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.
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- Pureza: 99.67%
- No. CAS: 476-34-6
- Fòrmula: C16H10N2O2
- Peso molecular:262.27
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Almacenamiento:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Actividad biológica
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Chemical Information
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Solvente y solubilidad
- Pureza y Documentación
- Referencias
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Help & FAQs
Actividad biológica
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HCT-116 | IC50 |
>30 μM
Compound: 1
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Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
Antiproliferative activity against human HCT116 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| HL-60 | IC50 |
16.6 μM
Compound: 1
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Antiproliferative activity against human HL60 cells after 5 days by MTT assay
Antiproliferative activity against human HL60 cells after 5 days by MTT assay
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[PMID: 19783149] |
| Huh-7 | IC50 |
28.9 μM
Compound: 1
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Antiproliferative activity against human HuH7 cells after 72 hrs by MTT assay
Antiproliferative activity against human HuH7 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| IMR-90 | IC50 |
16.3 μM
Compound: 1
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Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
Antiproliferative activity against human IMR90 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| K562 | IC50 |
6.7 μM
Compound: 1
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Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
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[PMID: 19783149] |
| KB | IC50 |
1.6 μM
Compound: isoindigo
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Antiproliferative activity against human KB cells after 72 hrs by MTS test
Antiproliferative activity against human KB cells after 72 hrs by MTS test
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[PMID: 17628214] |
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.
Chemical Information
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No. CAS 476-34-6
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Appearance Solid
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Peso molecular 262.27
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Fòrmula 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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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvente y solubilidad
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureza y Documentación
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Ficha de datos (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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Instrucciones de manejo (2659 KB)
Referencias
[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 |
Isoindigo Related Classifications
HY-107869 Related Classifications
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