CAS Number78186-34-2
Synonyms9,10-Anthracenedicarbaldehyde bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone]; MFCD01743164; 9,10-Anthracenedicarboxaldehyde bis(2-imidazolin-2-ylhydrazone); Zantrene; ADAH; BISANTRENE HCL; anthracene-9,10-dicarbaldehyde bis-imidazolidin-2-ylidenehydrazone; Orange Crush
Molecular FormulaC22H22N8
Molecular Weight398.47
Purity98%
Density1.41g/cm3
Boiling Point646.3ºC at 760 mmHg
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 78186-34-2 |
| Catalog No. | 2A-9009412 |
| Chinese Name | 比生群 |
| Synonyms | 9,10-Anthracenedicarbaldehyde bis[(4,5-dihydro-1H-imidazol-2-yl)hydrazone]; MFCD01743164; 9,10-Anthracenedicarboxaldehyde bis(2-imidazolin-2-ylhydrazone); Zantrene; ADAH; BISANTRENE HCL; anthracene-9,10-dicarbaldehyde bis-imidazolidin-2-ylidenehydrazone; Orange Crush |
| Molecular Formula | C22H22N8 |
| Molecular Weight | 398.47 |
| Purity | 98 |
| Density | 1.41g/cm3 |
| Boiling Point | 646.3ºC at 760 mmHg |
| Water Solubility | deionized water: soluble8mg/mL |
| Storage Condition | The warehouse is ventilated and dried at low tempe |
| Application | Bisantrene is a highly effective anti-tumor drug that targets eukaryotic type II topoisomerases. |
| HTC | 2933290090 |
| MDL Number | MFCD00872137 |
| SMILES | C(=NNC1=NCCN1)c1c2ccccc2c(C=NNC2=NCCN2)c2ccccc12 |
| InChI | InChI=1S/C22H22N8.2ClH/c1-2-6-16-15(5-1)19(13-27-29-21-23-9-10-24-21)17-7-3-4-8-18(17)20(16)14-28-30-22-25-11-12-26-22;;/h1-8,13-14H,9-12H2,(H2,23,24,29)(H2,25,26,30);2*1H/b27-13+,28-14+;; |
| InChI Key | NJSMWLQOCQIOPE-UHFFFAOYSA-N |
| Hazard Symbols | Transport |
| MSDS | msds/9412_1_78186_34_2.pdf |
| Bioactivity | Bisantrene is a highly effective antitumor drug, targets eukaryotic type II topoisomerases. Related Catalog Research Areas >> Cancer Natural Products >> Quinones Target Topoisomerase II In Vivo Bisantrene shows an outstanding ability to form a complex with DNA. Bisantrene exhibits the most effective binding (even neglecting electrostatic contacts), followed by the 9-substituted compounds and finally by 1-IHA. Bisantrene congeners retained a remarkable capacity for binding to the single-stranded structure. In comparison with the Ki values found for double-stranded DNA, 9-IHA shows a 2-fold increase, 1-IHA maintains the same values, and aza-9-IHA exhibits a modest reduction. On the other hand, Bisantrene, although undergoing a 6-fold reduction in Ki, still exhibits an affinity constant of the order of 106 M-1. Bisantrene promots DNase I cleavage at oligopurine-oligopyrimidine tracts; conversely, it slightly reduces the cleavage activity at alternating purine-pyrimidine sequences[1]. Bisantrene is an active new drug in the treatment of metastatic breast cancer. Bisantrene is an inhibitor of [3H]uridine incorporation into RNA and [3H]thymidine incorporation into DNA[2]. Kinase Assay Measurements are carried out at 25°C in ETN buffer (1 mM EDTA, 10 mM Tris, pH 7.0, with NaCl to obtain the desired ionic strength). Binding is monitored spectrophotometrically or fluorometrically, in the ligand absorption or emission region, respectively, after addition of scalar amounts of DNA to a freshly prepared drug solution. To avoid large systematic inaccuracies resulting from experimental errors in extinction coefficients or fluorescence quantum yield, the range of bound drug fractions is 0.15-0.85. Data are evaluated. Spectroscopic measurements are made with a Perkin-Elmer Lambda 5 apparatus and a MPF66 fluorometer, both equipped with a Haake F3-C thermostat[1]. References [1]. Sissi C, et al. DNA-binding preferences of Bisantrene analogues: relevance to the sequence specificity of drug-mediated topoisomerase II poisoning. Mol Pharmacol. 1998 Dec;54(6):1036-45. [2]. Yap HY, et al. Bisantrene, an active new drug in the treatment of metastatic breast cancer. Cancer Res. 1983 Mar;43(3):1402-4. Chemical & Physical Properties Density 1.41g/cm3 Boiling Point 646.3ºC at 760 mmHg Molecular Formula C22H22N8 Molecular Weight 398.46400 Flash Point 344.7ºC Exact Mass 398.19700 PSA 97.56000 LogP 2.06900 Index of Refraction 1.757 InChIKey NJSMWLQOCQIOPE-UHFFFAOYSA-N SMILES C(=NNC1=NCCN1)c1c2ccccc2c(C=NNC2=NCCN2)c2ccccc12 Water Solubility deionized water: soluble8mg/mL |
| Use of | Bisantrene is a highly effective antitumor drug, targets eukaryotic type II topoisomerases. Properties Articles24 Name Bisantrene Synonym More Synonyms Bisantrene Biological Activity Description Bisantrene is a highly effective antitumor drug, targets eukaryotic type II topoisomerases. Related Catalog Research Areas >> Cancer Natural Products >> Quinones Topoisomerase II References [1]. Sissi C, et al. DNA-binding preferences of Bisantrene analogues: relevance to the sequence specificity of drug-mediated topoisomerase II poisoning. Mol Pharmacol. 1998 Dec;54(6):1036-45. [2]. Yap HY, et al. Bisantrene, an active new drug in the treatment of metastatic breast cancer. Cancer Res. 1983 Mar;43(3):1402-4. Chemical & Physical Properties Molecular Formula C22H22N8 Exact Mass 398.19700 PSA 97.56000 LogP 2.06900 Index of Refraction 1.757 InChIKey NJSMWLQOCQIOPE-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Bisantrene dihydrochloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Bisantrene dihydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Bisantrene dihydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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