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.
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Synonym(s):
Amifostine, 2-(3-Aminopropyl)aminoethyl phosphorothioate, trihydrate, S-2-(3-Aminopropylamino)ethyl-O,O-dihydrogen phosphorothioate, trihydrate
Empirical Formula (Hill Notation):
C5H15N2O3PS · 3H2O
Recommended Products
Quality Level
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
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
Warning
Toxicity: Harmful (C)
Reconstitution
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.
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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