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Stattic

Product Name
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
Formula Weight
211.19
MOL File
19983-44-9.mol
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Stattic Property

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
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S7947
Product name
Stattic
Purity
≥98% (HPLC), powder
Packaging
25mg
Price
$192
Updated
2025/07/31
Sigma-Aldrich
Product number
573099
Product name
STAT3 Inhibitor V, Stattic
Packaging
25mg
Price
$280
Updated
2025/07/31
Cayman Chemical
Product number
14590
Product name
Stattic
Purity
≥98%
Packaging
10mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
14590
Product name
Stattic
Purity
≥98%
Packaging
25mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
14590
Product name
Stattic
Purity
≥98%
Packaging
50mg
Price
$208
Updated
2024/03/01
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Stattic Chemical Properties,Usage,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.4?Stattic is an extremely useful tool to probe involvement of STAT3 in cellular signaling.

Uses

Stattic was used to study Stat3-mediated cell signaling in human lung carcinoma cells.5

Uses

Stattic is a Stat3 inhibitor which exhibited potent anti-tumor and induced chemo- and radio-sensitivity in nasopharyngeal carcinoma.

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

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

Raw materials

Preparation Products

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Stattic Suppliers

Canada 1 China 171 Germany 3 India 2 Switzerland 1 The Netherlands 1 United Kingdom 5 United States 24 Global 208
MedChemexpress LLC
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Target molecule Corp.
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InvivoChem
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Cckinase, Inc.
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Synthonix Inc
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View Lastest Price from Stattic manufacturers

Career Henan Chemical Co
Product
Stattic 19983-44-9
Price
US $1.00/ASSAYS
Min. Order
1ASSAYS
Purity
97%-99.9%
Supply Ability
100kg
Release date
2019-12-20

19983-44-9, StatticRelated Search:

(E)-3-[[[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-[[(3-DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]-PROPANOIC ACID, SODIUM SALT Cantharidin ZM 336372 ZM 447439 Bortezomib Fludarabine Cryptotanshinone Trametinib S3I-201 Ruxolitinib AKOS 93261 Stattic AKOS 93258 AKOS 90053 AKOS 93253 AKOS 93702

  • BUTTPARK 97\04-73
  • 6-NITRO-1H-1LAMBDA6-BENZO[B]THIOPHENE-1,1-DIONE
  • AKOS 1001
  • 6-Nitro-1-benzothiophene 1,1-dioxide
  • 1,1-DIOXO-6-NITROBENZO(B)THIOPHENE
  • 6-Nitrobenzo[b]thiophene-1,1-dioxide, Stat three inhibitory compound
  • Stattic
  • 6-Nitrobenzo[b]thiophene1,1-dioxide
  • Benzo[b]thiophene, 6-nitro-, 1,1-dioxide
  • Stat three inhibitory compound
  • Stat3 inhibitor V, stattic
  • 1,1-Dioxide-6-nitro-benzo[b]thiophene
  • STAT3 Inhibitor V, Stattic - CAS 19983-44-9 - Calbiochem
  • CS-1523
  • STAT3 Inhibitor V
  • Stattic USP/EP/BP
  • 6-Nitro-benzo[b]thiophen-1,1-dioxid
  • 15(S)-15-Methyl Prostaglandin F2α
  • 15-Methyl-PGF2α
  • Stattic, STAT3 inhibitor
  • Stattic, 10 mM in DMSO
  • 19983-44-9
  • C8H5NO4S
  • Inhibitors
  • JAK
  • STAT
  • JAK/STAT