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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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10 MG

PLN 438.00

50 MG

PLN 1,521.50

PLN 438.00

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About This Item

Empirical Formula (Hill Notation):
C5H14N2S · 2HCl
CAS Number:
14653-77-1
Molecular Weight:
207.16
UNSPSC Code:
12352200
PubChem Substance ID:
329830444
NACRES:
NA.77
MDL number:
MFCD00460339

Key Documents

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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

100

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This Item
SML0276SML1569SML0635
WR-1065 ≥98% (HPLC)

Sigma-Aldrich

W2020

WR-1065

BD 1063 dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML0276

BD 1063 dihydrochloride

Acotiamide dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1569

Acotiamide dihydrochloride

AZD6765 dihydrochloride ≥97% (HPLC)

Sigma-Aldrich

SML0635

AZD6765 dihydrochloride

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥97% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

solubility

H2O: ≥20 mg/mL

solubility

H2O: >15 mg/mL

solubility

H2O: 20 mg/mL, clear

solubility

H2O: 20 mg/mL, clear

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.[1] It is found to accumulate in many epithelial tissues.[2] WR-1065 protects cellular membranes and DNA from free radical induced damage.[1]

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000493200
0000493200
0000296827
0000296827
0000230108

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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
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.
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.
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
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
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