methyl 2-phenyl-2-(piperidin-2-yl)acetate hydrochloride

• ChemBase编号: 131110
• 分子式: C14H20ClNO2
• 平均质量: 269.7671
• 单一同位素质量: 269.11825657
• SMILES: COC(=O)C(c1ccccc1)C1CCCCN1.Cl
• Canonical SMILES: COC(=O)C(c1ccccc1)C1CCCCN1.Cl
• InChI: InChI=1S/C14H19NO2.ClH/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12;/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3;1H
• InChIKey: JUMYIBMBTDDLNG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 2-phenyl-2-(piperidin-2-yl)acetate hydrochloride
• IUPAC传统名: methylphenidate hydrochloride
• 别名: threo-Methyl α-phenyl-α-(2-piperidyl)acetate hydrochloride; Ritalin hydrochloride; Methylphenidate hydrochloride; α-Phenyl-2-piperidineacetic Acid Methyl Ester Hydrochloride; Methyl Phenidylacetate Hydrochloride; Methylphenidan Hydrochloride; Ciba 4311b; Centedrin; Centedrine; Concerta; Medikinet; Meridil; Metadate CD; NSC 169868; Ritalin SR; Methylphenidate Hydrochloride

登记号

• CAS号: 298-59-9
• EC号: 206-065-3
• MDL号: MFCD00058191
• PubChem SID: 24896775; 162225388
• PubChem CID: 9280

理论计算性质

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.8258359
• LogD (pH = 7.4): 0.5692904
• Log P: 2.254935
• 摩尔折射率: 66.7282 cm^3
• 极化性: 26.621723 Å^3
• 极化表面积: 38.33 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: 196-198°C

安全信息

• 保存条件: Controlled Substance, -20°C FreezerUnder Argon
• RTECS编号: TM3850000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-42
• 安全公开号: 22-26-36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H334
• GHS警示性声明: P261-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 毒品管制信息: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

详细说明

Sigma Aldrich - M2892

Biochem/physiol Actions
CNS stimulant; releases catecholamines; potent inhibitor of dopamine reuptake

Toronto Research Chemicals - M325880

Controlled substance (stimulant). CNS stimulant. Four isomers of Methylphenidate are known to exist. One pair of threo isomers and one pair of erythro are distinguished, from which only d-threo-Methylphenidate exhibits the pharmacologically usually desire

参考文献

• Greenblatt, E.N., et al.: J. Pharmacol. Exp. Ther., 131, 115 (1961)
• Padmanabhan, G.R., Anal. Profiles Drug Subs., 10, 473 (1961)
• Srinivas, N.R., et al.: Pharm. Res., 10, 14 (1961)