methyl (2R)-2-phenyl-2-[(2R)-piperidin-2-yl]acetate

• ChemBase编号: 4439
• 分子式: C14H19NO2
• 平均质量: 233.30616
• 单一同位素质量: 233.14157885
• SMILES: O(C(=O)[C@@H]([C@@H]1NCCCC1)c1ccccc1)C
• Canonical SMILES: COC(=O)[C@H](c1ccccc1)[C@H]1CCCCN1
• InChI: InChI=1S/C14H19NO2/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/t12-,13-/m1/s1
• InChIKey: DUGOZIWVEXMGBE-CHWSQXEVSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2R)-2-phenyl-2-[(2R)-piperidin-2-yl]acetate
• IUPAC传统名: focalin
• 商标名: Focalin
• 别名: Dexmethylphenidate

登记号

• CAS号: 40431-64-9
• PubChem SID: 160967871; 99443255
• PubChem CID: 4158; 154101

理论计算性质

JChem

• 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

ALOGPS 2.1

• Log P: 1.47
• LOG S: -3.11
• 溶解度: 1.82e-01 g/l

详细说明

DrugBank - DB06701

• Drug Groups: approved
• Description: Dexmethylphenidate is the dextrorotary form of methylphenidate. It is a norepinephrine-dopamine reuptake inhibitor (NDRI) and thus a psychostimulant. It is used for treatment of Attention Deficit Hyperactivity Disorder (ADHD).
• Indication: Dexmethylphenidate is used as a treatment for ADHD, ideally in conjunction with psychological, educational, behavioral or other forms of treatment.
• Pharmacology: Methylphenidate is a central nervous system stimulant used most commonly in the treatment of attention-deficit disorders in children and for narcolepsy.
• Toxicity: Insomnia, dizziness, nausea, stomach pain, euphoria, headache, anxiety, anorexia, and weight loss are common side effects.; Symptoms of overdose include vomiting, agitation, tremors, hyperreflexia, muscle twitching, convulsions (may be followed by coma), euphoria, confusion, hallucinations, delirium, sweating, flushing, headache, hyperpyrexia, tachycardia, palpitations, cardiac arrhythmias, hypertension, mydriasis, and dryness of mucous membranes. LD₅₀=190mg/kg (orally in mice)
• Affected Organisms: Humans and other mammals
• Biotransformation: epatic, methylphenidate is metabolized primarily by de-esterification to ritalinic acid (α-phenyl-2-piperidine acetic acid, PPAA), which has little to no pharmacologic activity.
• Absorption: 11-52%
• Half Life: 2-4 hours
• Protein Binding: 30%
• Elimination: Renal
• External Links: Wikipedia