Meisoindigo
Modify Date: 2024-01-02 08:57:07
Meisoindigo structure
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Common Name | Meisoindigo | ||
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| CAS Number | 97207-47-1 | Molecular Weight | 276.289 | |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 482.0±45.0 °C at 760 mmHg | |
| Molecular Formula | C17H12N2O2 | Melting Point | 236-237ºC | |
| MSDS | N/A | Flash Point | 245.3±28.7 °C | |
Use of MeisoindigoMeisoindigo(Natura-α; N-Methylisoindigotin; Dian III), a derivative of Indigo naturalis, might induce apoptosis and myeloid differentiation of acute myeloid leukemia (AML).IC50 value:Target: apoptosis inducerin vitro: Meisoindigo inhibited the growth of leukemic cells by inducing marked apoptosis and moderate cell-cycle arrest at the G(0)/G(1) phase. It down-regulated anti-apoptotic Bcl-2, and up-regulated pro-apoptotic Bak and Bax and cell-cycle related proteins, p21and p27. Furthermore, it induced myeloid differentiation, as demonstrated by morphologic changes, up-regulation of CD11b, and increased nitroblue tetrazolium reduction activity in all cell lines tested. In addition, meisoindigo down-regulated the expression of human telomerase reverse transcriptase and enhanced the cytotoxicity of conventional chemotherapeutic agents, cytarabine and idarubicin. As with the results from cell lines, meisoindigo also induced apoptosis, up-regulated p21 and p27, and down-regulated Bcl-2 in primary AML cells [1]. meisoindigo effectively inhibits HT-29 cell proliferation (IC(50) 4.3 mmol/L), arrests HT-29 cells in G2/ M phase and induces HT-29 cell apoptosis. The downstream genes and proteins of GSK-3beta(ser(9)) expression level decrease [2].in vivo: The in vivo anti-leukemic activity of meisoindigo was also demonstrated by decreased spleen size in a dose-dependent manner [1]. Meisoindigo significantly inhibits the HT-29 xenograft tumors growth at the dose of 100 mg/kg. The mechanism of meisoindigo activity against HT-29 cells may be related to its inhibition of glycogen synthase kinase-3beta, GSK-3beta(ser(9)) phosphorylation in Wnt signaling pathway [2]. |
| Name | (3E)-1-methyl-3-(2-oxo-1H-indol-3-ylidene)indol-2-one |
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| Synonym | More Synonyms |
| Description | Meisoindigo(Natura-α; N-Methylisoindigotin; Dian III), a derivative of Indigo naturalis, might induce apoptosis and myeloid differentiation of acute myeloid leukemia (AML).IC50 value:Target: apoptosis inducerin vitro: Meisoindigo inhibited the growth of leukemic cells by inducing marked apoptosis and moderate cell-cycle arrest at the G(0)/G(1) phase. It down-regulated anti-apoptotic Bcl-2, and up-regulated pro-apoptotic Bak and Bax and cell-cycle related proteins, p21and p27. Furthermore, it induced myeloid differentiation, as demonstrated by morphologic changes, up-regulation of CD11b, and increased nitroblue tetrazolium reduction activity in all cell lines tested. In addition, meisoindigo down-regulated the expression of human telomerase reverse transcriptase and enhanced the cytotoxicity of conventional chemotherapeutic agents, cytarabine and idarubicin. As with the results from cell lines, meisoindigo also induced apoptosis, up-regulated p21 and p27, and down-regulated Bcl-2 in primary AML cells [1]. meisoindigo effectively inhibits HT-29 cell proliferation (IC(50) 4.3 mmol/L), arrests HT-29 cells in G2/ M phase and induces HT-29 cell apoptosis. The downstream genes and proteins of GSK-3beta(ser(9)) expression level decrease [2].in vivo: The in vivo anti-leukemic activity of meisoindigo was also demonstrated by decreased spleen size in a dose-dependent manner [1]. Meisoindigo significantly inhibits the HT-29 xenograft tumors growth at the dose of 100 mg/kg. The mechanism of meisoindigo activity against HT-29 cells may be related to its inhibition of glycogen synthase kinase-3beta, GSK-3beta(ser(9)) phosphorylation in Wnt signaling pathway [2]. |
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| Related Catalog | |
| References |
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 482.0±45.0 °C at 760 mmHg |
| Melting Point | 236-237ºC |
| Molecular Formula | C17H12N2O2 |
| Molecular Weight | 276.289 |
| Flash Point | 245.3±28.7 °C |
| Exact Mass | 276.089874 |
| PSA | 49.41000 |
| LogP | 1.53 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.698 |
| HS Code | 2933990090 |
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~75%
Meisoindigo CAS#:97207-47-1 |
| Literature: Gholamzadeh, Parisa; Mohammadi Ziarani, Ghodsi; Badiei, Alireza; Abolhassani Soorki, Ali; Lashgari, Negar Research on Chemical Intermediates, 2013 , vol. 39, # 9 p. 3925 - 3936 |
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~%
Meisoindigo CAS#:97207-47-1 |
| Literature: Research on Chemical Intermediates, , vol. 39, # 9 p. 3925 - 3936 |
| Precursor 3 | |
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| DownStream 0 | |
| HS Code | 2933990090 |
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| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
| 1-Methyl-1H,1'H-[3,3']biindolyliden-2,2'-dion |
| Meisoindigo |
| Biindolene deriv. |
| (E)-1-methyl-1H,1'H-[3,3']biindolylidene-2,2'-dione |
| 2H-Indol-2-one, 3-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-1,3-dihydro-1-methyl-, (3E)- |
| (E)-1-Methyl-1H,1'H-[3,3']biindolyliden-2,2'-dion |
| HMS1593P16 |
| 1-methyl-1H,1'H-[3,3']biindolylidene-2,2'-dione |
| Dian III |
| Methylisoindigotin |
| N-methylisoindigo |
| N-Methylisoindigotin |
| (3E)-1-Methyl-3-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)-1,3-dihydro-2H-indol-2-one |