(5Z)-2-氨基-5-[(4-羟基-3,5-二叔丁基苯基)亚甲基]-1,3-噻唑-4-酮

生物活性靶点体外研究体内研究 (5Z)-2-氨基-5-[(4-羟基-3,5-二叔丁基苯基)亚甲基]-1,3-噻唑-4-酮试剂级价格

CAS号:139226-28-1
英文名:(5Z)-2-Amino-5-[(4-hydroxy-3,5-ditert-butyl-phenyl)methylidene]-1,3-thiazol-4-one
中文名:(5Z)-2-氨基-5-[(4-羟基-3,5-二叔丁基苯基)亚甲基]-1,3-噻唑-4-酮
CBNumber:CB0855486
分子式:C18H24N2O2S
分子量:332.46
MOL File:139226-28-1.mol

(5Z)-2-氨基-5-[(4-羟基-3,5-二叔丁基苯基)亚甲基]-1,3-噻唑-4-酮化学性质

沸点 :448.6±55.0 °C(Predicted)
密度 :1.18±0.1 g/cm3(Predicted)
储存条件 :Store at -20°C
溶解度 :Soluble in DMSO
形态 :Solid
酸度系数(pKa) :9.98±0.50(Predicted)
颜色 :White to off-white

(5Z)-2-氨基-5-[(4-羟基-3,5-二叔丁基苯基)亚甲基]-1,3-噻唑-4-酮性质、用途与生产工艺

生物活性 Darbufelone 是细胞 PGF2α 和 LTB4 产生的双重抑制剂。Darbufelone 有效抑制 PGHS-2 (IC50=0.19 μM)，但对 PGHS-1 效力要低得多 (IC50=20 μM)。
靶点

IC50: 0.19 μM (PGHS-2), 20 μM (PGHS-1)
体外研究

Darbufelone is a noncompetitive inhibitor of PGHS-2 (K _i =10±5 μM). Darbufelone quenches the fluorescence of PGHS-2 at 325 nm (lambda(ex)=280 nm) with K _d =0.98±0.03 μM.To test the putative anti-proliferative effect of Darbufelone, A549, H520 and H460 cell lines are used, which are established from three distinct pathological subtypes of NSCLC (adenocarcinoma, squamous and large cell lung cancer respectively). Increasing concentrations of Darbufelone, ranging from 5 to 60 μM, are tested for 72 h. The cell growth inhibition of these three cell lines gradually increases with higher drug concentration. The IC ₅₀ of A549 and H520 are 20±3.6 and 21±1.8 μM, respectively, while the H460 has much lower IC ₅₀ (15±2.7 μM).
体内研究

Darbufelone is a dual inhibitor of cellular PGF2R and LTB4 production. Darbufelone is orally active and nonulcerogenic in animal models of inflammation and arthritis. When mice are treated with Darbufelone at dosage of 80 mg/kg/day, the tumor volumes decrease in a time-dependent manner. In contrast, lower dose of Darbufelone (20 or 40 mg/kg/day) dos not show any significant inhibition of tumor weight. At necropsy, the tumor weight in mice treated with Darbufelone (80 mg/kg/day) is reduced by 30.2% in comparison with control group.