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.
Synonym(s):
Amifostine, 2-(3-Aminopropyl)aminoethyl phosphorothioate, trihydrate, S-2-(3-Aminopropylamino)ethyl-O,O-dihydrogen phosphorothioate, trihydrate
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About This Item
Empirical Formula (Hill Notation):
C5H15N2O3PS · 3H2O
CAS Number:
Molecular Weight:
268.27
UNSPSC Code:
12352200
Assay:
≥99% (NMR)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated, protect from light
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
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.
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)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 129874-50MG | 04055977222265 |