HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Clodroninsure
diphosphonic acid · Clodronic · Dichloromethylenebisphosphonic acid · (Dichloromethylene)bis(phosphonic acid) · ARC-69931 · Aids071014 · Aids-071014 · Clodronic acid
Identifikatoren & physikalische Daten
| CAS No. | 10596-23-3 |
|---|---|
| Summenformel | CH4Cl2O6P2 |
| Durchschnittliche Molmasse | 244,89 g/mol |
| Monoisotopische Masse | 243,8860172 g/mol |
| SMILES | O=P(O)(O)C(Cl)(Cl)P(=O)(O)O |
| InChIKey | ACSIXWWBWUQEHA-UHFFFAOYSA-N |
| PubChem CID | 25419 |
| ChEMBL | CHEMBL12318 |
| ChEBI | CHEBI:110423 |
| EC No. | 234-212-1 |
| DTXSID | DTXSID8046959 |
| Lokaler Name | Clodroninsure |
Chemische & physikalische Eigenschaften
| XLogP | -2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 115 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 211 |
| LogP (Verteilungskoeffizient) | -2.4 |
| Löslichkeit | 7.47e+00 g/L |
| Schmelzpunkt | 250250 °C249-251° |
| Physical Description | Solid |
| Siedepunkt | 474.7±55.0 °C(Predicted) |
| Dichte | 2.306±0.06 g/cm3(Predicted) |
| Lagerbedingungen | under inert gas (nitrogen or Argon) at 2-8°C |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 0.75±0.10(Predicted) |
| Farbe | Off-white to light yellow |
| InChI | InChI=1S/CH4Cl2O6P2/c2-1(3,10(4,5)6)11(7,8)9/h(H2,4,5,6)(H2,7,8,9) |
| InChIKey | ACSIXWWBWUQEHA-UHFFFAOYSA-N |
| SMILES | C(P(=O)(O)O)(P(=O)(O)O)(Cl)Cl |
Sicherheit & Vorschriften
| Gesundheitliche Auswirkungen | Decreases in serum calcium following substantial overdosage may be expected in some patients. |
|---|---|
| Expositionspfade | Oral, Intravenous. After oral administration, absorption is estimated at 1&ndash3% of the ingested dose because of the low uptake from the gastrointestinal tract. |
| Toxizitätsübersicht | The bisphosphonate group binds strongly to the bone mineral, hydroxyapatite. This explains the specific pharmacological action of these compounds on mineralized tissues, especially bone. The exact mechanism of action of clodronate is not known, however it is known that it does not inhibit protein isoprenylation but can be metabolized intracellularly to a &beta-&gamma-methylene (AppCp-type) analog of ATP (AppCCl2p), which is cytotoxic to macrophages in vitro. Inhibition of the ADP/ATP translocase by the metabolite AppCCl2p is a likely route by which clodronate causes osteoclast apoptosis and inhibits bone resorption. Recently, the slime mold <i>Dictyostelium discoideum</i> was shown to take up bisphosphonates by pinocytosis. In these cells, clodronate, but not other pharmacologically active bisphosphonates, was incorporated into adenine nucleotides, which could potentially explain why this bisphosphonate sometimes seems to act differently than the other bisphosphonates. Clodronate, like all biphosphonates, also binds protein-tyrosine-phosphatase. |
| Signs and Symptoms | Signs and symptoms of hypocalcemia also may occur in some of these patients. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)Clodronic acidDILI PositiveDOI:10.1016/j.drudis.2019.09.022 |
| Alarmwort | Achtung |
| Gefahrenhinweise | Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H290 |
Anwendungen & Verwendung
Verwenden
Clodronic Acid is a bisphosphonate that can be used in the treatment of osteoporosis. Its ATP-analogs can inhibit cell signaling pathways.