N-(2-methylphenyl)-2-(propylamino)propanamide

• ChemBase编号: 630
• 分子式: C13H20N2O
• 平均质量: 220.3107
• 单一同位素质量: 220.15756327
• SMILES: O=C(Nc1c(cccc1)C)C(NCCC)C
• Canonical SMILES: CCCNC(C(=O)Nc1ccccc1C)C
• InChI: InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)
• InChIKey: MVFGUOIZUNYYSO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(2-methylphenyl)-2-(propylamino)propanamide
• IUPAC传统名: prilocaine
• 商标名: Astra 1512; Astra 1515; Citanest; Citanest Plain; Propitocaine
• 别名: Prilocaine; N-[2-Methylphenyl]-2-[propylamino]propanamide; PRILOCAINE HYDROCHLORIDE

登记号

• CAS号: 721-50-6; 1786-81-8
• EC号: 217-244-0
• PubChem SID: 160964093; 46505066
• PubChem CID: 4906

理论计算性质

JChem

• Acid pKa: 13.509082
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -0.29579815
• LogD (pH = 7.4): 1.2547785
• Log P: 2.6809227
• 摩尔折射率: 67.863 cm^3
• 极化性: 25.874826 Å^3
• 极化表面积: 41.13 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.87
• LOG S: -2.83
• 溶解度: 3.26e-01 g/l

分子性质

理化性质

• 溶解度: 541 mg/L
• 熔点: 167-168°C
• 疏水性(logP): 2.1

安全信息

• 保存条件: -20°C; Room Temperature (15-30°C)
• RTECS编号: UG5775000

产品相关信息

• 成盐信息: Free Base

详细说明

MP Biomedicals - 02156365

Hydrochloride

DrugBank - DB00750

• Drug Groups: approved
• Description: A local anesthetic that is similar pharmacologically to lidocaine. Currently, it is used most often for infiltration anesthesia in dentistry. (From AMA Drug Evaluations Annual, 1992, p165)
• Indication: Used as a local anaesthetic and is often used in dentistry.
• Pharmacology: Prilocaine binds to the intracellular surface of sodium channels which blocks the subsequent influx of sodium into the cell. Action potential propagation and never function is, therefore, prevented. This block is reversible and when the drug diffuses away from the cell, sodium channel function is restored and nerve propagation returns.
• Affected Organisms: Humans and other mammals
• Protein Binding: 98%
• Elimination: Prilocaine is metabolized in both the liver and the kidney and excreted via the kidney.
• External Links: Wikipedia

Selleck Chemicals - S1619

Research Area: Neurological Disease
Biological Activity:
Prilocaine is a local anesthetic of the amino amide type. It is often used in dentistry. It is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA), for treatment of conditions like paresthesia. As it has low cardiac toxicity, it is commonly used for intravenous regional anaesthesia (IVRA). [1]

参考文献

• http://en.wikipedia.org/wiki/Prilocaine