返回ChemicalBook首页>CAS数据库列表>14892-97-8

14892-97-8

中文名称 SCR7吡嗪
英文名称 "6,7-diphenyl-2-sulfanylidene-1H-pteridin-4-one
CAS 14892-97-8
分子式 C18H12N4OS
分子量 332.39
MOL 文件 14892-97-8.mol
更新日期 2025/09/05 13:40:30
14892-97-8 结构式 14892-97-8 结构式

基本信息

中文别名
SCR7吡嗪
SCR7 PYRAZINE产
6,7-二苯基-2-磺酰基-1H-蝶啶-4-酮
2,3-二氢-6,7-二苯基-2-硫代-4(1H)-蝶啶酮
6,7-二苯基-2-硫氧基-2,3-二氢蝶呤-4(1H)-酮
英文别名
-2-suL
6,7-diphenyL
SCR7 pyrazine
SCR7
SCR-7
SCR 7.
6,7-Diphenyl-2-thiolumazine
6,7-Diphenyl-2-sulfanylpteridin-4-ol
"6,7-diphenyl-2-sulfanylidene-1H-pteridin-4-one
2,3-Dihydro-6,7-diphenyl-2-thioxo-4(1H)-pteridinone
6,7-Diphenyl-2-thioxo-2,3-dihydropteridin-4(1H)-one
6,7-Diphenyl-2-thioxo-2,3-dihydropteridin-4(8H)-one
所属类别
生物化工:激动剂抑制剂

物理化学性质

熔点209 °C
密度1.42±0.1 g/cm3(Predicted)
储存条件room temp
溶解度可溶于DMSO(少许)、甲醇(少许)
酸度系数(pKa)4.14±0.60(Predicted)
形态粉末
颜色淡黄色至深黄色
CAS 数据库14892-97-8

安全数据

危险性符号(GHS)GHS hazard pictograms
GHS07
警示词警告
危险性描述H302
防范说明P301+P312+P330
海关编码2933.59.8000

制备方法

方法1
苯甲醛

100-52-7

2-巯基-4-羟基-5,6-二氨基嘧啶

1004-76-8

SCR7吡嗪

14892-97-8

方法A: 将苯甲醛(466 mg, 4.4 mmol)溶于DMF(1.5 mL)和乙酸(0.5 mL)中,所得溶液缓慢加入至固体4,5-二氨基-6-羟基-2-巯基嘧啶(316 mg, 2.0 mmol)中。反应混合物于回流条件下加热3小时,随后冷却至室温,并缓慢加入10 mL冰水。析出的黄色固体经真空过滤收集,自然干燥。将干燥后的固体溶于60 mL氯仿中,过滤氯仿溶液以去除不溶物。将全部氯仿溶液上样至预先以二氯甲烷填充的硅胶柱上,以二氯甲烷:乙酸乙酯(2:1, v/v)为洗脱剂进行柱层析,收集第一个黄色条带。减压浓缩洗脱液,得到目标产物257 mg(0.77 mmol, 收率39%)。产物表征数据如下: 1H NMR (DMSO-d6) δ 13.42 (br.s, 1H), 12.82 (br.s, 1H), 7.43-7.34 (m, 10H); 13C NMR (DMSO-d6) δ 175.7, 158.5, 155.9, 149.1, 147.0, 137.7, 137.1, 129.8 (CH), 129.7 (CH), 129.5 (CH), 128.8 (CH), 128.3 (CH), 128.2 (CH), 127.2; HRMS (ESI) m/z calcd for C18H13N4OS [M+H]+ 333.0810, found 333.0802; IR (Nujol) νmax 3407 (br), 1698, 1633, 1552, 1126, 722, 695, 665 cm-1; mp 200-203 °C (dec.); UV/Vis λmax 380 nm (ε = 12,000 M-1 cm-1).

参考文献:

[1] Tetrahedron Letters, 2016, vol. 57, # 29, p. 3204 - 3207

SCR7吡嗪价格(试剂级)
报价日期产品编号产品名称CAS号包装价格
2025/05/22HY-107845SCR7吡嗪
SCR7 pyrazine
14892-97-81 mg386元
2025/05/22HY-107845SCR7吡嗪
SCR7 pyrazine
14892-97-85mg850元
2025/05/22HY-107845SCR7吡嗪
SCR7 pyrazine
14892-97-810mM * 1mLin DMSO935元

常见问题列表

生物活性
SCR7 pyrazine 是一种 DNA 连接酶 IV (DNA ligase IV) 抑制剂,它以连接酶 IV 依赖的方式阻断非同源末端连接 (NHEJ)。SCR7 pyrazine 也是一种 CRISPR/Cas9 的增强子,可提高 Cas9 介导的同源性定向修复 (HDR) 的效率。SCR7 pyrazine 诱导细胞凋亡 (apoptosis) 并具有抗癌活性。
靶点

DNA Ligase IV
CRISPR/Cas9

体外研究

SCR7 pyrazine (20-100 μM; 24 hours; MCF7 cells) treatment interferes with NHEJ in cells, leading to accumulation of unrepaired double-strand breaks (DSBs).
SCR7 pyrazine treatment shows a dose-dependent decrease in cell proliferation with IC 50 values of 40 μM, 34 μM, 44 μM, 8.5 μM, 120 μM, 10 μM and 50 μM for MCF7, A549, HeLa, T47D, A2780, HT1080 and Nalm6 cells, respectively.
In MCF7 cells, SCR7 pyrazine (20, 40 μM) treatment increases phosphorylation of ATM and activates p53, decreases MDM2, BCL2, resulting in activation of proapoptotic proteins, PUMA and BAX. And the shorter fragments of MCL1, PARP1, Caspase 3, and Caspase 9 cleavage are upregulated in a dose-dependent manner.

Western Blot Analysis

Cell Line: MCF7 cells
Concentration: 20 μM, 40 μM, 100 μM
Incubation Time: 24 hours
Result: Showed an increase in levels of gH2AX foci and protein.
体内研究

SCR7 pyrazine (10 mg/kg; intraperitoneal injection; six doses; BALB/c mice) treatment significantly reduces breast adenocarcinoma-induced tumor and increases lifespan.

Animal Model: BALB/c mice injected with breast adenocarcinoma cells
Dosage: 10 mg/kg
Administration: Intraperitoneal injection; on alternate days (0, 2, 4, 6, 8, and 10)
Result: Significantly reduced breast adenocarcinoma-induced tumor and increased lifespan.
"14892-97-8" 相关产品信息