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1099644-42-4

中文名稱 ITD 1
英文名稱 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 2025/08/08 09:33:54
1099644-42-4 結(jié)構(gòu)式 1099644-42-4 結(jié)構(gòu)式

基本信息

中文別名
4-[1,1'-聯(lián)苯]-4-基-1,4,5,6,7,8-六氫-2,7,7-三甲基-5-氧代-3-喹啉羧酸乙酯
4-([1,1'-聯(lián)苯]-4-基)-2,7,7-三甲基-5-氧代-1,4,5,6,7,8-六氫喹啉-3-羧酸乙酯
英文別名
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
所屬類別
生物化工:激動劑抑制劑

物理化學(xué)性質(zhì)

沸點569.9±50.0 °C(Predicted)
密度1.18±0.1 g/cm3(Predicted)
儲存條件2-8°C
儲存條件Sealed in dry,2-8°C
溶解度≥28.05 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH
酸度系數(shù)(pKa)1.33±0.70(Predicted)
形態(tài)固體
顏色Light yellow to yellow

制備方法

方法1
乙酰乙酸乙酯

141-97-9

5,5-二甲基-1,3-環(huán)己二酮

126-81-8

對苯基苯甲醛

3218-36-8

ITD 1

1099644-42-4

以對苯基苯甲醛(1 mmol)、5,5-二甲基-1,3-環(huán)己二酮(0.14 g,1 mmol)、乙酰乙酸乙酯(0.13 g,1 mmol)、乙酸銨(0.115 g,1.5 mmol)和Fe2O3(催化量)負載于羥基磷灰石(HAP,催化量)上為原料,加入三聚氰胺(0.15 g)作為助劑,在80℃下加熱反應(yīng)。反應(yīng)進程通過薄層色譜(TLC,展開劑為正己烷/乙酸乙酯,體積比10:3)進行監(jiān)測。反應(yīng)完成后,將反應(yīng)混合物冷卻至室溫,用熱乙酸乙酯洗滌,并通過磁力分離去除催化劑。將固體殘余物分離,并通過在熱乙醇中重結(jié)晶進行純化,得到目標產(chǎn)物4-([1,1'-聯(lián)苯]-4-基)-2,7,7-三甲基-5-氧代-1,4,5,6,7,8-六氫喹啉-3-羧酸乙酯。

參考文獻:

[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

圖譜信息

ITD 1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-12704ITD-11099644-42-41 mg360元
2025/05/22HY-12704ITD 1
ITD-1
1099644-42-45mg700元
2025/05/22HY-12704ITD 1
ITD-1
1099644-42-410mM * 1mLin DMSO770元

常見問題列表

生物活性
ITD-1是有效的TGF-β抑制劑。它不抑制TGFBR1或TGFBR的激酶活性,但能夠有效地抑制TGFβ2誘導(dǎo)的效應(yīng)因子SMAD2/3磷酸化,對Activin A的影響甚微。
靶點
TargetValue
TGF-β
()
體外研究

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 .

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