A radioprotective agent
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Amifostine thiol (hydrochloride)

Item No. 18612

Technical Information
Formal Name
2-[(3-aminopropyl)amino]-ethanethiol, dihydrochloride
CAS Number
14653-77-1
Synonyms
  • WR 1065
Molecular Formula
C5H14N2S • 2HCl
Formula Weight
Purity
≥90%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
NCCCNCCS.Cl.Cl
InChi Code
InChI=1S/C5H14N2S.2ClH/c6-2-1-3-7-4-5-8;;/h7-8H,1-6H2;2*1H
InChi Key
XDRLRDHLCIFZIW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Amifostine thiol is a radioprotective agent and an active metabolite of amifostine (Item No. 14398).1 It is formed from amifostine by plasma membrane-bound alkaline phosphatase. Amifostine thiol scavenges ABTS (Item No. 27317) radicals in a cell-free assay.2 It prevents single- and double-stranded DNA breaks induced by γ-radiation, as well as inhibits γ-radiation-induced mutations at the hypoxanthine-guanine phosphoribosyl transferase (HGPRT) locus in V79-B310H lung fibroblast cells when used at a concentration of 4 mM.3,4,5 Amifostine thiol also reduces cis-DDP-induced mutations at the HGPRT locus in V79-B310H cells.6 It increases survival, reduces the loss of bone marrow progenitor cells, and inhibits decreases in intestinal collagen thickness and crypt and Paneth cell density in mice exposed to total body γ-irradiation when administered at a dose of 500 mg/kg prior to irradiation.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shaw, L.M., Bonner, H., and Lieberman, R. Pharmacokinetic profile of amifostine. Semin. Oncol. 23(4 Suppl 8), 18-22 (1996).

    2. Walker, R.B., and Everette, J.D. Comparative reaction rates of various antioxidants with ABTS radical cation. J. Agric. Food Chem. 57(4), 1156-1161 (2009).

    3. Grdina, D.J., and Nagy, B. The effect of 2-[(aminopropyl)amino] ethanethiol (WR1065) on radiation-induced DNA damage and repair and cell progression in V79 cells. Br. J. Cancer 54(6), 933-941 (1986).

    4. Sigdestad, C.P., Treacy, S.H., Knapp, L.A., et alThe effect of 2-[(aminopropyl)amino] ethanethiol (WR-1065) on radiation induced DNA double strand damage and repair in V79 cells. Br. J. Cancer 55(5), 477-482 (1987).

    5. Grdina, D.J., Nagy, B., Hill, C.K., et alThe radioprotector WR1065 reduces radiation-induced mutations at the hypoxanthine-guanine phosphoribosyl transferase locus in V79 cells. Carcinogenesis 6(6), 929-931 (1985).

    6. Nagy, B., Dale, P.J., and Grdina, D.J. Protection against cis-diamminedichloroplatinum cytotoxicity and mutagenicity in V79 cells by 2-[(aminopropyl)amino]ethanethiol. Cancer Res. 46(3), 1132-1135 (1986).

    7. Pamujula, S., Kishore, V., Rider, B., et alRadioprotection in mice following oral administration of WR-1065/ PLGA nanoparticles. Int. J. Radiat. Biol. 84(11), 900-908 (2008).