Amifostine A broad radio-chemoprotector that restores mutant p53 activity

Amifostine (CAS 20537-88-6)

Amifostine | CAS 20537-88-6 is rated 5.0 out of 5 by 1.
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Synonym: Aminopropylaminoethyl thiophosphate; 2-(3-Aminopropyl)aminoethyl phosphorothioate
Application: A broad radio-chemoprotector that restores mutant p53 activity
CAS Number: 20537-88-6
Purity: ≥98%
Molecular Weight: 214.22
Molecular Formula: C5H15N2O3PS
* Refer to Certificate of Analysis for lot specific data (including water content).
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Amifostine is a broad-spectrum radio- and chemoprotector. It restores transcriptional activity of specific p53 mutants, prevents chemotherapy-induced apoptosis and upregulates HIF-1α. Amifostine offers a selective protection to normal cells over tumor cells due to normal cells having a 275-fold greater concentration of alkaline phosphatase, by reducing renal toxicity, higher pH and better vascularity of the normal tissue. In physiological conditions, Amifostine is rapidly dephosporylated by alkaline phosphatase into an active free thiol. As a free thiol, Amifostine can act as a scavenger of free radicals against cytotoxic drugs. The compound has also displayed cytoprotectivity against alkylating drugs and cisplatin (sc-200896). Amifostine is an activator of p53.


References

1. Santini, V. and Giles, F.J. 1999. Haematologica. 84: 1035-1042. PMID: 10553165
2. Provinciali, M., et al. 1999. Life Sci. 64: 1525-1532. PMID: 10353617
3. Capizzi, R.L. and Oster, W. 2000. Int. J. Hematol. 72: 425-435. PMID: 11197208
4. Maurici, D., et al. 2001. Oncogene. 20: 3533-3540. PMID: 11429700
5. Koukourakis, M.I., et al. 2004. Cancer Chemother. Pharmacol. 53: 8-14. PMID: 14574457

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in water (1000 mg/ml).
Storage :
Store at room temperature
Melting Point :
86.28° C (Predicted)
Boiling Point :
~441.70° C at 760 mmHg (Predicted)
Density :
~1.4 g/cm3 (Predicted)
Refractive Index :
n20D 1.56 (Predicted)
pK Values :
pKa: 1.28, pKb: 10.16
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
TE6491000
PubChem CID :
2141
Merck Index :
14: 404
MDL Number :
MFCD00233058
Beilstein Registry :
2088122
SMILES :
C(CN)CNCCSP(=O)(O)O

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Amifostine  Product Citations

See how others have used Amifostine. Click on the entry to view the PubMed entry .

Citations 1 to 4 of 4 total

PMID: # 17869666  Vujaskovic, Z. et al. 2007. Int. J. Radiat. Oncol. Biol. Phys. 69: 534-540.

PMID: # 14729867  Damron, TA. et al. 2004. J. Histochem. Cytochem. 52: 157-167.

PMID: # 14729867  Damron, TA. et al. 2004. J. Histochem. Cytochem. 52: 157-167.

PMID: # 15742265  Wang, SZ. et al. 2005 Mar-Apr. Am J Otolaryngol. 26: 118-122.

Citations 1 to 4 of 4 total
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Rated 5 out of 5 by from Vujaskovic Vujaskovic, et. al. (PubMed ID 17869666) tested the effects of amifostine on acute and chronic esophageal injury in rodents. They found that if amifostine is administered before each radiation round, it protects against acute and chronic injury. -SCBT Publication Review
Date published: 2015-01-31
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