N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide

N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide

中文名称N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
中文同义词N-(4-氯-3-(三氟甲基)苯基)-3-氧代丁酰胺;化合物FASENTIN;FASENTIN,GLUT1 / GLUT4抑制剂
英文名称N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
英文同义词N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide;Fasentin;Fasentin - CAS 392721-37-8 - Calbiochem;Fasentin NEW;Fasentin >=98% (HPLC);anti-angiogenic,glucose,factor,Glucose transporter,inhibit,phase,necrosis,tumor,Fasentin,transport,GLUT,Inhibitor,G0/G1,FAS;Butanamide, N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxo-
CAS号392721-37-8
分子式C11H9ClF3NO2
分子量279.64
EINECS号
相关类别
Mol文件392721-37-8.mol
结构式N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide 结构式

N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide 性质

沸点394.2±42.0 °C(Predicted)
密度1.411±0.06 g/cm3(Predicted)
储存条件room temp
溶解度二甲基亚砜:>10mg/mL
形态粉末
酸度系数(pKa)10.76±0.46(Predicted)
颜色白色至类白色
稳定性DMSO中的溶液可在-20°下稳定储存3个月。

N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide 用途与合成方法

Fasentin 是有效的葡萄糖摄取抑制剂,可抑制 GLUT-1/GLUT-4 转运蛋白。Fasentin 优先抑制 GLUT4 (IC50=68 μM)。Fasentin 是死亡受体刺激 (FAS) 敏化剂,可敏化细胞对 FAS 诱导的细胞死亡。Fasentin 也是诱导肿瘤坏死因子 (TNF) 凋亡配体的敏化剂。Fasentin 阻断癌细胞系中的葡萄糖摄取,并具有抗血管生成活性。

GLUT4

68 μM (IC 50 )

GLUT1

Fasentin (0.1-1000 μM; 72 hours) inhibits endothelial, tumour and fibroblast cell growth without inducing cell death.
Fasentin (25-100 μM; 16-24 hours) induces a cell cycle arrest in G0/G1 phase and reduces the cell number in S phase in a dose-dependent manner.
Fasentin (50 μM; 16 hours) alters expression of genes associated with glucose deprivation such as AspSyn and PCK-2.
Fasentin (15, 30, 80 μM; pretreatment 1 hour) induces glucose deprivation, partially blocks glucose uptake in PPC-1, DU145, and U937 cells.
Fasentin (100 μM; 16 hours) does not affect the migratory capability of endothelial cells.
Fasentin (25-100 μM; 16 hours) lowers levels of phospho-ERK in HMECs, indicating a partial inhibition on the ERK signalling pathway, even though the effect is not statistically significant. Fasentin does not inhibit the tyrosine kinase activity of VEGFR2.
Fasentin interacts with a unique site in the intracellular channel of GLUT1.

Cell Viability Assay

Cell Line: Three types of endothelial cells ECs (HMEC, human microvascular endothelial cells; HUVEC, human umbilical vein endothelial cells; and BAEC, bovine aortic endothelial cells), three human tumour cell lines (MDA-MB-231 and MCF7 breast carcinoma cells, and HeLa cervix adenocarcinoma cells), and human gingival fibroblasts (HGF)
Concentration: 0.1, 1, 10, 100, 1000 μM
Incubation Time: 72 hours
Result: Inhibited endothelial, tumour and fibroblast cell growth (IC 50 =26.3-111.2 μM) without inducing cell death.

Cell Cycle Analysis

Cell Line: HMECs
Concentration: 25, 50, 100 μM
Incubation Time: 16, 24 hours
Result: Induced a cell cycle arrest in G0/G1 phase and reduced the cell number in S phase in a dose-dependent manner.
Did not increase the subG1 population.

RT-PCR

Cell Line: PPC-1 cells [2]
Concentration: 50 μM
Incubation Time: 16 hours
Result: Altered expression of genes associated with glucose deprivation such as AspSyn and PCK-2 not FLIP mRNA expression.

安全信息

危险品标志Xn
危险类别码22
WGK Germany3

MSDS信息

更新日期产品编号产品名称CAS号包装价格
2024/04/30HY-101849N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
Fasentin
392721-37-85mg700元
2024/04/30HY-101849N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
Fasentin
392721-37-810mM * 1mLin DMSO770元

N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide 上下游产品信息

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