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14892-97-8

中文名稱 SCR7吡嗪
英文名稱 "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 2025/08/08 09:33:56
14892-97-8 結(jié)構(gòu)式 14892-97-8 結(jié)構(gòu)式

基本信息

中文別名
SCR7吡嗪
SCR7 PYRAZINE產(chǎn)
6,7-二苯基-2-磺?;?1H-蝶啶-4-酮
2,3-二氫-6,7-二苯基-2-硫代-4(1H)-蝶啶酮
6,7-二苯基-2-硫氧基-2,3-二氫蝶呤-4(1H)-酮
英文別名
-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
所屬類別
生物化工:激動劑抑制劑

物理化學性質(zhì)

熔點209 °C
密度1.42±0.1 g/cm3(Predicted)
儲存條件room temp
溶解度可溶于DMSO(少許)、甲醇(少許)
酸度系數(shù)(pKa)4.14±0.60(Predicted)
形態(tài)粉末
顏色淡黃色至深黃色
CAS 數(shù)據(jù)庫14892-97-8

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H302
防范說明P301+P312+P330
海關(guān)編碼2933.59.8000

制備方法

方法1
苯甲醛

100-52-7

2-巰基-4-羥基-5,6-二氨基嘧啶

1004-76-8

SCR7吡嗪

14892-97-8

方法A: 將苯甲醛(466 mg, 4.4 mmol)溶于DMF(1.5 mL)和乙酸(0.5 mL)中,所得溶液緩慢加入至固體4,5-二氨基-6-羥基-2-巰基嘧啶(316 mg, 2.0 mmol)中。反應(yīng)混合物于回流條件下加熱3小時,隨后冷卻至室溫,并緩慢加入10 mL冰水。析出的黃色固體經(jīng)真空過濾收集,自然干燥。將干燥后的固體溶于60 mL氯仿中,過濾氯仿溶液以去除不溶物。將全部氯仿溶液上樣至預(yù)先以二氯甲烷填充的硅膠柱上,以二氯甲烷:乙酸乙酯(2:1, v/v)為洗脫劑進行柱層析,收集第一個黃色條帶。減壓濃縮洗脫液,得到目標產(chǎn)物257 mg(0.77 mmol, 收率39%)。產(chǎn)物表征數(shù)據(jù)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).

參考文獻:

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

SCR7吡嗪價格(試劑級)
報價日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
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

常見問題列表

生物活性
SCR7 pyrazine 是一種 DNA 連接酶 IV (DNA ligase IV) 抑制劑,它以連接酶 IV 依賴的方式阻斷非同源末端連接 (NHEJ)。SCR7 pyrazine 也是一種 CRISPR/Cas9 的增強子,可提高 Cas9 介導(dǎo)的同源性定向修復(fù) (HDR) 的效率。SCR7 pyrazine 誘導(dǎo)細胞凋亡 (apoptosis) 并具有抗癌活性。
靶點

DNA Ligase IV
CRISPR/Cas9

體外研究

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.
體內(nèi)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.
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