A broad-spectrum radioprotective thiol
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Active Metabolite(s)
18612Amifostine thiol (hydrochloride)
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Amifostine (hydrate)

Item No. 14398

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(3-aminopropyl)amino]-ethanethiol, 1-(dihydrogen phosphate), trihydrate
CAS Number
112901-68-5
Synonyms
  • Ethyol
  • WR 2721
Molecular Formula
C5H15N2O3PS • 3H2O
Formula Weight
268.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
SMILES
NCCCNCCSP(O)(O)=O.O.O.O
InChi Code
InChI=1S/C5H15N2O3PS.3H2O/c6-2-1-3-7-4-5-12-11(8,9)10;;;/h7H,1-6H2,(H2,8,9,10);3*1H2
InChi Key
TXQPXJKRNHJWAX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    50 mg

    $69

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    100 mg

    $120

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    500 mg

    $393

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    Cayman Chemical
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    Product Description

    Amifostine is a prodrug that through dephosphorylation by alkaline phosphatase is converted to an active thiol, WR 1065 that has free radical scavenging, DNA protective, and hypoxia inducing activities.1 Because of the differential expression of alkaline phosphatase in normal versus neoplastic tissues, the cytoprotection conferred by amifostine is selective, enabling as much as 100-fold greater accumulation of WR 1065 in normal tissues than in tumor cells.1 Amifostine has been used to reduce toxicity in normal tissues exposed to radiation or chemotherapeutic agents.1 In mouse fibroblasts and various cancer cells, amifostine (IC50 = 4 mM) has been shown to activate p53 protein, to induce the expression of the cyclin-dependent kinase inhibitor p21, and to arrest cells at the G1/S transition through a p53-dependent mechanism.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kouvaris, J.R., Kouloulias, V.E., and Vlahos, L.J. Amifostine: The first selective-target and broad-spectrum radioprotector. Oncologist 12(6), 738-747 (2007).

    2. Lee, E.J., Gerhold, M., Palmer, M.W., et al. p53 protein regulates the effects of amifostine on apoptosis, cell cycle progression, and cytoprotection. Br. J. Cancer 88(5), 754-759 (2003).