返回ChemicalBook首页>CAS数据库列表>1162656-22-5

1162656-22-5

中文名称 4-乙基-2,6-双(吡啶-3-基亚甲基)环己酮
英文名称 MCB-613
CAS 1162656-22-5
分子式 C20H20N2O
分子量 304.39
MOL 文件 1162656-22-5.mol
更新日期 2024/07/18 19:59:52
1162656-22-5 结构式 1162656-22-5 结构式

基本信息

中文别名
MCB-613游离态
4-乙基-2,6-双(吡啶-3-基亚甲基)环己酮
(2E,6E)-4-乙基-2,6-二(3-吡啶基亚甲基)环己酮
英文别名
CS-2522
MCB-613
4-ethyl-2,6-bis(pyridin-3-ylmethylene)cyclohexanone
(2E,6E)-4-Ethyl-2,6-bis(3-pyridinylmethylene)cyclohexanone
Cyclohexanone, 4-ethyl-2,6-bis(3-pyridinylmethylene)-, (2E,6E)-
(2E,6E)-4-ethyl-2,6-bis(pyridin-3-ylmethylidene)cyclohexan-1-one
所属类别
生物化工:激动剂抑制剂

物理化学性质

沸点510.4±50.0 °C(Predicted)
密度1.159±0.06 g/cm3(Predicted)
储存条件Sealed in dry,Room Temperature
溶解度insoluble in H2O; ≥13.2 mg/mL in DMSO with gentle warming; ≥9.26 mg/mL in EtOH with ultrasonic
酸度系数(pKa)4.36±0.12(Predicted)
形态固体
颜色Light yellow to yellow

安全数据

危险性符号(GHS)
GHS07
警示词警告
危险性描述H302

常见问题列表

制备
以3-吡啶甲醛及对乙基环己酮为原料,通过Claisen-Schmidt缩合反应得到双吡啶α,β-不饱和酮中间体4-乙基-2,6-双(吡啶-3-基亚甲基)环己酮。采用干燥的HCl作为缩合反应的催化剂,操作简便,产率较高,均在85%以上。
1162656-22-5的合成
生物活性
MCB-613 是一种有效的类固醇受体共激活因子 (SRC) 小分子“刺激物” (SMS),超刺激 SRCs 的转录活性。 MCB-613 增加了 SRC 与其他共激活因子的相互作用,并显着诱导 ER 应激与活性氧 (ROS) 的产生相结合。 MCB-613 是一种 SMS,通过过度刺激 SRC 致癌程序,靶向癌基因用作抗癌药物。
体外研究

MCB-613 (6-8 μM; 24 hours) activates endogenous MMP13 mRNA expression in MDA-MB-231 cells. MCB-613 (2-10 μM; 4 hours) leads to proteasome dysfunction and ER stress, the induction of the markers for unfolded protein response (UPR), including the phosphorylation of eIF2α and IRE1α as well as the induction of ATF4 protein expression. MCB-613 (0-7 μM; 4 hours) affects SRC-3 KO and WT HeLa cell viability, SRC-3 WT HeLa cell is more affected by MCB-613 compared with KO cells.

RT-PCR

Cell Line: MDA-MB-231 cells
Concentration: 6 μM; 8 μM
Incubation Time: 24 hours
Result: Increased MMP13 mRNA expression.

Western Blot Analysis

Cell Line: HeLa cells
Concentration: 2 μM; 4 μM; 6 μM; 8 μM; 10 μM
Incubation Time: 24 hours
Result: Induced the p-eIF2α, p-IRE1α, and ATF-4 protein expression.

Cell Viability Assay

Cell Line: SRC-3 KO and WT HeLa cells
Concentration: 3 μM; 4 μM; 5 μM; 6 μM; 7 μM
Incubation Time: 24 hours
Result: Decreased SRC-3 KO and WT HeLa cell viability.
体内研究

MCB-613 (intravenous injection; 20 mg/kg; 3 times/week; 7 weeks) significantly and dramatically stalls the growth of the tumor compared with the control group and causes no obvious animal toxicity

Animal Model: MCF-7 breast cancer mouse xenograft model (athymic nude mice by injecting MCF-7 cells into mammary fat pads)
Dosage: 20 mg/kg
Administration: Intravenous injection; 20 mg/kg; 3 times/week; 7 weeks
Result: Inhibited tumor growth in vivo.
"1162656-22-5" 相关产品信息
25895-60-7