Description

Dexrazoxane Hydrochloride (CAS No. 1263283-43-7) is a high-purity pharmaceutical compound with the molecular formula C₁₁H₁₇ClN₄O₄. It is the hydrochloride salt of dexrazoxane, a cyclic derivative of EDTA, and is recognized by its IUPAC name 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione;hydrochloride. This compound is supplied as a white to off-white crystalline powder, ensuring optimal stability and solubility for research applications. Dexrazoxane Hydrochloride is widely utilized in cardioprotective research and as a chemoprotectant in oncology studies. Its high purity (>98%) makes it ideal for in vitro and in vivo studies, particularly in mitigating anthracycline-induced cardiotoxicity. Store in a cool, dry environment (2-8°C) to maintain integrity.

Properties

• CAS Number: 1263283-43-7
• Complexity: 404
• IUPAC Name: 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione;hydrochloride
• InChI: InChI=1S/C11H16N4O4.ClH/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14;/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19);1H/t7-;/m0./s1
• InChI Key: BIFMNMPSIYHKDN-FJXQXJEOSA-N
• Exact Mass: 304.0938327
• Molecular Formula: C11H17ClN4O4
• Molecular Weight: 304.73
• SMILES: C[C@@H](CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2.Cl
• Topological: 98.8
• Monoisotopic Mass: 304.0938327
• Synonyms: Dexrazoxane hydrochloride, 149003-01-0, Dexrazoxane HCl, Cardioxane, Totect, Cardioxan, Savene, 1263283-43-7, ADR-529 hydrochloride, ICRF-187 hydrochloride, ICRF 187 hydrochloride, UNII-5346058Q7S, 2,6-Piperazinedione, 4,4′-((1S)-1-methyl-1,2-ethanediyl)bis-, hydrochloride (1:1), 5346058Q7S, CHEBI:50224, DTXSID60164152, 2,6-Piperazinedione, 4,4′-(1-methyl-1,2-ethanediyl)bis-, hydrochloride, (S)-, 4,4′-(2S)-propane-1,2-diyldipiperazine-2,6-dione hydrochloride, Dexrazoxane for Injection, Hydrochloride, Dexrazoxane, DTXCID9086643, Zinecard, Dexrazoxane (Hydrochloride), (+)-Razoxane hydrochloride, Razoxane hydrochloride, (S)-, (S)-4,4′-(propane-1,2-diyl)bis(piperazine-2,6-dione) hydrochloride, Dexrazoxane HCl (ICRF-187, ADR-529), (S)-4,4′-(1-Methyl-1,2-ethanediyl)bis-2,6-piperazinedione hydrochloride, 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione hydrochloride, Dexrazoxane (monohydrochloride), Dexrazoxane hydrochloride [VANDF], Dexrazoxane hydrochloride [WHO-DD], Razoxane (+)-form hydrochloride [MI], Dexrazoxane hydrochloride [ORANGE BOOK], (S)-4,4′-(Propane-1,2-diyl)bis(piperazine-2,6-dione) xhydrochloride, 4-[(2S)-2-(3,5-dioxopiperazin-1-yl)propyl]piperazine-2,6-dione;hydrochloride, TopoTect, Zinecard (TN), Savene (TN), Totect (TN), SCHEMBL18188, CHEMBL1200778, ICRF-187 (hydrochloride);ADR-529 (hydrochloride);NSC-169780 (hydrochloride), GLXC-05051, KDX-0811, s1222, AKOS015900046, AC-9014, CCG-267515, AS-16976, Dexrazoxane HCl (ICRF-187; ADR-529), HY-110075, CS-0032917, SW220147-1, C72836, D07807, Dexrazoxane hydrochloride (ICRF-187, ADR-529), Q27121988

Application

Dexrazoxane Hydrochloride is primarily used as a cardioprotective agent in research involving anthracycline-based chemotherapy. It functions by chelating free iron and preventing the formation of reactive oxygen species (ROS), thereby reducing oxidative stress on cardiomyocytes. This compound is also studied for its potential in preventing doxorubicin-induced cardiotoxicity. Additionally, it serves as a model compound in pharmacokinetic and pharmacodynamic research due to its well-characterized metabolism.

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