SMILES
COC(=O)C(c1ccccc1)C1CCCCN1
InChIKey
DUGOZIWVEXMGBE-UHFFFAOYSA-N
分子式
C14H19NO2
平均分子量
233.31 g/mol
単同位体質量
233.14157885

名称と識別子

優先名称
Methylphenidate
IUPAC
methyl 2-phenyl-2-piperidin-2-ylacetate
現地名
メチルフェニデート
英語名
Ritalin
分子式
C14H19NO2
分子量
233.31

名称と別名

methylphenidateMethylphenidanPhenidylateCalocain113-45-1PlimasineMethyl phenidylacetateMetilfenidatoMethylphenidatumMethyl phenidate4311/B CibaDaytrana
名称をさらに表示
メチルフェニデートメチル 2-フェニル-2-(ピペリジン-2-イル)アセタートα-フェニル-α-(2-ピペリジル)酢酸メチルα-フェニル-2-ピペリジン酢酸メチルメチルフェニダートメチルフェニダンメリジル2-フェニル-2-(2-ピペリジル)酢酸メチルα-フェニルピペリジン-2-酢酸メチルフェニジラート(2-ピペリジニル)フェニル酢酸メチルカロカイン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

データベース識別子

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

物性

構造計算による物性

XLogP
0.2
極性表面積
38.3 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
4
重原子数
17

物理化学的性質

融点
74.5 °C · 74.5°C
沸点
327 ℃ · 327℃
比重(密度)
1.07 · 1.070
屈折率
1.511 · 1.5110 (estimate)
闪点
152 ℃ · 152℃
酸解離定数(Pka)
9.51 · 9.51±0.10(Predicted)

安全と法規制

安全データ

毒性
LD50 oral in rat: 367mg/kg
有毒物質データの
113-45-1(Hazardous Substances Data)

化学と産業

応用分野 · 3 件

用途第1種向精神薬興奮

来歴Methylphenidate 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.

使用Stimulant.

関連反応

38 件

関連ノート

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