2-hydroxypropane-1,2,3-tricarboxylic acid; N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide

• ChemBase编号: 131217
• 分子式: C28H36N2O8
• 平均质量: 528.59404
• 单一同位素质量: 528.24716612
• SMILES: CCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.CCC(=O)N(c1ccccc1)C1CCN(CC1)CCc1ccccc1
• InChI: InChI=1S/C22H28N2O.C6H8O7/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-12,21H,2,13-18H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: IVLVTNPOHDFFCJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxypropane-1,2,3-tricarboxylic acid; N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
• IUPAC传统名: citro; fentanyl
• 别名: N-Phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide citrate salt; Fentanyl citrate salt; N-(Phenyl)-N-(1-[2-phenylethyl]-4-piperidinyl)propanamide Citrate; Sublimaze; Oravescent; NasalFent; Oralet; Fentaz; Leptanal; Leptanol; Duragesic; Fentanyl Citrate

登记号

• CAS号: 990-73-8
• EC号: 213-588-0
• MDL号: MFCD00058359
• PubChem SID: 162225495
• PubChem CID: 13810

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.7473339
• LogD (pH = 7.4): 2.432824
• Log P: 3.8154986
• 摩尔折射率: 103.4825 cm^3
• 极化性: 40.300232 Å^3
• 极化表面积: 23.55 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 153-156°C

安全信息

• 保存条件: Controlled Substance, -20°C Freezer, Under Inert Atmosphere
• RTECS编号: UE5600000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 26/27/28-42/43
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H310-H317-H330-H334
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 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 - F3886

Biochem/physiol Actions
Phenylpiperidine analgesic that is 80 times more potent than morphine as an analgesic and 6000 times more potent than morphine as a μ opioid receptor agonist.

Toronto Research Chemicals - F275000

Used as an analgesic. Controlled substance

参考文献

• Zernig, G., et al.: Life Sci., 57, 2113 (1995)
• Bot, G., et al.: J. Pharmacol. Exper. Therap., 285, 1207 (1995)