Name | Dexrazoxane hydrochloride |
Synonyms | Totect Zinecard Cardioxan Cardioxane Dexrazoxane HCl UNII-5346058Q7S Dexrazoxane HCL ICRF-187 hydrochloride ICRF 187 hydrochloride ICRF-187 (ADR-529) HCl Dexrazoxane hydrochloride Dexrazoxane HCl (ICRF-187, ADR-529) Dexrazoxane hydrochloride (ICRF-187, ADR-529) 4,4'-(2S)-propane-1,2-diyldipiperazine-2,6-dione hydrochloride (S)-4,4'-(1-Methyl-1,2-ethanediyl)bis-2,6-piperazinedione hydrochloride (S)-4,4'-(1-Methyl-1,2-Ethanediyl)Bis-2,6-Piperazinedione Hydrochloride 2,6-Piperazinedione, 4,4'-(1-methyl-1,2-ethanediyl)bis-, hydrochloride, (S)- |
CAS | 149003-01-0 |
InChI | InChI=1/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 |
Molecular Formula | C11H16N4O4.ClH |
Molar Mass | 304.732 |
Boling Point | 531.5°C at 760 mmHg |
Flash Point | 275.3°C |
Solubility | 10 mM in DMSO |
Vapor Presure | 2.22E-11mmHg at 25°C |
Storage Condition | Inert atmosphere,Room Temperature |
In vitro study | In rat cardiomyocytes, Dexrazoxane (10 mM), which clinically limits the cardiotoxicity of anthracyclines, prevents daunorubicin-induced apoptosis, but does not affect necrosis induced by high concentrations of anthacycline. In rat cardiomyocytes, Dexrazoxane exerts its cardioprotective effect by binding free iron or loosely bound iron to complex doxorubicin, thereby preventing or reducing site-specific oxygen radical production of the damaged cellular component. In H9C2 cardiomyocytes, Dexrazoxane specifically inhibits doxorubicin-induced DNA damage γ-H2AX signaling, but does not affect camptothecin or hydrogen peroxide. Dexrazoxane also induces rapid degradation of Top2beta, which is complementary to the reduction in DNA damage induced by doxorubicin. Dexrazoxane antagonized doxorubicin-induced DNA damage by interfering with Top2beta, suggesting a role for Top2beta in doxorubicin cardiotoxicity. In H9C2 cardiomyocytes, Dexrazoxane is hydrolyzed intracellularly to its active form and binds iron to prevent the formation of superoxide radicals, thus preventing the destruction of mitochondria. |
In vivo study | In B6D2F1 mice, the combination of Dexrazoxane and doxorubicin, daunorubicin or idarubicin reduced tissue lesions (wound size and time profiles) by 96%,70%, and 87%, respectively. The combination of Dexrazoxane and doxorubicin, daunorubicin or idarubicin resulted in a significant reduction in the number of wounds and the duration of the wound. |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 3.282 ml | 16.408 ml | 32.816 ml |
5 mM | 0.656 ml | 3.282 ml | 6.563 ml |
10 mM | 0.328 ml | 1.641 ml | 3.282 ml |
5 mM | 0.066 ml | 0.328 ml | 0.656 ml |