[(3-氨基吡啶-2-基)亚甲基氨基]硫脲

中文名称:

[(3-氨基吡啶-2-基)亚甲基氨基]硫脲

中文同义词:

3-氨基吡啶-2-甲醛氨基硫脲腙;2-[(3-氨基吡啶-2-基)亚甲基]氨基硫脲;PAN-811)是核糖核苷酸还原酶抑制剂,已进入各种临床实验。;M2亚基抑制剂(TRIAPINE)

英文名称:

3-aminopyridine-2-carboxaldehyde thiosemicarbazone

英文同义词:

3-Apct;C078157;Pan 811;Pan811;Pan-811;Triapine;2-((3-AMinopyridin-2-yl)Methylene)hydrazinecarbothioaMide;NSC 663249

CAS号:

143621-35-6

分子式:

C7H9N5S

分子量:

195.24

EINECS号:

相关类别:

细胞生物学试剂;小分子抑制剂;小分子抑制剂，天然产物;Inhibitors;API

Mol文件:

143621-35-6.mol

熔点 

234 °C

沸点 

436.0±55.0 °C(Predicted)

密度 

1.46±0.1 g/cm3(Predicted)

储存条件 

2-8°C

溶解度 

DMSO: soluble10Meq/mL, clear

酸度系数(pKa)

10.93±0.70(Predicted)

形态

powder

颜色

white to light brown

CAS 数据库

143621-35-6

生物活性

3-AP (PAN-811) 是一种核糖核苷酸还原酶 (ribonucleotide reductase，RR) 的 M2 亚基抑制剂，是有效的放射致敏剂。

靶点

Ribonucleotide reductase (RR)

体外研究

3-AP (Triapine) is a potent derivative of α-heterocyclic carboxaldehyde thiosemicarbazone (HCT) that inhibits hRRM2 and p53R2 isoforms of the M2 subunit. 3-AP (Triapine) is thought to inhibit ribonucleotide reductase through its preformed iron chelate, rather than directly by removing iron from the active site. In cells containing less topoisomerase IIα fewer DNA strand breaks will be produced, and thus topoisomerase II poisons will be less inhibitory in the K/VP.5 cell line. The IC 50 s for Dp44mT growth inhibition are 48±9 nM and 60±12 nM, for K562 and K/VP.5 cells, respectively. The IC 50 s for 3-AP growth inhibition are 476±39 nM and 661±69 nM for K562 and K/VP.5 cells, respectively. PKIH and DpT Fe chelators show high antiproliferative activity against a range of tumor cell lines. Dp44mT shows the greatest antitumor efficacy with an IC 50 that ranged from 0.005 to 0.4 μM. The average IC 50 of Dp44mT over 28 cell types is 0.03±0.01 μM, which is significantly lower than that of 3-AP (Triapine; average IC 50 : 1.41±0.37 μM).

体内研究

3-AP (Triapine) causes a significant increase (1.7-fold) in splenic weight when expressed as a percentage of total body weight (1.02±0.06%; n=25) compared with control mice (0.6±0.03%; n=27). In the long-term group, a significant increase in heart weight is observed after Dp44mT (0.4 mg/kg per day) (0.8±0.06%; n=4) compared with control mice (0.5±0.01%; n=6). A significant decrease in the expression of Ndrg1, TfR1, and VEGF1 in the liver is noted for Dp44mT- and 3-AP (12 mg/kg per day)-treated animals. The decreased expression could be related to the increased liver Fe in both Dp44mT- and 3-AP-treated mice.

危险品标志 

Xn

危险类别码 

22-36/37/38

安全说明 

26

危险品运输编号 

UN 2811 6.1 / PGIII

WGK Germany 

3

毒性

LDLo ivn-rat: 20 mg/kg IJTOFN 19,85,2000