CAS 14653-77-1|WR-1065
Introduction：Basic information about CAS 14653-77-1|WR-1065, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | WR-1065 | ||
|---|---|---|---|
| CAS Number | 14653-77-1 | Molecular Weight | 207.16 |
| Density | 0.975g/cm3 | Boiling Point | 218.6ºC at 760 mmHg |
| Molecular Formula | C5H16Cl2N2S | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 86ºC |
| Symbol | GHS05, GHS07 | Signal Word | Danger |
Names
| Name | Amifostine Thiol Dihydrochloride |
|---|---|
| Synonym | More Synonyms |
WR-1065 BiologicalActivity
| Description | WR-1065 dihydrochloride can protect normal tissues from the toxic effects of certain cancer drugs and activate p53 through a JNK-dependent signaling pathway. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>MDM-2/p53Research Areas >>Cancer |
| Target | p53[1] |
| In Vitro | The DNA-binding activity is increased in a WR-1065 dihydrochloride (WR-1065) concentration-dependent manner. Cells treated with 1 mM WR-1065 dihydrochloride for 24 h reveal that all of the p53-induced genes analyzed are transactivated following WR-1065 dihydrochloride treatment, in a p53-dependent manner. Significantly, treatment with WR-1065 dihydrochloride leads to a 3-fold increase in luciferase expression driven by AP-1, and a 5-fold increase when this reporter gene is driven by NF-κB, when these values are normalized to the level of the cotransfected β-galactosidase gene[2]. |
| In Vivo | The results show that wR-1065 dihydrochloride (WR-1065) attenuates the severity of 6-OHDA-induced catalepsy (P<0.001) when compare with 6-OHDA-lesioned rats. Also it has been observed that WR-1065 dihydrochloride improves catalepsy in dose dependent manner (P<0.001). Pretreatment with three different doses of WR-1065 dihydrochloride (20, 40 and 80 μg/2 μL/rat) for 3 days before 6-OHDA administration, significantly (P<0.001) elevates SOD activity and restores it to normal range compare with 6-OHDA lesioned rats[3]. |
| Kinase Assay | For Western analysis, cells are treated with 1 mM WR-1065 dihydrochloride (WR-1065) for 24 h, and subconfluent cultures of cells are harvested and lysed in RIPA buffer supplemented with protease inhibitors. Protein concentrations are determined by a detergent-compatible assay. Western blots are blocked and incubated in antibody in PBS/0.2% Tween 20/5% nonfat dry milk. Blots are incubated with 1 μg/mL antibody for 1 h at room temperature, followed by washing in PBS/0.2% Tween 20 and incubation in peroxidase-conjugated secondary antibody and chemiluminescence detection[2]. |
| Cell Assay | To test the effects of paclitaxel in the presence or absence of WR-1065 dihydrochloride (WR-1065) on cell growth, cells are seeded in 96-well tissue culture dishes at 20% confluence and allowed to attach and recover for at least 24 h. Varying combinations of paclitaxel alone or in combination with a 60 min pretreatment with 1 mM WR-1065 dihydrochloride are then added to each well, and the plates are incubated for an additional 48 h or 72 h. The number of surviving cells is determined by staining. The percentage of cells killed by paclitaxel and/or WR-1065 dihydrochloride is calculated as the percentage decrease in sulforhodamine B binding compare with control cells[2]. |
| Animal Admin | Seventy two rats are divided randomly into 9 equal groups: 1) Control group receives no injection and is left untreated for the entire period of the experiment as intact animals; 2) Sham operated group is subjected only to surgical procedure; 3) Vehicle (saline)-treated group receives 2 μL saline (intra-SNc); 4) Lesioned group receives 6-hydroxydopamine; 5) Vehicle+6OHDA group receives saline as a vehicle 3 days once daily (2 μL/rat) before 6-OHDA injection; 6 to 8) Rats in these groups are pretreated with intra-SNc injection of WR-1065 dihydrochloride (WR-1065) (20, 40 and 80 μg/2 μL/rat) 3 days before 6-OHDA injection; 9) Non-lesioned animals receive intra-SNc injection of WR-1065 dihydrochloride (80 μg/2 μL/rat) for three days[3]. |
| References | [1]. Pluquet O, 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. [2]. Shen H, et al. Binding of the aminothiol WR-1065 to transcription factors influences cellular response to anticancer drugs. J Pharmacol Exp Ther. 2001 Jun;297(3):1067-73. [3]. Afshin Kheradmand, et al. Effect of WR-1065 on 6-hydroxydopamine-induced catalepsy and IL-6 level in rats. Iran J Basic Med Sci. 2016 May; 19(5): 490-496. |
Chemical & Physical Properties
| Density | 0.975g/cm3 |
|---|---|
| Boiling Point | 218.6ºC at 760 mmHg |
| Molecular Formula | C5H16Cl2N2S |
| Molecular Weight | 207.16 |
| Flash Point | 86ºC |
| PSA | 76.85000 |
| LogP | 1.74780 |
| Vapour Pressure | 0.124mmHg at 25°C |
| Index of Refraction | 1.496 |
| InChIKey | XDRLRDHLCIFZIW-UHFFFAOYSA-N |
| SMILES | Cl.Cl.NCCCNCCS |
| Storage condition | 2-8℃ |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 24,48,1989
Safety Information
| Symbol | GHS05, GHS07 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H302-H318 |
| Precautionary Statements | P280-P305 + P351 + P338 |
| RIDADR | NONH for all modes of transport |
Articles26
More Articles| A manganese superoxide dismutase (SOD2)-mediated adaptive response. Radiat. Res. 179(2) , 115-24, (2013) Very low doses of ionizing radiation, 5 to 100 mGy, can induce adaptive responses characterized by elevation in cell survival and reduction in micronuclei formation. Utilizing these end points, RKO hu... | |
| Aminothiol WR1065 induces differential gene expression in the presence of wild-type p53. Oncogene 24(24) , 3964-75, (2005) The aminothiol WR1065 exerts selective cytoprotective effects in normal cells compared to cancer cells and has clinical applications for the protection of normal cells in cancer patients undergoing ra... | |
| Clinical pharmacokinetics of amifostine and WR1065 in pediatric patients with medulloblastoma. Clin. Cancer Res. 16(3) , 1049-57, (2010) We evaluated the pharmacokinetics of amifostine and WR1065 in pediatric patients with newly diagnosed medulloblastoma to assess the influence of patient covariates, including demographics, clinical ch... |
Synonyms
| Ethanethiol, 2-[(3-aminopropyl)amino]-, hydrochloride (1:1) |
| 2-(3-aminopropylamino)ethanethiol,dihydrochloride |
| 2-[(3-Aminopropyl)amino]ethanethiol hydrochloride (1:1) |
| 2-[(3-Aminopropyl)amino]ethanethiol dihydrochloride WR-1065 dihydrochloride |
| WR-1065 dihydrochloride |
