メチルフェニデート
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
識別子と物理属性
| CAS No. | 113-45-1 |
|---|---|
| 分子式 | C14H19NO2 |
| 平均分子量 | 233.31 g/mol |
| 単同位体質量 | 233.14157885 g/mol |
| SMILES | COC(=O)C(c1ccccc1)C1CCCCN1 |
| InChIKey | DUGOZIWVEXMGBE-UHFFFAOYSA-N |
| PubChem CID | 4158 |
| ChEMBL | CHEMBL796 |
| ChEBI | CHEBI:84276 |
| EC No. | 204-028-6 |
| DTXSID | DTXSID5023299 |
| 現地名 | メチルフェニデート |
化学・物理的性質
| XLogP | 0.2 |
|---|---|
| 極性表面積 | 38.3 |
| 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 |
| 形式電荷 | 0 |
| 複雑度 | 249 |
| 融点 | 74.5°C |
| 沸点 | 327℃ |
| 密度 | 1.070 |
| 屈折率 | 1.5110 (estimate) |
| 引火点 | 152℃ |
| pKa（酸解離定数） | 9.51±0.10(Predicted) |
| CAS データベース | 113-45-1 |
| EPAの化学物質情報 | 2-Piperidineacetic acid, ?-phenyl-, methyl ester (113-45-1) |
安全性と法規制
| 毒性 | LD50 oral in rat: 367mg/kg |
|---|---|
| 有害物質データ | 113-45-1(Hazardous Substances Data) |
用途
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.