Amifostine thiol

Modify Date: 2024-01-08 16:21:51

Amifostine thiol Structure
Amifostine thiol structure
Common Name Amifostine thiol
CAS Number 31098-42-7 Molecular Weight 134.24300
Density N/A Boiling Point N/A
Molecular Formula C5H14N2S Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Amifostine thiol


Amifostine thiol (WR-1065) is an active metabolite of the cytoprotector Amifostine (HY-B0639). Amifostine thiol is a cytoprotective agent with radioprotective abilities. Amifostine thiol activates p53 through a JNK-dependent signaling pathway[1][2][3].

 Names

Name wr-1065
Synonym More Synonyms

 Amifostine thiol Biological Activity

Description Amifostine thiol (WR-1065) is an active metabolite of the cytoprotector Amifostine (HY-B0639). Amifostine thiol is a cytoprotective agent with radioprotective abilities. Amifostine thiol activates p53 through a JNK-dependent signaling pathway[1][2][3].
Related Catalog
Target

p53[2]

In Vitro Amifostine thiol can reduce both the direct and delayed detrimental effects of both high and low-LET radiation exposures[1]. Amifostine thiol attenuates both the DNA damage and the G1-phase arrest induced by radiation[1]. Amifostine thiol (4 mM; 30 minutes) protects RKO36 cells from chromosomal damage and death induced by ionizing radiation[1]. Amifostine thiol (4 mM; 30 minutes) protects irradiated RKO36 cells from delayed genomic instability[1]. Amifostine thiol is cytotoxic to RKO36 cells at milimolar concentrations, especially after continuous treatment[1]. Amifostine thiol at 40 μM protects RKO36 cells from delayed genomic instability but not from cell death and immediate chromosomal damage[1]. Amifostine thiol activates JNK resulting in the phosphorylation of p53 at threonine 81[2]. Amifostine thiol affects phosphorylation of topoisomerase IIα leading to changes in enzyme activity and cell cycle progression in CHO AA8 cells[3].
References

[1]. Jaroslaw Dziegielewski, et al. 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]. Olivier Pluquet, et al. 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]. J. S. Murley, et al. 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.

 Chemical & Physical Properties

Molecular Formula C5H14N2S
Molecular Weight 134.24300
Exact Mass 134.08800
PSA 76.85000
LogP 0.94580

 Safety Information

HS Code 2930909090

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Synonyms

N-2-mercaptoethyl-1,3-diaminopropane
WR1065
Amifostine Thiol Dihydrochloride
2-(3-aminopropylamino)ethanethiol
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