Name | Indirubin |
Synonyms | Indirubin Nsc105327 C.I. 73200 INDIRUBIN (RG) 2,3'-biindole-2',3(1H,1'H)-dione [2,3'-Biindolinylidene]-2',3-dione (2Z)-2,3'-biindole-2',3(1H,1'H)-dione 2-(2-oxo-1h-indol-3-ylidene)-1h-indol-3-one (E)-3-(3-oxoindolin-2-ylidene)indolin-2-one 3-(1,3-dihydro-3-oxo-2h-indol-2-ylidene)-1,3-dihydro- 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro- |
CAS | 479-41-4 |
EINECS | 610-392-0 |
InChI | InChI=1/C16H10N2O2/c19-15-10-6-2-4-8-12(10)17-14(15)13-9-5-1-3-7-11(9)18-16(13)20/h1-8,17H,(H,18,20) |
Molecular Formula | C16H10N2O2 |
Molar Mass | 262.26 |
Density | 1.417±0.06 g/cm3(Predicted) |
Melting Point | 350°C(lit.) |
Boling Point | 496.6±45.0 °C(Predicted) |
Flash Point | 207°C |
Solubility | Soluble in pyridine, acetone, chloroform, ether, ethyl acetate, slightly soluble in ethanol, insoluble in water. |
Vapor Presure | 5.34E-10mmHg at 25°C |
Appearance | Grey blue indigo naturalis powder (purple crystal or powder) |
Color | Very Dark Red |
Maximum wavelength(λmax) | 540nm(DMSO)(lit.) |
pKa | 9.13±0.20(Predicted) |
Storage Condition | -20°C |
Sensitive | Sensitive to heat |
Refractive Index | 1.709 |
MDL | MFCD00956441 |
Physical and Chemical Properties | Indirubin, indigo and isoindigo are isomers of each other, and they are all bisindole alkaloids. The difference between the three lies in the different connection positions of the two indole rings, and even their chemically active groups are also different. This product is purple-red needle-like crystals at room temperature, with sublimation. Melting point 356-358 ℃. Soluble in pyridine, acetone, chloroform, ether, ethyl acetate, slightly soluble in ethanol, insoluble in water. It is extracted and separated from Acanthaceae Malan, and can also be synthesized artificially. It is a new anti-cancer drug discovered in my country, which is effective against chronic myeloid leukemia and has less toxicity. |
Use | Anti-cancer effect, clinical for the treatment of chronic myeloid leukemia |
RTECS | DU2995000 |
HS Code | 29339900 |
Reference Show more | 1. Li Haiyi, Li Yanguang, Liang Qingyun, et al. Comparison of extraction and content of indigo and indirubin in leaves and roots of Isatis indigotica [J]. Guangdong Chemical Industry, 2016, 43(02):27-28. 2. Liang Zhenbao, Li Haiyi, Li Yanguang, etc. Studies on the effective components in the root, stem and leaf of Isatis indigotica [J]. Guangzhou Chemical Industry, 2016(11):156-157. 3. Yu Dandan, He Yuyan, Jia Ruiguang. Study on the interaction between indirubin and dipalmitoylphosphatidylcholine liposomes [J]. Central South pharmacy, 2020, v.18;No.171(04):35-39. 4. Yang Yang, Pu Ruyue, Feng Ge, etc. Simultaneous determination of four components in root, stem and leaf of horse Blue by high performance liquid chromatography and evaluation of three different drying methods [J]. Chinese Journal of Hospital Pharmacy, 2018, v.38(02):120-125. 5. Li Xiao-Chen, Wei Wei, Zhang Jian-Yu, Li Li, cow bud. Study on correlation between starch content and active component content in radix isatidis [J]. Chemical Engineer, 2020,34(07):24-26 16. 6. Jin Lun, Guo Aizhen, Hu Changmin. Inhibitory effect of indirubin on lipopolysaccharide-induced apoptosis in mouse mammary epithelial cells [J]. Chinese veterinary science, 2020,50(12):1587-1593. 7. Zhang Yiming, Wan Hui Hua, Su Yong, Lu Meng, Yang Wei, Zhi Junwen. Effects of frostbite bluish on the contents of four indolyl derivatives in broad-sense postrinus plants [J]. Journal of Northwest Botany, 2020,40(11):1951-1958. 8. Hu, Zhigang, et al. "Rapid identification and verification of indirubin-containing medicinal plants." Evidence-based Complementary and Alternative Medicine 2015 (2015).https://doi.org/10.1155/2015/484670 9. [IF=3.212] Jin-lun Lai et al."Indirubin Inhibits LPS-Induced Inflammation via TLR4 Abrogation Mediated by the NF-kB and MAPK Signaling Pathways."Inflammation. 2017 Feb;40(1):1-12 10. [IF=2.629] Hu Zhigang et al."Rapid Identification and Verification of Indirubin-Containing Medicinal Plants."Evid-Based Compl Alt. 2015;2015:484670 11. [IF=4.162] Jiuling Deng et al."A Network Pharmacology-Based Investigation to the Pharmacodynamic Material Basis and Mechanisms of the Anti-Inflammatory and Anti-Viral Effect of Isatis indigotica."Drug Des Dev Ther. 2021; 15: 3193-3206 12. [IF=1.552] Fang Mingyue et al."Qualitative and Quantitative Analysis of 24 Components in Jinlianhua Decoction by UPLC-MS/MS."Chromatographia. 2019 Dec;82(12):1801-1825 13. [IF=2.984] Yi-Ming Zhang et al."Integration of the metabolome and transcriptome reveals indigo biosynthesis in Phaius flavus flowers under freezing treatment."Peerj. 2022 Mar;10:e13106 |