5-methyl-1-phenyl-1,2-dihydropyridin-2-one

• ChemBase编号: 70523
• 分子式: C12H11NO
• 平均质量: 185.22184
• 单一同位素质量: 185.08406398
• SMILES: c1(=O)ccc(cn1c1ccccc1)C
• Canonical SMILES: Cc1ccc(=O)n(c1)c1ccccc1
• InChI: InChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
• InChIKey: ISWRGOKTTBVCFA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-methyl-1-phenyl-1,2-dihydropyridin-2-one
• IUPAC传统名: pirfenidone
• 别名: 5-Methyl-1-phenylpyridin-2(1H)-one; Pirfenidone; 5-Methyl-1-phenyl-2-(1H)-pyridone; Pirfenidone; 5-Methyl-1-phenyl-2(1H)pyridinone; 5-Methyl-1-phenyl-2(1H)pyridone; AMR 69; Deskar; Perfenidone; Pirespa; Pirfenidone; 5-Methyl-N-phenyl-2-1H-pyridone [Pirfenidone]

登记号

• CAS号: 53179-13-8
• MDL号: MFCD00866047
• PubChem SID: 24278625; 162036238
• PubChem CID: 40632
• ATC码: L04AX05
• CHEMBL: 1256391
• KEGG ID: D01583
• 维基百科标题: Pirfenidone

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.1418576
• LogD (pH = 7.4): 2.1418576
• Log P: 2.1418576
• 摩尔折射率: 57.0016 cm^3
• 极化性: 21.37245 Å^3
• 极化表面积: 20.31 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 10 mg/mL at 60 °C in water; 20 mg/mL in DMSO; Acetone; Chloroform; DMF; DMSO: >20 mg/mL; Ethanol; Ethyl Acetate; H2O: >10 mg/mL at 60 °C (warming for 30 minutes); Methanol
• 外观: Off-White Solid
• 熔点: 108-110°C

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• RTECS编号: UV1148200
• 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; R22
• 安全公开号: S36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 作用靶点: Smad; TGF-beta

产品相关信息

• 纯度: ≥97% (HPLC); 95+%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C12H11NO

详细说明

Sigma Aldrich - P2116

Biochem/physiol Actions
Pirfenidone inhibits collagen production and fibroblast proliferation. It has shown antifibrotic and anti-inflammatory properties in variety of animal models of pulmonary fibrosis, and in clinical trials.

Toronto Research Chemicals - M325896

Pirfenidone has demonstrated activity in multiple fibrotic conditions, including those of the lung, kidney and liver.

参考文献

• Mitch, W., et al.: Lancet, 2, 1326 (1976)
• Iyer, S., et al.: J. Pharmacol. Exp. Ther., 291, 367 (1976)
• Al-Bayati, M., et al.: Biochem. Pharmacol., 64, 517 (1976)
• Gahl, W., et al.: Mol. Genet. Metab., 76, 234 (1976)