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Merck

W2020

WR-1065

≥98% (HPLC), reactive oxygen species scavenger, powder

Synonym(s):

2-[(3-Aminopropyl)amino]ethanethiol dihydrochloride, WR-1065 dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H14N2S · 2HCl
CAS Number:
Molecular Weight:
207.16
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Product Name

WR-1065, ≥98% (HPLC)

SMILES string

Cl.Cl.NCCCNCCS

InChI key

XDRLRDHLCIFZIW-UHFFFAOYSA-N

InChI

1S/C5H14N2S.2ClH/c6-2-1-3-7-4-5-8;;/h7-8H,1-6H2;2*1H

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

H2O: ≥20 mg/mL

storage temp.

−20°C

Quality Level

Related Categories

Biochem/physiol Actions

WR-1065 is a cytoprotective cell-permeable ROS scavenge and an active metabolite of Amifostine.
WR-1065 is cytoprotective cell-permeable reactive oxygen species scavenger and p53 activator and re-activator. Recently shown to have antiretroviral activity and an active metabolite of Amifostine which selectively protects normal tissues from the damaging effects of anti-neoplastic radiation therapy.
WR-1065 is the active metabolite of the prodrug amifostine, generated by alkaline phosphatase. It is found to accumulate in many epithelial tissues. WR-1065 protects cellular membranes and DNA from free radical induced damage.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Modulation of the clastogenic activity of ionizing radiation and bleomycin by the aminothiol WR-1065.
L G Littlefield et al.
Environmental and molecular mutagenesis, 22(4), 225-230 (1993-01-01)
David J Grdina et al.
International journal of radiation oncology, biology, physics, 73(3), 886-896 (2009-02-14)
To determine whether amifostine can induce elevated manganese superoxide dismutase (SOD2) in murine tissues and a transplantable SA-NH tumor, resulting in a delayed tumor cell radioprotective effect. SA-NH tumor-bearing C3H mice were treated with a single 400 mg/kg or three
Dale M Walker et al.
Environmental and molecular mutagenesis, 50(6), 460-472 (2009-04-01)
The success of nucleoside reverse transcriptase inhibitors (NRTIs) in treating HIV-1 infection and reducing mother-to-child transmission of the virus during pregnancy is accompanied by evidence that NRTIs cause long-term health risks for cancer and mitochondrial disease. Thus, agents that mitigate
Abdul-Kader Souid et al.
Molecular pharmaceutics, 3(3), 307-321 (2006-06-06)
Doxorubicin executes topoisomerase II mediated apoptosis, a process known to result in mitochondrial dysfunction, such as the leakage of cytochrome c and the opening of mitochondrial permeability transition pores (PTP). To further define the effects of doxorubicin on cell metabolism
Jeffrey S Murley et al.
Radiation research, 167(4), 465-474 (2007-03-29)
RKO36 cells, a subclone of RKO colorectal carcinoma cells that have been stably transfected with the pCMV-EGFP2Xho vector, were grown to confluence and then exposed to either the radioprotector WR-1065, i.e. the active thiol form of amifostine, for 30 min

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