메틸페니데이트 및 그 염류

Methylphenidate

HCID 4158CAS 113-45-1

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

methylphenidateMethylphenidanPhenidylateCalocain113-45-1PlimasineMethyl phenidylacetateMetilfenidatoMethylphenidatumMethyl phenidate4311/B CibaDaytrana
이름 더 보기
메틸페니데이트및그염류리탈린DEXMETHYLPHENIDATERubifenmeridilMethyl 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

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

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)

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 · 2건

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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