1099644-42-4
基本信息
4-([1,1'-联苯]-4-基)-2,7,7-三甲基-5-氧代-1,4,5,6,7,8-六氢喹啉-3-羧酸乙酯
CS-1731
AOB6123
SCHEMBL3239096
ITD1
ITD-1
ITD 1
ETHYL 4-{[1,1'-BIPHENYL]-4-YL}-2,7,7-TRIMETHYL-5-OXO-1,4,6,8-TETRAHYDROQUINOLINE-3-CARBOXYLATE
4-[1,1'-Biphenyl]-4-yl-1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxo-3-quinolinecarboxylic acid ethyl ester
3-Quinolinecarboxylic acid, 4-[1,1'-biphenyl]-4-yl-1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxo-, ethyl ester
物理化学性质
| 沸点 | 569.9±50.0 °C(Predicted) |
| 密度 | 1.18±0.1 g/cm3(Predicted) |
| 储存条件 | 2-8°C |
| 储存条件 | Sealed in dry,2-8°C |
| 溶解度 | ≥28.05 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH |
| 酸度系数(pKa) | 1.33±0.70(Predicted) |
| 形态 | 固体 |
| 颜色 | Light yellow to yellow |
| InChI | 1S/C27H29NO3/c1-5-31-26(30)23-17(2)28-21-15-27(3,4)16-22(29)25(21)24(23)20-13-11-19(12-14-20)18-9-7-6-8-10-18/h6-14,24,28H,5,15-16H2,1-4H3 |
| InChIKey | ULFUJLFTRWWLPO-UHFFFAOYSA-N |
| SMILES | O=C(CC(C)(C)C1)C2=C1NC(C)=C(C(OCC)=O)C2C(C=C3)=CC=C3C4=CC=CC=C4 |
安全数据
| 危险性符号(GHS) |   GHS06,GHS09 |
| 警示词 | 危险 |
| 危险性描述 | H300+H310+H330-H410 |
| 防范说明 | P501-P273-P260-P270-P262-P271-P264-P280-P284-P391-P361+P364-P301+P310+P330-P302+P352+P310-P304+P340+P310-P403+P233-P405 |
| WGK Germany | WGK 3 |
| 存储类别 | 11 - Combustible Solids |
制备方法
141-97-9
126-81-8
3218-36-8
1099644-42-4
以对苯基苯甲醛（1 mmol）、5,5-二甲基-1,3-环己二酮（0.14 g，1 mmol）、乙酰乙酸乙酯（0.13 g，1 mmol）、乙酸铵（0.115 g，1.5 mmol）和Fe2O3（催化量）负载于羟基磷灰石（HAP，催化量）上为原料，加入三聚氰胺（0.15 g）作为助剂，在80℃下加热反应。反应进程通过薄层色谱（TLC，展开剂为正己烷/乙酸乙酯，体积比10:3）进行监测。反应完成后，将反应混合物冷却至室温，用热乙酸乙酯洗涤，并通过磁力分离去除催化剂。将固体残余物分离，并通过在热乙醇中重结晶进行纯化，得到目标产物4-([1,1'-联苯]-4-基)-2,7,7-三甲基-5-氧代-1,4,5,6,7,8-六氢喹啉-3-羧酸乙酯。
参考文献：
[1] RSC Advances, 2014, vol. 4, # 101, p. 57662 - 57670
[2] Research on Chemical Intermediates, 2015, vol. 41, # 10, p. 7227 - 7244
[3] Applied Organometallic Chemistry, 2016, vol. 30, # 5, p. 311 - 317
[4] Journal of Coordination Chemistry, 2017, vol. 70, # 2, p. 340 - 360
[5] Synthetic Communications, 2017, vol. 47, # 12, p. 1185 - 1191
ITD 1价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2026/09/15 | HY-12704 | ITD-1 | 1099644-42-4 | 1 mg | 360元 |
| 2026/09/15 | HY-12704 | ITD 1 ITD-1 | 1099644-42-4 | 5mg | 700元 |
| 2026/09/15 | HY-12704 | ITD 1 ITD-1 | 1099644-42-4 | 10mM * 1mLin DMSO | 770元 |
常见问题列表
| Target | Value |
|
TGF-β
() |
ITD-1 potently blocks phosphorylation of the effector SMAD2/3 proteins induced by TGFβ2, and only minimally in response to Activin A. HEK293T cells are transfected with a Smad4 response element driving luciferase (SBE4-Luc) to test whether ITD-1 blocks Activin A/Nodal and/or TGFβ signaling, which utilize the same intracellular signaling cascade through Smad4. ITD-1 strongly inhibits TGFβ2 signaling with similar efficacy (92% vs. 99% respectively), but with lower potency compared to SB-431542, an ACVR1B/TGFBR1 kinase inhibitor (IC 50 = 850nM vs. 70nM respectively), and is a weak and partial inhibitor of Activin A signals. ITD-1 selectively enhances the differentiation of uncommitted mesoderm to cardiomyocytes, but not to vascular smooth muscle and endothelial cells. ITD-1 reveals an unexpected role for TGFβ signaling in controlling cardiomyocyte differentiation from multipotent cardiovascular precursors .