Skip to Content
Merck
CN

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

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C5H15N2O3PS · 3H2O
CAS Number:
20537-88-6
Molecular Weight:
268.27
UNSPSC Code:
12352200

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

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)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service