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W2020

Sigma-Aldrich

WR-1065

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C5H14N2S · 2HCl
Número de CAS:
14653-77-1
Peso molecular:
207.16
MDL number:
MFCD00460339
UNSPSC Code:
12352200
PubChem Substance ID:
329830444
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

H2O: ≥20 mg/mL

storage temp.

−20°C

SMILES string

Cl.Cl.NCCCNCCS

InChI

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

InChI key

XDRLRDHLCIFZIW-UHFFFAOYSA-N

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Biochem/physiol Actions

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
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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Cysteamine

Piruvato sódico ReagentPlus®, ≥99%

Sigma-Aldrich

P2256

Piruvato sódico

Sarala Pamujula et al.
International journal of radiation biology, 84(11), 900-908 (2008-11-19)
N-(2-mercaptoethyl)1,3-diaminopropane (WR-1065), is the active metabolite of amifostine, a broad spectrum cytoprotective agent used in conjunction with both chemo- and radiotherapy of certain cancers. This report describes for the first time an oral formulation of WR-1065 and follows on from
J S Murley et al.
Free radical biology & medicine, 51(10), 1918-1925 (2011-09-29)
Manganese superoxide dismutase (SOD2)-mediated adaptive processes that protect against radiation-induced micronucleus formation can be induced in cells after a 2-Gy exposure by previously exposing them to either low-dose ionizing radiation (10cGy) or WR1065 (40μM), the active thiol form of amifostine.
David R Cassatt et al.
International journal of radiation oncology, biology, physics, 61(3), 901-907 (2005-02-15)
The cytoprotective drug amifostine (Ethyol) protects rats from oral mucositis resulting from a single dose of gamma-irradiation. We expanded earlier studies to determine whether multiple doses of amifostine protect against fractionated or hyperfractionated radiation and whether the active metabolite of
Zaki S Badawy et al.
Fertility and sterility, 91(1), 173-178 (2008-01-22)
To determine the effect of 4-hydroperoxycyclophosphamide (4OOH-CP) on the respiration of human sperm, and investigate the protective properties of mesna and WR-1065. SUNY Upstate Medical University, Syracuse, NY. Men (n = 12) visited the Andrology Department for fertility evaluation. None.
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
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