1099644-42-4

中文名称 ITD 1

英文名称 ITD-1

CAS 1099644-42-4

分子式 C27H29NO3

分子量 415.52

MOL 文件 1099644-42-4.mol

更新日期 2026/01/03 09:43:37

1099644-42-4 结构式

基本信息物理化学性质安全数据制备方法图谱信息 ITD 1价格(试剂级) 常见问题列表

基本信息

中文别名

4-[1,1'-联苯]-4-基-1,4,5,6,7,8-六氢-2,7,7-三甲基-5-氧代-3-喹啉羧酸乙酯
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

英文别名

ITD-1
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

所属类别

生物化工：激动剂抑制剂

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

InChI1S/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

InChIKeyULFUJLFTRWWLPO-UHFFFAOYSA-N

SMILESO=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) GHS hazard pictograms

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 GermanyWGK 3

存储类别11 - Combustible Solids

制备方法

方法1

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

图谱信息

ITD 1(1099644-42-4)核磁图(¹HNMR)

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
2025/12/22	HY-12704	ITD-1	1099644-42-4	1 mg	360元
2025/12/22	HY-12704	ITD 1 ITD-1	1099644-42-4	5mg	700元
2025/12/22	HY-12704	ITD 1 ITD-1	1099644-42-4	10mM * 1mLin DMSO	770元

常见问题列表

生物活性

ITD-1是有效的TGF-β抑制剂。它不抑制TGFBR1或TGFBR的激酶活性，但能够有效地抑制TGFβ2诱导的效应因子SMAD2/3磷酸化，对Activin A的影响甚微。

靶点

Target	Value
TGF-β ()

体外研究

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 .