CPTH2
| 中文名称 | CPTH2 |
|---|---|
| 中文同义词 | 4-(4-CHLOROPHENYL)-N-(CYCLOPENTYLIDENEAMINO)-1,3-THIAZOL-2-AMINE;4-(4-氯苯基)-2-(2-环戊烯肼基)噻唑;4-(4-氯苯基)-2-(2-环戊基亚基肼基)噻唑;4-(4-氯苯基)-2-(2-环戊烯肼基)噻唑(CPTH2);4-(4-氯苯基)-2-(2-亚环戊基肼基)噻唑;化合物CPTH2,10 MM DMSO 溶液;CPTH2 |CAS 357649-93-5;CPTH2 试剂 |
| 英文名称 | Histone Acetyltransferase Inhibitor IV, CPTH2 |
| 英文同义词 | Histone Acetyltransferase Inhibitor IV, CPTH2;CPTH2;Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl)hydrazone;Cyclopentanone, 2-[4-(4-chlorophenyl)-2-thiazolyl]hydrazone;4-(4-Chlorophenyl)-2-(2-cyclopentylidenehydrazineyl)thiazole;4-(4-Chlorophenyl)-2-(2-cyclopentylidenehydrazinyl)thiazole;4-(4-Chlorophenyl)-2-(2-cyclopentylidenehydrazineyl)thiazole , CPTH2;CPTH2, 10 mM in DMSO |
| CAS号 | 357649-93-5 |
| 分子式 | C14H14ClN3S |
| 分子量 | 291.8 |
| EINECS号 | |
| 相关类别 | 合成;HAT Inhibitor IV, Gcn5p Inhibitor, CPTH2;Aromatics, Heterocycles, Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals |
| Mol文件 | 357649-93-5.mol |
| 结构式 |  |
CPTH2 性质
| 熔点 | 190-191 °C |
|---|---|
| 沸点 | 460.3±37.0 °C(Predicted) |
| 密度 | 1.38±0.1 g/cm3(Predicted) |
| 储存条件 | 2-8°C |
| 溶解度 | 溶于二甲基亚砜 |
| 形态 | 粉末 |
| 酸度系数(pKa) | 14.57±0.20(Predicted) |
| 颜色 | 白色至米色 |
| 水溶解性 | Water: < 0.1 mg/mL (insoluble) |
| 敏感性 | Light Sensitive |
| 稳定性 | 可在-20°下的DMSO中的溶液储存长达1个月。 |
| InChI | InChI=1S/C14H14ClN3S/c15-11-7-5-10(6-8-11)13-9-19-14(16-13)18-17-12-3-1-2-4-12/h5-9H,1-4H2,(H,16,18) |
| InChIKey | YYTHPXHGWSAKIZ-UHFFFAOYSA-N |
| SMILES | C1(=N/NC2=NC(C3=CC=C(Cl)C=C3)=CS2)/CCCC/1 |
| Target | Value |
|
HAT
() | |
|
Gcn5p
() | |
|
KAT3B
() |
CPTH2 (100 μM; 12, 24, 48 hours) causes a decrease in cell proliferation after as early as 12 h with a further significant reduction after 48 h stimulation.
CPTH2 (100 μM; 12 or 48 hours) causes a comparable drop of the activity in both cell lines.
CPTH2 (100 μM; 48 hours) produces a drastic increase in apoptotic/dead cell population after 48 h.
CPTH2 (100 μM; 12, 24, 48 hours) shows a reduced acetylation of both global AcH3 histone and H3AcK18.
CPTH2 (100 μM; 24, 48 hours) is capable to counteract invasion and migration of ccRCC-786-O cells in culture.
CPTH2 (0.2, 0.5, 1 mM) inhibits the growth of a GCN5 deleted strain and a single catalytic mutant E173H.
CPTH2 (0.6, 0.8 mM; for 24 hours) inhibits histone H3 acetylation in yeast cell cultures.
CPTH2 inhibits the Gcn5p dependent functional network.
Cell Proliferation Assay
| Cell Line: | Papillary thyroid (K1) and clear cell Renal Cell Carcinoma (ccRCC-786-O) cell lines |
| Concentration: | 100 μM |
| Incubation Time: | 12, 24, 48 hours |
| Result: | Caused a decrease in cell proliferation after as early as 12 h with a further significant reduction after 48 h stimulation. |
Cell Viability Assay
| Cell Line: | K1 and ccRCC-786-O cell lines |
| Concentration: | 100 μM |
| Incubation Time: | 24 hours (K1 cell) and 48 hours (ccRCC-786-O cell) |
| Result: | Caused a comparable drop of the activity in both cell lines. |
Apoptosis Analysis
| Cell Line: | ccRCC-786-O cells |
| Concentration: | 100 μM |
| Incubation Time: | 48 hours |
| Result: | Produced a drastic increase in apoptotic/dead cell population after 48 h. |
Western Blot Analysis
| Cell Line: | ccRCC-786-O cells |
| Concentration: | 100 μM |
| Incubation Time: | 12, 24, 48 hours |
| Result: | Showed a reduced acetylation of both global AcH3 histone and H3AcK18. |
7283-39-8
536-38-9
357649-93-5
以2-亚环戊基肼-1-硫代甲酰胺和α-溴代-4-氯苯乙酮为原料合成4-(4-氯苯基)-2-(2-环戊基亚基肼基)噻唑的一般步骤：准确称取0.157 g环戊酮缩氨基硫脲席夫碱和0.234 g对氯-α-溴苯乙酮，置于反应瓶中，加入15 mL异丙醇作为溶剂。在室温下搅拌反应混合物，并通过薄层色谱（TLC，展开剂比例为乙酸乙酯：石油醚=1：2）监测反应进程。反应4小时后，观察到反应体系无明显变化，遂终止反应。将反应混合物过滤，所得滤饼用乙醇洗涤，最终获得0.271 g白色固体产物。
参考文献：
[1] Patent: CN108409683, 2018, A. Location in patent: Paragraph 0010; 0011
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 16, p. 4635 - 4640
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 14, p. 5063 - 5070
安全信息
| WGK Germany | nwg |
|---|---|
| 存储类别 | 11 - 可燃固体 |
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2026/07/06 | S1242 | CPTH2 CPTH2 | 357649-93-5 | 5mg | 1040.78元 |
| 2026/07/06 | S1242 | CPTH2 CPTH2 | 357649-93-5 | 25mg | 3186.64元 |