6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloride
Modify Date: 2024-02-27 21:10:49
![6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloride Structure](https://image.chemsrc.com/caspic/443/175989-38-5.png)
6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloride structure
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Common Name | 6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloride | ||
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| CAS Number | 175989-38-5 | Molecular Weight | 325.36500 | |
| Density | N/A | Boiling Point | N/A | |
| Molecular Formula | C17H19N5O2 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of 6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloridePixantrone (BBR 2778 (free base)) hydrochloride, a mitoxantrone analog, is a topoisomerase II inhibitor and DNA intercalator, with anti-tumor activity[1][2]. |
| Name | 6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione,hydrochloride |
|---|---|
| Synonym | More Synonyms |
| Description | Pixantrone (BBR 2778 (free base)) hydrochloride, a mitoxantrone analog, is a topoisomerase II inhibitor and DNA intercalator, with anti-tumor activity[1][2]. |
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| Related Catalog | |
| Target |
Topoisomerase II |
| In Vitro | Pixantrone (0-10 μM, 72 h) hydrochloride induces cell death in multiple cancer cell lines independent of cell cycle perturbation[1]. Pixantrone (25-500 nM, 24 h) hydrochloride can induce DNA damage, hinder chromosome segregation, and induce severe chromosomal aberrations and mitotic catastrophes in PANC1 cells[1]. Pixantrone (0-100 μM, 72 h) hydrochloride potently inhibits growth of human leukemia K562 cells, etoposide-resistant K/VP.5 cells, MDCK and ABCB1-transfected MDCK/MDR cells with IC50s of 0.10 μM, 0.56 μM, 0.058 μM and 4.5 μM, respectively[2]. Pixantrone (0.01-0.2 μM) hydrochloride leads to a concentration-dependent formation of linear DNA through acting on topoisomerase IIα and produces semiquinone free radicals in an enzymatic reducing system, although not in a cellular system, most likely due to low cellular uptake[2]. Pixantrone (0.01-10 μM) hydrochloride shows potent inhibitory activities against rat 97-116 peptide-specific T cell proliferation[4]. Cell Proliferation Assay[1] Cell Line: T47D, MCF-10A and OVCAR5 cells Concentration: 0-10 μM Incubation Time: 72 h Result: Reduced the proliferation of T47D, MCF-10A and OVCAR5 cells with 37.3 nM, 126 nM and 136 nM, respectively. Cell Proliferation Assay[4] Cell Line: Lewis rat T cell lines Concentration: 0.01-10 μM Incubation Time: Result: Inhibited 39.3% rat 97-116 peptide-specific T cells proliferation at 0.01 μM and completely suppressed T cell proliferation at high concentrations. |
| In Vivo | Pixantrone (i.v., 27 mg/kg, every 7 days, three times) hydrochloride does not worsen pre-existing moderate degenerative cardiomyopathy, causes minimal cardiotoxic in mice following repeated treatment cycles and results in less mortality than mitoxantrone in doxorubicin-pretreated mice[3]. Pixantrone (i.v., 16.25 mg/kg, every week, three times) hydrochloride modulates Lymph node cells (LNC) responses, affacts T cell subpopulations in TAChR-immunized Lewis rats and also shows preventive and therapeutic effect in experimental autoimmune myasthenia gravis (EAMG) rats[4]. |
| References |
| Molecular Formula | C17H19N5O2 |
|---|---|
| Molecular Weight | 325.36500 |
| Exact Mass | 325.15400 |
| PSA | 123.13000 |
| LogP | 2.14480 |
| 6,9-Bis((2-aminoethyl)amino)benz(g)isoquinoline-5,10-dione hydrochloride |
| Pixantrone hydrochloride [MI] |
| Benz(g)isoquinoline-5,10-dione,6,9-bis((2-aminoethyl)amino)-,hydrochloride (1:1) |
| UNII-FC6HVZ9K78 |
| Pixantrone monohydrochloride |