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176957-55-4

中文名稱 (2E,5E)-2,5-二(2-噻吩基亞甲基)環(huán)戊酮
英文名稱 Cyclopentanone, 2,5-bis(2-thienylMethylene)-, (E,E)-
CAS 176957-55-4
分子式 C15H12OS2
分子量 272.39
MOL 文件 176957-55-4.mol
更新日期 2024/11/01 22:00:11
176957-55-4 結(jié)構(gòu)式 176957-55-4 結(jié)構(gòu)式

基本信息

中文別名
PPM1D抑制劑(CCT007093)
(2E,5E)-2,5-二(2-噻吩基亞甲基)環(huán)戊酮
英文別名
CS-1839
CCTOO7093
CCT007093
CCT-007093
CCT 007093
CCT007093
2,5-Bis(2-thienylmethylene)-cyclopentanone
(2E,5E)-2,5-Bis(2-thienylmethylene)cyclopentanone
2,5-bis(2-thienylMethylene)-, (E,E)-Cyclopentanone
Cyclopentanone, 2,5-bis(2-thienylMethylene)-, (E,E)-
(2E,5E)-2,5-Bis(thiophen-2-ylmethylene)cyclopentanone
Cyclopentanone, 2,5-bis(2-thienylmethylene)-, (2E,5E)-
所屬類別
生物化工:激動劑抑制劑

物理化學(xué)性質(zhì)

熔點222-223℃
儲存條件2-8°C
溶解度二甲基亞砜:>3mg/mL
形態(tài)粉末,黃色
敏感性感光

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H315-H319-H335
危險品標(biāo)志Xi
危險類別碼36/37/38
安全說明26
WGK Germany3

常見問題列表

簡介

環(huán)戊酮曼尼希堿類化合物是由天然萜類化合物進(jìn)行結(jié)構(gòu)改造而設(shè)計合成的一類具有抗炎活性的化合物。構(gòu)效關(guān)系研究顯示二(2-噻吩基亞甲基)環(huán)戊酮曼尼希堿類化合物抗炎活性較強。(2E,5E)-2,5-二(2-噻吩基亞甲基)環(huán)戊酮是其中代表性化合物。

合成方法
以2-噻吩甲醛及環(huán)戊酮或N-環(huán)戊烯基嗎啉為起始物料,經(jīng)曼尼希反應(yīng)制備得到目標(biāo)化合物(2E,5E)-2,5-二(2-噻吩基亞甲基)環(huán)戊酮。其合成反應(yīng)式如下圖:

176957-55-4的合成

生物活性
CCT007093 是有效的蛋白磷酸酶 1D (PPM1D Wip1) 的抑制劑。Wip1 的抑制可激活mTORC1 通路,增強肝切除手術(shù)后肝細(xì)胞的增殖。
體外研究

CCT007093 (25 or 50 μM, 8 h) significantly increases the phosphorylation levels of mTOR at Ser2448, Ser2481 and Ser2159, and the phosphorylation levels of p70S6K (Thr389) and S6 (Ser235/236) are also up-regulated in transfected HEK293T cell line.
CCT007093 shows specificity for MCF-7 cells, reducing viability by 40% after 2 days with no observable effect on the growth of HeLa cells.
CCT007093 induces P38 phosphorylation at 4 h post exposure in MCF-7 cells (sensitive to PPM1D inhibition), and does not induce P38 phosphorylation in HeLa cells (relatively resistant to PPM1D inhibition).

Western Blot Analysis

Cell Line: HEK293T cell line.
Concentration: 25 or 50 μM.
Incubation Time: 8 h.
Result: The phosphorylation levels of mTOR at Ser2448, Ser2481 and Ser2159 were all significantly increased [1] .
The phosphorylation levels of p70S6K (Thr389) and S6 (Ser235/236) were also up-regulated [1] .
體內(nèi)研究

CCT007093 (6.4 mg/kg) enhances liver regeneration and increases the survival rate of mice following major hepatectomy.

Animal Model: Wild-type mice.
Dosage: 3.2 and 6.4 mg/kg.
Administration: Injected intraperitoneally 4 times (mice were sacrificed at 36 h post-PH).
Result: Significantly improved survival in mice following major hepatectomy (80% hepatectomy).
The level of PCNA was also significantly increased in the liver of CCT007093-treated mice at 36h, 48h and 72h post-PH.
"176957-55-4" 相關(guān)產(chǎn)品信息
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