Stattic
- CAS No.
- 19983-44-9
- Chemical Name:
- Stattic
- Synonyms
- Stattic;CS-1523;AKOS 1001;15-Methyl-PGF2α;BUTTPARK 97\04-73;STAT3 Inhibitor V;Stattic USP/EP/BP;Stattic, 10 mM in DMSO;Stattic, STAT3 inhibitor;Stat3 inhibitor V, stattic
- CBNumber:
- CB7294835
- Molecular Formula:
- C8H5NO4S
- Molecular Weight:
- 211.19
- MDL Number:
- MFCD00173799
- MOL File:
- 19983-44-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 187-188 °C |
|---|---|
| Boiling point | 461.1±45.0 °C(Predicted) |
| Density | 1.621±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,2-8°C |
| solubility | DMSO: >20mg/mL |
| form | powder |
| color | white to beige |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| InChI | InChI=1S/C8H5NO4S/c10-9(11)7-2-1-6-3-4-14(12,13)8(6)5-7/h1-5H |
| InChIKey | ZRRGOUHITGRLBA-UHFFFAOYSA-N |
| SMILES | C12=CC([N+]([O-])=O)=CC=C1C=CS2(=O)=O |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 20/21/22-36/37/38-22 | |||||||||
| Safety Statements | 26-36/37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 2934999090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
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| NFPA 704 |
|
Stattic price More Price(86)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | S7947 | Stattic ≥98% (HPLC), powder | 19983-44-9 | 25mg | $205 | 2026-04-30 | Buy |
| Sigma-Aldrich | 573099 | STAT3 Inhibitor V, Stattic | 19983-44-9 | 25mg | $300 | 2026-04-30 | Buy |
| Cayman Chemical | 14590 | Stattic ≥98% | 19983-44-9 | 10mg | $63 | 2026-04-30 | Buy |
| Cayman Chemical | 14590 | Stattic ≥98% | 19983-44-9 | 25mg | $129 | 2026-04-30 | Buy |
| Cayman Chemical | 14590 | Stattic ≥98% | 19983-44-9 | 50mg | $229 | 2026-04-30 | Buy |
Stattic Chemical Properties, Uses, Production
Description
Stattic (19983-44-9) is a STAT3 inhibitor that inhibits binding of tyrosine-phosphorylated peptides to STAT3 SH2 domain and inhibiting STAT3 activation, dimerization and nuclear translocation.1 Displays selectivity over STAT1, STAT5, c-Myc/Max, Jun/Jun and Lck. Induces apoptosis in STAT3-dependent cancer cell lines. Alkyates four cysteine residues on STAT3.2 Exhibits potent antitumor activity.3 Protects against angiotensin II-induced vascular dysfunction and hypertension.4Stattic is an extremely useful tool to probe involvement of STAT3 in cellular signaling.
Uses
Stattic is a Stat3 inhibitor which exhibited potent anti-tumor and induced chemo- and radio-sensitivity in nasopharyngeal carcinoma.
Uses
Stattic was used to study Stat3-mediated cell signaling in human lung carcinoma cells.5
Definition
ChEBI: Stattic is a member of the class of 1-benzothiophenes that is 1-benzothiophene-1,1-dioxide substituted at position 6 by a nitro group. Used as a radiosensitising agent for esophageal squamous cell carcinoma. It has a role as an antineoplastic agent, a STAT3 inhibitor and a radiosensitizing agent. It is a member of 1-benzothiophenes, a C-nitro compound and a sulfone.
Biological Activity
Small molecule inhibitor of STAT3. Inhibits binding of tyrosine-phosphorylated peptide motifs to STAT3 SH2 domain and inhibits STAT3 activation, dimerization and nuclear translocation. Displays selectivity over STAT1, STAT5, c-Myc/Max, Jun/Jun and Lck. Induces apoptosis in STAT3-dependent cancer cell lines.
Biochem/physiol Actions
Stattic (Stat3 three inhibitory compound) alters the SH2 domain of Stat3 and indirectly inhibits with phosphopeptide binding. It is readily transported across the cell membrane compared to other phosphopeptides.2 Stattic induces increased formation of ROS and negatively affects the cardiomyocyte mitochondrial function,3 and sensitizes nasopharyngeal carcinoma cells to chemoradiotherapy.4
Synthesis
825-44-5
19983-44-9
General procedure for the synthesis of 6-nitrobenzo[b]thiophene 1,1-dioxide from benzo[b]thiophene 1,1-dioxide: with reference to Example 118, nitric acid (10 mL) was slowly added dropwise to sulfuric acid (10 mL) at 0° C. The temperature was kept constant and the reaction mixture was stirred for 10 minutes. Subsequently, benzo[b]thiophene 1,1-dioxide (3.99 g) was slowly added to the above mixed acid solution at 0°C, and stirring was continued at the same temperature for 30 minutes. After completion of the reaction, the reaction mixture was slowly poured into ice water and extracted with ethyl acetate. The organic phases were combined and washed twice sequentially with water, saturated aqueous sodium bicarbonate solution and saturated saline, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The resulting residue was recrystallized by ethyl acetate-hexane mixed solvent to give light yellow solid 6-nitrobenzo[b]thiophene 1,1-dioxide (yield 4.26 g, 84% yield). The product was characterized by 1H-NMR (CDCl3): δ 7.00 (1H, d, J = 6.9 Hz), 7.33 (1H, dd, J = 1.2,6.9 Hz), 7.58 (1H, d, J = 8.4 Hz), 8.47 (1H, dd, J = 1.8,8.4 Hz), 8.55-8.57 (1H, m).
storage
+4°C
Background
Stattic is a nonpeptidic selective Stat3 inhibitor. This small molecule prevents the binding of tyrosine-phosphorylated peptide motifs to the Stat3 SH2 domain, inhibiting Stat3 activation, dimerization, and nuclear translocation with an IC50 value of 5.1 μM. Stattic blocks IL-6-induced Stat3 activation, reducing cell viability in tumor cells. Treatment with 10 μM induces apoptosis in Stat3-dependent cancer cell lines MDA-MB-231 and MDA-MB-435S.
References
[1] JOCHEN SCHUST. Stattic: a small-molecule inhibitor of STAT3 activation and dimerization.[J]. Chemistry & biology, 2006, 13 11: 1235-1242. DOI:10.1016/j.chembiol.2006.09.018
[2] SIBYLLE HEIDELBERGER . Investigation of the protein alkylation sites of the STAT3:STAT3 inhibitor Stattic by mass spectrometry[J]. Bioorganic & Medicinal Chemistry Letters, 2013, 23 16: Pages 4719-4722. DOI:10.1016/j.bmcl.2013.05.066
[3] YUNBAO PAN. Stat3 inhibitor Stattic exhibits potent antitumor activity and induces chemo- and radio-sensitivity in nasopharyngeal carcinoma.[J]. PLoS ONE, 2013: e54565. DOI:10.1371/journal.pone.0054565
[4] ANDREW W JOHNSON. Small-molecule inhibitors of signal transducer and activator of transcription 3 protect against angiotensin II-induced vascular dysfunction and hypertension.[J]. Hypertension, 2013, 61 2: 437-442. DOI:10.1161/hypertensionaha.111.00299
Stattic Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Wuhan Shanhai Zhihe Biotechnology Co., Ltd. | 17771424646 | shoubull@126.com | China | 892 | 58 |
| Shijiazhuang Dushi Biopharmaceutical Technology Co., Ltd | 13102890206 18032066297 | 3685803652@qq.com | China | 347 | 58 |
| Shanghai Boyle Chemical Co., Ltd. | sales@boylechem.com | China | 2915 | 55 | |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Jinan Trio PharmaTech Co., Ltd. | 0531-88811783 | sales@trio-pharmatech.com | China | 1856 | 62 |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66113011 13913916777 | cfzhang@aikonchem.com | China | 19902 | 55 |
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 150-2103-5486 18017383231 | 983544897@qq.com | China | 9335 | 55 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
