N-phenyl-4-(quinolin-3-ylmethyl)piperidine-1-carboxamide

• ChemBase编号: 154449
• 分子式: C22H23N3O
• 平均质量: 345.43752
• 单一同位素质量: 345.18411237
• SMILES: c1ccc(cc1)NC(=O)N1CCC(CC1)Cc1cc2ccccc2nc1
• Canonical SMILES: O=C(N1CCC(CC1)Cc1cnc2c(c1)cccc2)Nc1ccccc1
• InChI: InChI=1S/C22H23N3O/c26-22(24-20-7-2-1-3-8-20)25-12-10-17(11-13-25)14-18-15-19-6-4-5-9-21(19)23-16-18/h1-9,15-17H,10-14H2,(H,24,26)
• InChIKey: BIODYGOZWZNCAG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-phenyl-4-(quinolin-3-ylmethyl)piperidine-1-carboxamide
• IUPAC传统名: N-phenyl-4-(quinolin-3-ylmethyl)piperidine-1-carboxamide
• 别名: N-Phenyl-4-(3-quinolinylmethyl)-1-piperidinecarboxamide; PF 750; N-Phenyl-4-(quinolin-3-ylmethyl)piperidine-1-carboxamide; PF-750

登记号

• CAS号: 959151-50-9
• MDL号: MFCD10567109
• PubChem SID: 162248588
• PubChem CID: 25154868

理论计算性质

• Acid pKa: 13.424739
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.116559
• LogD (pH = 7.4): 4.197035
• Log P: 4.1981754
• 摩尔折射率: 104.699 cm^3
• 极化性: 41.004833 Å^3
• 极化表面积: 45.23 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: white to off-white

安全信息

• 保存条件: desiccated
• 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
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H23N3O

详细说明

Sigma Aldrich - P0041

Biochem/physiol Actions
PF-750 is a potent, time-dependent, irreversible FAAH inhibitor with IC50 values 0.6 and 0.016 μM when preincubated with recombinant human FAAH for 5 and 60 minutes, respectively. Fatty acid amide hydrolase (FAAH) is the enzyme responsible for hydrolysis and inactivation of fatty acid amides including anandamide and oleamide. Activity-based profiling of various human and murine tissue proteome samples revealed that PF-750 is highly selective for FAAH relative to other serine hydrolases, showing no discernable off-site activity up to 500 μM. PF-750 shows 10-fold better potency than URB597 (Sigma# U4133) after 30 min preincubation. PF-750 is highly selective on FAAH. Even at as high as 500 μM, it had no interactions with many tested enzymes, but URB597 and other known FAAH inhibitors did not perform well at low concentraction (100 μM).

Toronto Research Chemicals - P293800

Fatty acid amide hydrolase (FAAH) inhibitor, selectively inhibiting FAAH within the central nervous system

参考文献

• Ahn, K., et al.: Biochem., 46, 13019 (2007)
• Mileni, M., et al.: Proc. Natl. Acad. Sci. USA., 105, 12820 (2007)