기본 정보
- 표준 SMILES
COC(=O)C(c1ccccc1)C1CCCCN1- InChIKey
DUGOZIWVEXMGBE-UHFFFAOYSA-N- 분자식
- C14H19NO2
- 평균 분자량
- 233.31 g/mol
- 단동위원소 질량
- 233.14157885
이름 및 식별자
- 우선 이름
- Methylphenidate
- IUPAC
- methyl 2-phenyl-2-piperidin-2-ylacetate
- 현지명
- 메틸페니데이트 및 그 염류
- 영어명
- Ritalin
- 분자식
- C14H19NO2
- 분자량
- 233.31
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
113-45-1- PubChem CID
- 4158
- DTXSID
DTXSID5023299- ChEMBL
CHEMBL796- ChEBI
CHEBI:84276- EC Number
- 204-028-6
- Nikkaji
- J5.133K
물성
구조 계산 물성
- XLogP
- 0.2
- 극성 표면적
- 38.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 249
물리화학적 성질
- 녹는점
- 74.5 °C · 74.5°C
- 끓는 점
- 327 ℃ · 327℃
- 밀도
- 1.07 · 1.070
- 굴절률
- 1.511 · 1.5110 (estimate)
- 인화점
- 152 ℃ · 152℃
- 산도 계수 (pKa)
- 9.51 · 9.51±0.10(Predicted)
- EPA
- 2 · 2-Piperidineacetic acid, ?-phenyl-, methyl ester (113-45-1)
안전 및 규제
안전 데이터
- 독성
- LD50 oral in rat: 367mg/kg
- 유해 물질 데이터
- 113-45-1(Hazardous Substances Data)
화학 및 산업
응용 분야
역사Methylphenidate 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.
용도Stimulant.
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