HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Doxorubicin hydrochloride
DOX · DOXORUBICIN HCL · ADR · Doxorubicin HCI · DOX HCl · CAELYX · DOX HYDROCHLORIDE · ADRIAMYCIN HYDROCHLORIDE
Identifikatoren & physikalische Daten
| CAS No. | 25316-40-9 |
|---|---|
| Summenformel | C27H30ClNO11 |
| Durchschnittliche Molmasse | 580 g/mol |
| Monoisotopische Masse | 579,1507385 g/mol |
| SMILES | COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.[Cl-].[H+] |
| InChIKey | MWWSFMDVAYGXBV-RUELKSSGSA-N |
| PubChem CID | 657367 |
| Lokaler Name | Doxorubicin hydrochloride |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 206 |
|---|---|
| H-Brücken-Donoren | 7 |
| H-Brücken-Akzeptoren | 13 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 40 |
| Formalladung | 0 |
| Komplexität | 977 |
| Schmelzpunkt | 216 °C (dec.)(lit.) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Soluble in DMSO at 100 mg/mlvery poorly soluble in ethanolsoluble in water at 10 mg/ml with slight warming.Soluble in water. |
| pKa (Säurekonstante) | pKa 8.25±0.60 (Uncertain)8.43±0.70 (Uncertain)11.9±0.4 (Uncertain)12.95±0.1 (Uncertain)13.8±0.70 (Uncertain) |
| Aggregatzustand | solid |
| Farbe | orange to dark red |
| Biologische Quelle | synthetic (organic) |
| Merck | 14,3439 |
| BRN | 4229251 |
| Stabilität | Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months. |
| InChIKey | MWWSFMDVAYGXBV-RUELKSSGSA-N |
| SMILES | Cl[H].COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(=O)CO |
| CAS Datenbank | 25316-40-9(CAS DataBase Reference) |
| EPA chemische Informationen | Doxorubicin hydrochloride (25316-40-9) |
Sicherheit & Vorschriften
| F | 10-21 |
|---|---|
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN2811 |
| Zollcode | 29419090 |
| RTECS-Nr. | QI9295900 |
| R-Sätze (R) | 45-22-40-26/27/28-36/38 |
| Toxizität | LD50 i.v. in mice: 21.1 mg/kg (Bertazzoli, 1970) |
| Gefahrensymbole | T,T+,Xi |
| Sicherheitshinweise (S) | 53-45-36/37/39-22-7/9 |
| Gefahrenklasse | 6.1Acute Tox. 4 OralCarc. 1BMuta. 1BRepr. 1B |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Anwendungen & Verwendung
Verwenden
Doxorubicin hydrochloride (adriamycin hydrochloride) is an antitumour agent that has been formulated as a salt to achieve higher water solubility. While the salt shares the same pharmacological properties as doxorubicin free base, its greater water solubility may offer advantages in some in vitro applications. Physicochemical properties and chromatographic behaviour will depend on whether the pH is buffered. In non-pH controlled systems the free base and salt may behave differently.