메틸페니데이트 및 그 염류
메틸페니데이트및그염류 · 리탈린 · DEXMETHYLPHENIDATE · Rubifen · meridil · Phenidylate · Methylphenidan · Methyl alpha-phenyl-2-piperdine acetate
식별자 및 물리적 특성
| CAS No. | 113-45-1 |
|---|---|
| 분자식 | C14H19NO2 |
| 평균 분자량 | 233.31 g/mol |
| 단동위원소 질량 | 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 |
| 현지명 | 메틸페니데이트 및 그 염류 |
화학 및 물리적 성질
| XLogP | 0.2 |
|---|---|
| 극성 표면적 | 38.3 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 17 |
| 형식 전하 | 0 |
| 복잡도 | 249 |
| 녹는점 | 74.5°C |
| 끓는 점 | 327℃ |
| 밀도 | 1.070 |
| 굴절률 | 1.5110 (estimate) |
| 인화점 | 152℃ |
| pKa(산도 계수) | 9.51±0.10(Predicted) |
| EPA | 2-Piperidineacetic acid, ?-phenyl-, methyl ester (113-45-1) |
안전 및 규제
| 독성 | LD50 oral in rat: 367mg/kg |
|---|---|
| 유해 물질 데이터 | 113-45-1(Hazardous Substances Data) |
용도
역사
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.
용도
Stimulant.