Name | Dexrazoxane |
Synonyms | adr529 Eucardion cardioxane Dexrazoxane DEXRAZOXANE DEXTRAZOXANE DEXTRORAZOXANE 4'-propylenedi-6-piperazinedion(+)-4 (+)-4,4'-Propylenedi-2,6-piperazinedione 4,4'-(2S)-Propan-1,2-diyldipiperazin-2,6-dion 4,4'-(2S)-Propane-1,2-diyldipiperazine-2,6-dione 4,4'-(2S)-propane-1,2-diyldipipérazine-2,6-dione 4,4'-[(2S)-1,2-Propanediyl]di(2,6-piperazinedione) 4'-(1-methyl-1,2-ethanediyl)bis-6-piperazinedion(+)-4 (S)-4,4'-(1-METHYL-1,2-ETHANEDIYL)BIS-2,6-PIPERAZINEDIONE (+)-4,4'-(1-Methyl-1,2-ethanediyl)bis-2,6-piperazinedione (s)-4,4'-(1-methyl-1,2-ethanediyl)bis-2,6-piperazinedione 2,6-piperazinedione, 4,4'-[(1S)-1-methyl-1,2-ethanediyl]bis- |
CAS | 24584-09-6 |
InChI | InChI=1/C11H16N4O4/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)/t7-/m0/s1 |
InChIKey | BMKDZUISNHGIBY-ZETCQYMHSA-N |
Molecular Formula | C11H16N4O4 |
Molar Mass | 268.27 |
Density | 1.333±0.06 g/cm3(Predicted) |
Melting Point | 194-196°C |
Boling Point | 531.5±50.0 °C(Predicted) |
Specific Rotation(α) | D +11.35° (c = 5 in DMF) |
Flash Point | 275.3°C |
Solubility | DMSO: >20mg/mL |
Vapor Presure | 2.22E-11mmHg at 25°C |
Appearance | powder |
Color | white to off-white |
Merck | 14,8123 |
pKa | 2.1(at 25℃) |
Storage Condition | 2-8°C |
Refractive Index | 1.539 |
MDL | MFCD00866449 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
UN IDs | UN 2811 6.1 / PGIII |
WGK Germany | 3 |
RTECS | TL6390000 |
pharmacological action | dexpramine combined with adriamycin has a protective effect on the cardiotoxicity of the latter, but the mechanism of its cardioprotective effect is not very clear. Dexomethine is a cyclic derivative of EDTA, which easily penetrates the cell membrane. Experimental studies have shown that dexpramine is transformed into a ring-opening chelating agent in the cell, interfering with the formation of iron ion-mediated free radicals, which is partly responsible for the cardiotoxicity of anthracyclines. |
Overview | At present, the commonly used cardioprotective drugs in clinical practice include Shenmai injection, fructose sodium diphosphate injection, etc., because these drugs can excite the myocardium, Enhance myocardial contractility and increase ejection fraction, so it can effectively protect myocardial cells, but it has no obvious effect on myocardial injury caused by chemotherapy drugs, right propine (dexrazoxane,DEX) is currently the only preparation on the market that can prevent the cardiotoxicity of anthracyclines. Dexalimine is the d isomer of razoxane, also known as dexrazoxane or dexrazoxane or ICRF 187. It is a lipophilic derivative of the chelating agent ethylenediaminetetraacetic acid. It was developed by Chiron in the United States. It was first listed in Italy in 1992 and approved by FDA in July 1995. At present, dexpramine is the only drug clinically used to reduce the cardiotoxicity induced by anthracycline anti-tumor drugs. After hydrolysis in the cell, dexamethylene imine chelates with iron in the cell to reduce the formation of trivalent iron ions and anthracycline anti-tumor drugs such as doxorubicin to form complexes, prevent the formation of free radicals to play a protective role. In addition, dexpramine can also inhibit the cytotoxic effect produced by topoisomerase II. |
biological activity | Dexrazoxane (ICRF-187) is a cardioprotective agent. |
use | is the enantiomer of rayzoson, patients with advanced breast cancer, continuous infusion of dexrezoson, in methotrexate, epirubicin and folic acid In the treatment plan, cardiac protection can be obtained. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |