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327033-36-3

中文名稱 5-[[3-(三氟甲基)苯基]亞甲基]-2,4-噻唑烷二酮
英文名稱 SMI-4a
CAS 327033-36-3
分子式 C11H6F3NO2S
分子量 273.23
MOL 文件 327033-36-3.mol
327033-36-3 結(jié)構(gòu)式 327033-36-3 結(jié)構(gòu)式

基本信息

中文別名
5-[[3-(三氟甲基)苯基]亞甲基]-2,4-噻唑烷二酮
英文別名
SMI-4q
CS-627
SMI-4a ≥95%(NMR)
5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione
2,4-Thiazolidinedione, 5-[[3-(trifluoromethyl)phenyl]methylene]-
SMI-4a5-[[3-(Trifluoromethyl)phenyl]methylene]-2,4-thiazolidinedione

物理化學(xué)性質(zhì)

熔點(diǎn)181-183℃ (methanol )
儲(chǔ)存條件Sealed in dry,2-8°C
溶解度≥ 9.4mg/mL in DMSO
形態(tài)白色至類白色固體

安全數(shù)據(jù)

危險(xiǎn)性符號(hào)(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H302-H315-H319-H335
防范說(shuō)明P261-P305+P351+P338
危險(xiǎn)類別碼36-43
安全說(shuō)明26-36/37

常見(jiàn)問(wèn)題列表

生物活性
TCS-PIM-1-4a (SMI-4a) 是一種泛-Pim 激酶抑制劑,可通過(guò)激活 AMPK 來(lái)阻斷 mTORC1 的活性。TCS-PIM-1-4a 可殺死多種髓樣和淋巴樣細(xì)胞系 (IC50 值為 0.8 μM 至 40 μM)。
靶點(diǎn)

Pim

體外研究

TCS-PIM-1-4a (10 μM; 24-48 hours; 6812/2 cells and Jurkat cells) treatment increases the population of cells in the G1 phase from 44.3% to 68.4% and from 56.2% to 67.1% in 6812/2 and Jurkat, respectively. S-phase cells are decreased in 6812/2, whereas only small changes are seen in Jurkat cells consistent with the lesser G1 block.
TCS-PIM-1-4a (5 μM; 6 hours; 6812/2 cells and Jurkat cells) induces cell death by the induction of apoptosis.
TCS-PIM-1-4a (5 μM; 4-8 hours; 6812/2 cells and Jurkat cells) prevents the increase in 4E-BP1 protein levels and inhibits mTOR-directed phosphorylation on Thr37/46.

Cell Cycle Analysis

Cell Line: 6812/2 cells and Jurkat cells
Concentration: 10 μM
Incubation Time: 24 hours, 48 hours
Result: Induced cell-cycle arrest.

Apoptosis Analysis

Cell Line: 6812/2 cells and Jurkat cells
Concentration: 5 μM
Incubation Time: 6 hours
Result: Led to an increase in the number of the cells positive for annexin V and negative for PI from 8.25% in the control to 21.85%.

Western Blot Analysis

Cell Line: 6812/2 cells and Jurkat cells
Concentration: 10 μM
Incubation Time: 4 hours, 8 hours
Result: Prevented the increase in 4E-BP1 protein levels and inhibited mTOR-directed phosphorylation on Thr37/46.
體內(nèi)研究

TCS-PIM-1-4a (SMI-4a; 60 mg/kg; oral gavage; twice daily; for 21 days; nu/nu nude mice) treatment causes a significant delay in the tumor growth without any change in the weight, blood counts, or chemistries.

Animal Model: 18 Nu/nu nude mice with 6812/2 murine pre–T-LBL cells
Dosage: 60 mg/kg
Administration: Oral gavage; twice daily; for 21 days
Result: Caused a significant delay in the tumor growth.
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