| Field | Specification |
|---|---|
| Alternative names | RP 35972; NSC 347901 |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C8H6N2S3 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Oltipraz, also known as RP 35972 or NSC 347901, inhibits HIF-1α activation in a time-dependent manner, completely abrogating HIF-1α induction at concentrations of 10 μM or higher, with an IC50 of 10 μM for HIF-1α inhibition. It also acts as a potent Nrf2 activator. It is supplied as a brown to red solid (C8H6N2S3, MW 226.34) at 99.87% purity.
Physical & Chemical Properties
| CAS Number | 64224-21-1 |
|---|---|
| Molecular Formula | C8H6N2S3 |
| Molecular Weight | 226.34 g/mol |
| Purity | 99.87% |
| Appearance | Solid |
| Color | Brown to red |
| SMILES | S=C1SSC(C2=NC=CN=C2)=C1C |
| Signaling Pathway | Metabolic Enzyme/Protease; Anti-infection; NF-κB |
| Solubility | In Vitro: DMSO: 6 mg/mL (26.51 mM; Requires sonication and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years; 4°C, 2 years. In solvent: -80°C, 1 year; -20°C, 6 months. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Biological Activity
IC50 & Target
IC50: 10 μM (HIF-1α)[1]; Nrf2[4]
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 6 mg/mL (26.51 mM) | requires sonication and warming; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 1 year) or -20°C (up to 6 months); avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 1 mg/mL (4.42 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 1 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (10.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 90% Corn Oil |
|---|---|
| Result | ≥ 1 mg/mL (4.42 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 1 mg/mL (saturation not determined). Use with caution if continuous dosing will exceed two weeks. For 1 mL of working solution: add 100 μL DMSO stock (10.0 mg/mL) to 900 μL corn oil. |
Data provided by the manufacturer.
In Vitro
Oltipraz suppresses HIF-1α activity and HIF-1α-dependent tumor growth; this may stem from reduced HIF-1α stability via S6K1 inhibition combined with an H2O2-scavenging effect. HIF-1α activation stimulated by either hypoxia or CoCl2 is also inhibited by Oltipraz treatment. Oltipraz is a cancer chemopreventive agent with an inhibitory effect on angiogenesis and tumor growth. [1] With an apparent Ki of 10 μM, Oltipraz also acts as a competitive inhibitor of this cytochrome P450. [2]
In Vivo
Oltipraz treatment significantly raised hepatic mRNA levels of all analyzed genes in wild-type mice, and NQO1 mRNA showed the largest increase (treated/control; 7.6-fold). Northern blot analyses showed that the Oltipraz-induced increases in GST and NQO1 activities in wild-type mice were preceded by significant elevations in RNA expression. Nrf2 mRNA levels themselves also rose more than 3-fold with Oltipraz treatment. [2]
Data provided by the manufacturer.
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