CAS: 1427782-89-5; 2-((4-Oxo-3-Phenyl-3,4,6,7-Tetrahydrothieno[3,2-D]Pyrimidin-2-yl)Thio)-N-(5-Phenylpyridin-2-yl)Acetamide

英文名称2-((4-Oxo-3-Phenyl-3,4,6,7-Tetrahydrothieno[3,2-D]Pyrimidin-2-yl)Thio)-N-(5-Phenylpyridin-2-yl)Acetamide
中文名称N-(5-苯基-2-吡啶基)-2-[(3,4,6,7-四氢-4-氧代-3-苯基噻吩并[3,2-d]嘧啶-2-基)硫基]乙酰胺
IUPAC名称2-((4-oxo-3-phenyl-3,4,6,7-tetrahydrothieno[3,2-d]pyrimidin-2-yl)thio)-N-(5-phenylpyridin-2-yl)acetamide
其它别名Iwp L6; 2-[(4-Oxo-3-Phenyl-3,4,6,7-Tetrahydrothieno[3,2-D]Pyrimidin-2-yl) Sulfanyl]-N-(5-Phenyl-2-Pyridinyl)Acetamide; N-(5-Phenyl-2-Pyridinyl)-2-[(3,4,6,7-Tetrahydro-4-Oxo-3-Phenylthieno[3,2-D]Pyrimidin-2-yl)Thio]Acetamide; Porcn Inhibitor Iii; N-(5-Phenyl-2-Pyridinyl)-2-[(3,4,6,7-Tetrahydro-4-Oxo-3-Phenylthieno[3,2-D]Pyrimidin-2-yl)Thio]Acetamide Iwp-L6; 2-((4-Oxo-3-Phenyl-3,4,6,7-Tetrahydrothieno[3,2-D]Pyrimidin-2-yl)Thio)-N-(5-Phenylpyridin-2-yl)Acetamide; Iwp-L6, >=
CAS编号1427782-89-5
MFCD编号:MFCD27937771
分子式:C25H20N4O2S2分子量:472.6
产品CID: 654588
产品分类生物化工 → 抑制剂 → 干细胞及Wnt信号通路(Stem Cells & Wnt)

相似结构搜索
InChIKey: QESQGTFWEQMCMH-UHFFFAOYSA-N
InChI=1S/C25H20N4O2S2/c30-22(28-21-12-11-18(15-26-21)17-7-3-1-4-8-17)16-33-25-27-20-13-14-32-23(20)24(31)29(25)19-9-5-2-6-10-19/h1-12,15H,13-14,16H2,(H,26,28,30)
计算化学: 氢键受体数6.0氢键供体数1.0可旋转键数6.0

物理性质

PSA:130.97
LogP:5.323
溶解性≥22.45 mg/mL In DMSO; Insoluble In H2O; Insoluble In Etoh
外观形态白色至类白色固体
储存条件储存在 -20°C
产品应用该化合物是PORCN(EC50 = 0.5 NM)的一种有选择性的强效抑制剂,用来阻断阻断电离子体信号,在HEK293细胞中抑制细胞细胞细胞图象微粒途径效应DVL2的磷酸化作用;通过可逆地抑制微粒信号,抑制培养胚胎肾的分泌;在斑马胚胎中,它有效地抑制后方轴形成,即视视视网球/Β-卡丁尼为依赖的发育过程.

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P280-P301+P312-P302+P352-P305+P351+P338

上下游产品

methyl 3-amino-4,5-dihydrothiophene-2-carboxylate 2-chloro-N-(5-phenylpyridin-2-yl)acetamide

合成工艺路线路线简述

合成目标产物 Iwp L6 主要起始原料 2-Thiophenecarboxylicacid,3-Amino-4,5-Dihydro-,Methylester(9CI)
(文献来源)合成步骤主要原料 2-Thiophenecarboxylicacid,3-Amino-4,5-Dihydro-,Methylester(9Ci)

📜甲基3-氨基-4,5-二氢-2-噻吩羧酸酯置于吡啶,三乙胺体系中,用 N,N-二甲基甲酰胺用作溶剂,化学反应 2.0H,反应生成N-(5-苯基-2-吡啶基)-2-[(3,4,6,7-四氢-4-氧代-3-苯基噻吩并[3,2-D]嘧啶-2-基)硫基]乙酰胺
参考文献: Highly Potent Inhibitors Of Porcupine[fr] Inhibiteurs Très Puissants De Porc-épic
标题: Highly Potent Inhibitors Of Porcupine[fr] Inhibiteurs Très Puissants De Porc-épic

海关参考信息

2902200000-苯
2912110000-甲醛
2912120000-乙醛
2933310010-吡啶
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

1: You L, Zhang C, Yarravarapu N, Morlock L, Wang X, Zhang L, Williams NS, Lum L, Chen C. Development of a triazole class of highly potent Porcn inhibitors. Bioorg Med Chem Lett. 2016 Dec 15;26(24):5891-5895. doi: 10.1016/j.bmcl.2016.11.012. Epub 2016 Nov 11.
2: Wang X, Moon J, Dodge ME, Pan X, Zhang L, Hanson JM, Tuladhar R, Ma Z, Shi H, Williams NS, Amatruda JF, Carroll TJ, Lum L, Chen C. The development of highly potent inhibitors for porcupine. J Med Chem. 2013 Mar 28;56(6):2700-4. doi: 10.1021/jm400159c. Epub 2013 Mar 19.
3: Gao X, Hannoush RN. Single-cell imaging of Wnt palmitoylation by the acyltransferase porcupine. Nat Chem Biol. 2014 Jan;10(1):61-8. doi: 10.1038/nchembio.1392. Epub 2013 Nov 24.

合成参考文献

参考文献:10.1124/mol.119.115964
摘要:Lee TD, Lee OW, Brimacombe KR, Chen L, Guha R, Lusvarghi S, Tebase BG, Klumpp-Thomas C, Robey RW, Ambudkar SV, Shen M, Gottesman MM, Hall MD. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular Pharmacology. 2019 Nov;96(5):629–40. doi: 10.1124/mol.119.115964.