Isoindigo
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Isoindigo acts as the acceptor unit in donor-acceptor (D-A) conjugated polymers and belongs to the indigo dye family. Isoindigo contains two lactam rings and exhibits strong electron-withdrawing properties. Isoindigo can be used in dyeing and pigment preparation. Isoindigo shows high mobility and excellent environmental stability in field-effect transistors (FETs). Isoindigo possesses the activity to inhibit tumor cell proliferation and has certain anti-tumor activity.
商品は「研究用試薬」です。人や動物の医療用・臨床診断用・食品用の製品ではありません。
研究用途以外に使用した場合、当社は一切の責任を負いかねます。
- 純度: 99.67%
- CAS 番号: 476-34-6
- 分子式: C16H10N2O2
- 分子量:262.27
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保管条件:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
生物活性
製品説明
Cellular Effect
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| HCT-116 | IC50 |
>30 μM
Compound: 1
|
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
|
[PMID: 19783149] |
| HL-60 | IC50 |
16.6 μM
Compound: 1
|
Antiproliferative activity against human HL60 cells after 5 days by MTT assay
Antiproliferative activity against human HL60 cells after 5 days by MTT assay
|
[PMID: 19783149] |
| Huh-7 | IC50 |
28.9 μM
Compound: 1
|
Antiproliferative activity against human HuH7 cells after 72 hrs by MTT assay
Antiproliferative activity against human HuH7 cells after 72 hrs by MTT assay
|
[PMID: 19783149] |
| IMR-90 | IC50 |
16.3 μM
Compound: 1
|
Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
|
[PMID: 19783149] |
| K562 | IC50 |
6.7 μM
Compound: 1
|
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
|
[PMID: 19783149] |
| KB | IC50 |
1.6 μM
Compound: isoindigo
|
Antiproliferative activity against human KB cells after 72 hrs by MTS test
Antiproliferative activity against human KB cells after 72 hrs by MTS test
|
[PMID: 17628214] |
体外実験
Isoindigo (blended at 1:1 ratio with P3HT) functions as an n-type acceptor material in all-polymer solar cells, achieving a PCE of 0.5%[1].
Isoindigo (compound 1) exhibited antiproliferative activity against various human cancer cell lines (leukemia cell lines K562 and HL60, colon cancer cell line HCT116, and liver cancer cell line HuH7) and normal lung fibroblasts (IMR-90). The IC50 values of isoindigo against K562, HL60, and the liver cancer cell line HuH7 were 6.7 μM, 16.6 μM, 28.9 μM, and 16.3 μM, respectively[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
化学情報
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CAS 番号 476-34-6
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性状 Solid
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分子量 262.27
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分子式 C16H10N2O2
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Color Brown to reddish brown
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SMILES
O=C1NC2=C(C=CC=C2)/C1=C3C(NC4=C\3C=CC=C4)=O
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輸送条件
Room temperature in continental US; may vary elsewhere.
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保管条件
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
溶剤 & 溶解度
体外:
DMSO : 23.33 mg/mL (88.95 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
濃度 (開始) × 体積 (開始) = 濃度 (終了) × 体積 (終了)
純度とドキュメンテーション
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データシート (279 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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取扱説明書 (2659 KB)
参考文献
[1]. Wee XK,et al. Synthesis and evaluation of functionalized isoindigos as antiproliferative agents. Bioorg Med Chem. 2009 Nov 1;17(21):7562-71. [Content Brief]
[3]. Lei T, et al. Design, synthesis, and structure-property relationships of isoindigo-based conjugated polymers. Acc Chem Res. 2014;47(4):1117-1126. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.8129 mL | 19.0643 mL | 38.1286 mL | 95.3216 mL |
| 5 mM | 0.7626 mL | 3.8129 mL | 7.6257 mL | 19.0643 mL | |
| 10 mM | 0.3813 mL | 1.9064 mL | 3.8129 mL | 9.5322 mL | |
| 15 mM | 0.2542 mL | 1.2710 mL | 2.5419 mL | 6.3548 mL | |
| 20 mM | 0.1906 mL | 0.9532 mL | 1.9064 mL | 4.7661 mL | |
| 25 mM | 0.1525 mL | 0.7626 mL | 1.5251 mL | 3.8129 mL | |
| 30 mM | 0.1271 mL | 0.6355 mL | 1.2710 mL | 3.1774 mL | |
| 40 mM | 0.0953 mL | 0.4766 mL | 0.9532 mL | 2.3830 mL | |
| 50 mM | 0.0763 mL | 0.3813 mL | 0.7626 mL | 1.9064 mL | |
| 60 mM | 0.0635 mL | 0.3177 mL | 0.6355 mL | 1.5887 mL | |
| 80 mM | 0.0477 mL | 0.2383 mL | 0.4766 mL | 1.1915 mL |