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A5922

Sigma-Aldrich

Amifostine trihydrate

≥97% (TLC), powder

Synonym(s):

2-(3-Aminopropyl)aminoethyl phosphorothioate, WR2721

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About This Item

Empirical Formula (Hill Notation):
C5H15N2O3PS · 3 H2O
CAS Number:
112901-68-5
Molecular Weight:
268.27
MDL number:
MFCD00453866
UNSPSC Code:
12352200
PubChem Substance ID:
24278231
NACRES:
NA.77

Quality Level

200

assay

≥97% (TLC)

form

powder

storage temp.

2-8°C

SMILES string

OP(SCCNCCCN)(O)=O.O.O.O

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

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Application

Amifostine may provide renal protection during PRRT using somatostatin analogs by mitigating radiation damage and reducing the absorbed kidney radiation dose. Amifostine remediates the degenerative effects of radiation on the mineralization capacity of the murine mandible.

Biochem/physiol Actions

Radioprotective agent. Selectively protects normal tissues from the damaging effects of anti-neoplastic radiation therapy. Selectivity is due to preferential uptake by normal tissues and subsequent metabolic activation to 2-(3-aminopropyl)aminoethanethiol.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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V Vendramini et al.
Human reproduction (Oxford, England), 27(8), 2457-2466 (2012-05-18)
In a previous study, we found that amifostine provides some protection to the seminiferous epithelium of prepubertal doxorubicin-treated male rats but does not improve their fertility status as adults. Based on these results, a long-term study was undertaken to evaluate
Marleen Melis et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 53(5), 749-753 (2012-04-13)
Megalin-mediated renal retention of radiolabeled somatostatin analogs may lead to nephrotoxicity during peptide receptor radionuclide therapy (PRRT). The cytoprotective agent amifostine protected rats from long-term nephrotoxicity after PRRT with (177)Lu-DOTA,Tyr(3)-octreotate. This study describes the direct effect of amifostine on kidney
C M Spencer et al.
Drugs, 50(6), 1001-1031 (1995-12-01)
Amifostine (WR-2721) was originally developed as a radioprotective agent. In animals, it protects normal tissues from the damaging effects of irradiation and, as shown in more recent studies, of several cytotoxic agents. Protection of tumours is generally reduced compared with
Low-dose antioxidant is sufficient to regulate pulmonary redox equilibration.
Kong Zhengdong et al.
Critical care medicine, 40(5), 1693-1694 (2012-04-19)
Jorrit W van As et al.
The Cochrane database of systematic reviews, 5(5), CD009219-CD009219 (2012-05-18)
Platinum-based therapy, including cisplatin, carboplatin and/or oxaliplatin, is used to treat a variety of paediatric malignancies. Unfortunately, one of the most important adverse effects is the occurrence of hearing loss or ototoxicity. In an effort to prevent this ototoxicity, different
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