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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

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Murat Caloglu et al.
Journal of cancer research and therapeutics, 8(2), 260-265 (2012-07-31)
The aim of the study was to compare the protective efficacy of l-carnitine (LC) to amifostine on radiation-induced acute small intestine damage. Thirty, 4-week-old Wistar albino rats were randomly assigned to four groups - Group 1: control (CONT, n =
Isabella Russo et al.
Diabetes, 61(11), 2913-2921 (2012-07-28)
Since hyperglycemia is involved in the "aspirin resistance" occurring in diabetes, we aimed at evaluating whether high glucose interferes with the aspirin-induced inhibition of thromboxane synthesis and/or activation of the nitric oxide (NO)/cGMP/cGMP-dependent protein kinase (PKG) pathway in platelets. For
Michael I Koukourakis et al.
International journal of radiation oncology, biology, physics, 85(1), e7-13 (2012-10-09)
Postmastectomy radiation therapy (PMRT) provides major local control and survival benefits. More aggressive radiation therapy schemes may, however, be necessary in specific subgroups, provided they are safely administered. We report the tolerance and efficacy of a highly accelerated and hypofractionated
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
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
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