Name | 2,6-PIPERAZINEDIONE, 4,4'-(1-METHYL-1,2-ETHANEDIYL)BIS- |
Synonyms | ICRF ICRF-159 Razoxane ICRF-187 Eucardion ICI-59118 2,6-PIPERAZINEDIONE, 4,4'-(1-METHYL-1,2-ETHANEDIYL)BIS- |
CAS | 21416-87-5 |
Molecular Formula | C11H16N4O4 |
Molar Mass | 268.27 |
Density | 1.2576 (rough estimate) |
Melting Point | 233.5°C |
Boling Point | 411.43°C (rough estimate) |
Solubility | DMSO (Slightly) |
Appearance | Solid |
Color | White |
Storage Condition | Refrigerator |
Refractive Index | 1.6081 (estimate) |
Physical and Chemical Properties | White or nearly white or light beige crystalline or crystalline powder, odorless, slightly bitter taste. Soluble in hot water, hardly soluble in water or ethanol. Melting point 233-234 ℃ (decomposition), melting point 237-239 ℃. ()-Structure (Dexrazoxane):[24584-09-6]. Crystallized from aqueous methanol-ether, melting point 193 ℃. [α]D +11.35 (C = 5, dimethylformamide). Solubility (mg/ml):10-12 (water),35-43(0.1mol/L hydrochloric acid),25-34(0.1mol/L sodium hydroxide),6.7-10(10% ethanol),1 (methanol),7.1-10 [water-dimethylformamide (1:1)],9.7-14.5[0.1mol/L citrate buffer (Ph 4)],8.7~13[0.1mol/L boric acid buffer (Ph 9)]. |
Use | the racemate is an antineoplastic agent. For adjuvant surgery to prevent cancer metastasis, acute leukemia, acute sarcoidosis, can also be used for lung cancer, gastric cancer, liver cancer, breast cancer and lymphosarcoma. ()-configuration for cardioprotectant. For the protection of breast cancer patients, and to prevent the side effects on the heart when chemotherapy with anthracycline antibiotics such as doxorubicin. |
production method | 100g of 1, 2-propanediamine tetraacetic acid and of formamide, total heat at 100-110 ℃ for 1H, then at 150-155 ℃ for 4H. The resulting Brown solution was evaporated under reduced pressure at 80-90 °c to remove the solvent. The residue was dissolved in 120ml of methanol and placed in a refrigerator overnight. Filtration, washing with methanol, and drying in vacuo at 65 °c gave 62g of light beige fine crystals of razoxane with a yield of 70% and a melting point of 237-239 °c. |