3-{2,4-Dimethyl-5-[(2-oxo-6-phenyl-1,2-dihydro-3H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid
SU 16f · SU16f, 10 mM in DMSO · PDGFR Tyrosine Kinase Inhibitor VII · PDGFR Tyrosine Kinase Inhibitor VII - CAS 251356-45-3 - Calbiochem · (Z)-3-(2,4-Dimethyl-5-((2-oxo-6-phenylindolin-3-ylidene)methyl)-1H-pyrrol-3-yl)propanoic acid · 5-[1,2-Dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-propanoicacid · 1H-Pyrrole-3-propanoic acid, 5-[(1,2-dihydro-2-oxo-6-phenyl-3H-indol-3-ylidene)methyl]-2,4-dimethyl- · 3-{2,4-dimethyl-5-[(2-oxo-6-phenyl-2,3-dihydro-1H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid
![3-{2,4-Dimethyl-5-[(2-oxo-6-phenyl-1,2-dihydro-3H-indol-3-ylidene)methyl]-1H-pyrrol-3-yl}propanoic acid の分子構造式](/img/chemical/53396310.png)
識別子と物理属性
| CAS No. | 251356-45-3 |
|---|---|
| 分子式 | C24H22N2O3 |
| 平均分子量 | 386.4 g/mol |
| 単同位体質量 | 386.16304257 g/mol |
| SMILES | Cc1[nH]c(C=C2C(=O)Nc3cc(-c4ccccc4)ccc32)c(C)c1CCC(=O)O |
| InChIKey | APYYTEJNOZQZNA-UHFFFAOYSA-N |
| PubChem CID | 53396310 |
| DTXSID | DTXSID90694250 |
化学・物理的性質
| XLogP | 3.9 |
|---|---|
| 極性表面積 | 82.2 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 5 |
| 重原子数 | 29 |
| 形式電荷 | 0 |
| 複雑度 | 655 |
| 沸点 | 661.7±55.0 °C(Predicted) |
| 密度 | 1.292±0.06 g/cm3(Predicted) |
| 貯蔵条件 | Store at RT |
| 溶解度 | Soluble to 100 mM in DMSO |
| 外観・状態 | 濃いオレンジ色の固体 |
| pKa（酸解離定数） | 4+-.0.10(Predicted) |
| 色 | Yellow to orange |
| InChI | 1S/C24H22N2O3/c1-14-18(10-11-23(27)28)15(2)25-21(14)13-20-19-9-8-17(12-22(19)26-24(20)29)16-6-4-3-5-7-16/h3-9,12-13,25H,10-11H2,1-2H3,(H,26,29)(H,27,28)/b20-13- |
| InChIKey | APYYTEJNOZQZNA-MOSHPQCFSA-N |
安全性と法規制
| 水環境危害等級（WGK） | WGK 1 |
|---|---|
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
SU 16f is used in the synthetic preparation of [(Dihydrooxoindolylidene)methyl]pyrrolepropanoic Acid as a tyrosine kinase inhibitor.
一般的な説明
A cell-permeable indolinone compound that acts as a potent, ATP site-targeting PDGFR inhibitor (IC50 = 10 nM against PDGFRβ), while affecting Flk-1/KDR/ VEGFR2, FGFR1, and EGFR only at much higher concentrations (IC50 = 0.14, 2.29, and >100 μM, respectively). Reported to selectively inhibit PDGFβ- over EGF-stimulated proliferation in EGFR-expressing NIH 3T3 cultures (IC50 = 0.11 and 21.9 μM, respectively) and exhibit much weaker potency against the proliferation of HUVEC cells upon FGF or VEGF stimulation (IC50 = 10 μM).