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W2020

WR-1065

Name: WR-1065
Brand: SIGMA

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

Sinonimo/i:

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

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Informazioni su questo articolo

Formula empirica (notazione di Hill):

C₅H₁₄N₂S · 2HCl

Numero CAS:

14653-77-1

Peso molecolare:

207.16

UNSPSC Code:

12352200

PubChem Substance ID:

329830444

NACRES:

NA.77

MDL number:

MFCD00460339

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Nome del prodotto

WR-1065, ≥98% (HPLC)

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

Categorie correlate

Bioactive Small Molecules

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1 of 1

Questo articolo	SML0276	SML1569	SML0635
Sigma-Aldrich W2020 WR-1065	Sigma-Aldrich SML0276 BD 1063 dihydrochloride	Sigma-Aldrich SML1569 Acotiamide dihydrochloride	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. It is found to accumulate in many epithelial tissues. WR-1065 protects cellular membranes and DNA from free radical induced damage.

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H318

pcodes

P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P501

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number

0000493200

0000296827

0000230108

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Radiotherapy alone, versus radiotherapy with amifostine 3 times weekly, versus radiotherapy with amifostine 5 times weekly: A prospective randomized study in squamous cell head and neck cancer

Jellema AP, et al.

Cancer, 107(3), 544-553 (2006)

Ranking the Binding Energies of p53 Mutant Activators and Their ADMET Properties.

Sara Ibrahim Omar et al.

Chemical biology & drug design, 86(2), 163-172 (2014-11-20)

The guardian of the genome, p53, is the most mutated protein found in all cancer cells. Restoration of wild-type activity to mutant p53 offers promise to eradicate cancer cells using novel pharmacological agents. Several molecules have already been found to

Evaluation of new thiadiazoles and benzothiazoles as potential radioprotectors: free radical scavenging activity in vitro and theoretical studies (QSAR, DFT).

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Thiol and aminothiol compounds are among the most efficient chemical radioprotectors. To increase their efficiency, we synthesized two new classes of thiol and aminothiol compounds derived from benzothiazole (T1, T2, AM1, AM2) and thiadiazole (T3, T4, AM3) structures. We examined

SOD2-mediated effects induced by WR1065 and low-dose ionizing radiation on micronucleus formation in RKO human colon carcinoma cells.

Jeffrey S Murley et al.

Radiation research, 175(1), 57-65 (2010-12-24)

RKO36 cells exposed to either WR1065 or 10 cGy X rays show elevated SOD2 gene expression and SOD2 enzymatic activity. Cells challenged at this time with 2 Gy exhibit enhanced radiation resistance. This phenomenon has been identified as a delayed

Manganese superoxide dismutase (SOD2)-mediated delayed radioprotection induced by the free thiol form of amifostine and tumor necrosis factor alpha.