Amifostine thiol (WR-1065)

Alias: Amifostine thiol; WR-1065
Cat No.:V51560 Purity: ≥98%
active metabolite of Amifostine, a cytoprotector
Amifostine thiol (WR-1065) Chemical Structure CAS No.: 31098-42-7
Product category: Mdm2
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Amifostine thiol (WR-1065):

  • WR-1065 Dihydrochloride
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Amifostine thiol (WR-1065) is an active metabolite of the cytoprotectant Amifostine . Cytoprotective and radioprotective properties are shared by amifostine thiol. Through a signaling pathway dependent on JNK, amifostine thiol activates p53.
Biological Activity I Assay Protocols (From Reference)
Targets
p53
ln Vitro
Amifostine thiol can lessen the negative effects of both high and low LET radiation exposures, both immediately and later[1].
Amifostine thiolattenuates radiation-induced G1-phase arrest as well as DNA damage[1].
Amifostine thiol (4 mM; 30 minutes) defends RKO36 cells against chromosomal damage and degeneration brought on by ionizing radiation[1]
Amifostine thiol (4 mM; 30 minutes) prevents delayed genomic instability in irradiated RKO36 cells[1].
Amifostine thiol is toxic to RKO36 cells. At milimole levels, especially after prolonged treatment[1].
RKO36 cells are not protected by amifostine thiol at 40 μM from immediate chromosomal damage and cell death, but they are protected from delayed genomic instability.
Amifostine thiol activates JNK, which causes p53 to become phosphorylated at threonine 81[2].
In CHO AA8 cells, amifostine thiol alters the phosphorylation of topoisomerase IIα, changing the enzyme's activity and driving the cell cycle forward[3].
References

[1]. WR-1065, the Active Metabolite of Amifostine, Mitigates Radiation-Induced Delayed Genomic Instability. Free Radic Biol Med. 2008 Dec 15; 45(12): 1674-1681.

[2]. The cytoprotective aminothiol WR1065 activates p53 through a non-genotoxic signaling pathway involving c-Jun N-terminal kinase. J Biol Chem. 2003 Apr 4;278(14):11879-87. J Biol Chem. 2003 Apr 4;278(14):11879-87.

[3]. WR-1065, an active metabolite of the cytoprotector amifostine, affects phosphorylation of topoisomerase IIα leading to changes in enzyme activity and cell cycle progression in CHO AA8 cells. Cell Prolif. 1997 Jun; 30(6): 283-294.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H14N2S
Molecular Weight
134.24
CAS #
31098-42-7
Related CAS #
Amifostine thiol dihydrochloride;14653-77-1
Appearance
Solid
SMILES
C(CN)CNCCS
InChi Key
YHPLKWQJMAYFCN-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H14N2S/c6-2-1-3-7-4-5-8/h7-8H,1-6H2
Chemical Name
2-(3-aminopropylamino)ethanethiol
Synonyms
Amifostine thiol; WR-1065
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~250 mg/mL (~1862.3 mM)
H2O: ~100 mg/mL (~744.93 mM; Need ultrasonic)
Solubility (In Vivo)
Solubility in Formulation 1: 16.67 mg/mL (124.18 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.4493 mL 37.2467 mL 74.4934 mL
5 mM 1.4899 mL 7.4493 mL 14.8987 mL
10 mM 0.7449 mL 3.7247 mL 7.4493 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Direct radio-protective effects of high concentrations of WR-1065 on irradiated RKO36 cells. Free Radic Biol Med . 2008 Dec 15;45(12):1674-81.
  • Protective effects of 4 mM WR-1065 against genomic instability induced by X-ray irradiation. Free Radic Biol Med . 2008 Dec 15;45(12):1674-81.
  • Growth inhibition in cells treated with WR-1065 for 30 min and then returned to drug-free medium for 7–10 days (●, 30 min), or treated continuously for 7–10 days (○, continuous). Free Radic Biol Med . 2008 Dec 15;45(12):1674-81.
  • Direct radio-protective effects of non-toxic concentrations of WR-1065 on irradiated cells. Free Radic Biol Med . 2008 Dec 15;45(12):1674-81.
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