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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 249
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)
- CAS データベース
- 113 · 113-45-1
- EPAの化学物質情報
- 2 · 2-Piperidineacetic acid, ?-phenyl-, methyl ester (113-45-1)
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
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.
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