129874

Amifostine

A cell-permeable aminothiophosphate pro-drug that offers selective protection in many normal, but not in tumor, tissues against the toxic side-effects of radiation and cytotoxic drugs.

• Synonyma: Amifostine, 2-(3-Aminopropyl)aminoethyl phosphorothioate, trihydrate, S-2-(3-Aminopropylamino)ethyl-O,O-dihydrogen phosphorothioate, trihydrate
• Empirický vzorec (Hillův zápis): C₅H₁₅N₂O₃PS · 3H₂O
• Číslo CAS: 20537-88-6
• Molekulová hmotnost: 268.27
• UNSPSC Code: 12352200
• Assay: ≥99% (NMR)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, desiccated, protect from light

Vlastnosti

• Quality Level: 100
• assay: ≥99% (NMR)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated, protect from light
• color: off-white
• solubility: water: soluble
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
• InChI key: JKOQGQFVAUAYPM-UHFFFAOYSA-N

Popis

General description

A cell-permeable aminothiophosphate pro-drug that offers selective protection in many normal, but not in tumor, tissues against the toxic side-effects of radiation and cytotoxic drugs. Its cytoprotective activities have been attributed to its free radical scavenging properties of its active thiol metabolite, WR-1065. The critical step in its activation is its interaction with alkaline phosphatase that is differentially distributed in normal and neoplastic cells. A strong inducer of hypoxia-inducible factor-α1 (HIF-α1) and p53. Shown to reduce PARP proteolysis and levels of active caspase-3 in irradiated mouse ovaries.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Dedieu, S., et al. 2010. BMC Medicine8, 19.
Yoon, Y.D., et al. 2005. In Vivo19, 509.
Koukourakis, M.I., et al. 2004. Cancer Chemother. Pharmacol.53, 1.
Blasiak, J., et al. 2002. Leukemia Res.26, 1093.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

Bezpečnostní informace

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable