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71439-68-4
  • Bisantrene dihydrochloride

  • names:

    Bisantrene dihydrochloride,高效抗癌剂

  • CAS号:

    71439-68-4

    MDL Number:
  • MF(分子式): C22H24Cl2N8 MW(分子量): 471.39
  • EINECS:687-400-4 Reaxys Number:
  • Pubchem ID:6917792 Brand:BIOFOUNT
Bisantrene dihydrochloride
Bisantrene dihydrochloride(71439-68-4)是蒽基双腙的盐酸盐,具有抗肿瘤活性。Bisantrene dihydrochloride插入并破坏DNA的螺旋结构,导致DNA单链断裂、DNA蛋白交联和DNA复制抑制。
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中文别名 Bisantrene dihydrochloride(71439-68-4);Bisantrene HCl
英文别名 CL-216942; CL216942; CL 216942; NSC-337766; Bisantrene HCl
CAS号 71439-68-4
SMILES C1CN=C(N1)NN=CC2=C3C=CC=CC3=C(C4=CC=CC=C42)C=NNC5=NCCN5.Cl.Cl
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-;;
InchiKey KINULKKPVJYRON-VCZQZRGZSA-N
分子式 Formula C22H24Cl2N8
分子量 Molecular Weight 471.39
闪点 FP No data available
熔点 Melting point No data available
沸点 Boiling point No data available
Polarizability极化度 No data available
密度 Density No data available
蒸汽压 Vapor Pressure No data available
溶解度Solubility
性状 棕色至红棕色固体
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
Bisantrene dihydrochloride(71439-68-4)实验注意事项:
1.实验前需戴好防护眼镜,穿戴防护服和口罩,佩戴手套,避免与皮肤接触。
2.实验过程中如遇到有毒或者刺激性物质及有害物质产生,必要时实验操作需要手套箱内完成以免对实验人员造成伤害
3.实验后产生的废弃物需分类存储,并交于专业生物废气物处理公司处理,以免造成环境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.
产品说明 Bisantrene HCl(CAS:71439-68-4 ):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionBisantrene, aslo known as CL-216942 and NSC 337766, is topoisomerase II poisons and DNA intercalators. It may be used as model compounds to study P-glycoprotein-mediated multiple drug resistance (MDR1). Bisantrene may be used as a Rac1 inhibitor. Bisantrene intercalates with and disrupts the configuration of DNA, resulting in DNA single-strand breaks, DNA-protein crosslinking, and inhibition of DNA replication. This agent is similar to doxorubicin in activity, but unlike doxorubicin, does not exhibit cardiotoxicity.
Application1
Application2
Application3
[1]Folini M, Pivetta C, Zagotto G, De Marco C, Palumbo M, Zaffaroni N, Sissi C. Remarkable interference with telomeric function by a G-quadruplex selective bisantrene regioisomer. Biochem Pharmacol. 2010 Jun 15;79(12):1781-90. doi: 10.1016/j.bcp.2010.02.018. Epub 2010 Mar 3. PubMed PMID: 20206144.
[2]Zagotto G, Oliva A, Guano F, Menta E, Capranico G, Palumbo M. Synthesis, DNA-damaging and cytotoxic properties of novel topoisomerase II-directed bisantrene analogues. Bioorg Med Chem Lett. 1998 Jan 20;8(2):121-6. PubMed PMID: 9871638.
[3] Sissi C, Bolgan L, Moro S, Zagotto G, Bailly C, Menta E, Capranico G, Palumbo M. 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. PubMed PMID: 9855632.
[4] Capranico G, Guano F, Moro S, Zagotto G, Sissi C, Gatto B, Zunino F, Menta E, Palumbo M. Mapping drug interactions at the covalent topoisomerase II-DNA complex by bisantrene/amsacrine congeners. J Biol Chem. 1998 May 22;273(21):12732-9. PubMed PMID: 9582297.
[5] Aksentijevich I, Cardarelli CO, Pastan I, Gottesman MM. Retroviral transfer of the human MDR1 gene confers resistance to bisantrene-specific hematotoxicity. Clin Cancer Res. 1996 Jun;2(6):973-80. PubMed PMID: 9816258.
6: Yao S, Wilson WD. 1D and 2D 1H NMR studies on bisantrene complexes with short DNA oligomers. Sci China B. 1995 Dec;38(12):1462-72. PubMed PMID: 8745574.7: Leblanc T, Deméocq F, Leverger G, Baruchel A, Lemerle S, Vannier JP, Nelken B, Guillot T, Schaison G. Treatment of relapsed or refractory acute leukemia in childhood with bisantrene combined with high dose aracytine. Med Pediatr Oncol. 1994;22(2):119-24. PubMed PMID: 8259097.8: Zhang XP, Ritke MK, Yalowich JC, Slovak ML, Ho JP, Collins KI, Annable T, Arceci RJ, Durr FE, Greenberger LM. P-glycoprotein mediates profound resistance to bisantrene. Oncol Res. 1994;6(7):291-301. PubMed PMID: 7865904.9: Murdock KC, Lee VJ, Citarella RV, Durr FE, Nicolau G, Kohlbrenner M. N-phosphoryl derivatives of bisantrene. Antitumor prodrugs with enhanced solubility and reduced potential for toxicity. J Med Chem. 1993 Jul 23;36(15):2098-101. PubMed PMID: 8340913.10: Spadea A, Petti MC, Aloespiriti MA, Avvisati G, De Gregoris C, Fazi P, Latagliata R, Amadori S, Mandelli F. Bisantrene in relapsed and refractory acute myelogenous leukemia. Leuk Lymphoma. 1993 Feb;9(3):217-20. PubMed PMID: 8471980.1
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