Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]-
![Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- Structure](CAS/GIF/530141-72-1.gif)
- CAS No.
- 530141-72-1
- Chemical Name:
- Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]-
- Synonyms
- T-5224;T-5225;CS-1217;TP-5224;T-5224 (T5224;T-5224 ，S8966;T-5224, 10 mM in DMSO;T-5224; T5224; T 5224.;3-(5-(4-(Cyclopentyloxy)-2-hydroxybenzoyl)-2-((3-hydroxybenzo-[d]isoxazol-6-yl)methoxy)phenyl);3-(5-(4-(Cyclopentyloxy)-2-hydroxybenzoyl)-2-((3-oxo-2,3-dihydrobenzo[d]isoxazol-6-yl)methoxy)
- CBNumber:
- CB02563408
- Molecular Formula:
- C29H27NO8
- Molecular Weight:
- 517.53
- MDL Number:
- MFCD08272618
- MOL File:
- 530141-72-1.mol
| Product description | Number | Pack Size | Price |
| T-5224 ≥98% (HPLC) | SML3778 | 10 mg | $145.35 |
| T-5224 ≥98% (HPLC) | SML3778 | 50 mg | $616 |
| T-5224 ≥98% | 22904 | 1mg | $44 |
| T-5224 ≥98% | 22904 | 5mg | $161 |
| T-5224 ≥98% | 22904 | 10mg | $299 |
| More product size | |||
Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- Properties
| Density | 1.376±0.06 g/cm3(Predicted) |
|---|---|
| storage temp. | Store at -20°C |
| solubility |
DMSO:30.5(Max Conc. mg/mL);58.93(Max Conc. mM) DMSO:PBS (pH 7.2) (1:2):0.33(Max Conc. mg/mL);0.64(Max Conc. mM) DMF:30.0(Max Conc. mg/mL);57.97(Max Conc. mM) |
| form | A crystalline solid |
| pka | 4.61±0.10(Predicted) |
| color | White to yellow |
| InChIKey | DALCQQSLNPLQFZ-UHFFFAOYSA-N |
| SMILES | C1(CCC(O)=O)=CC(C(=O)C2=CC=C(OC3CCCC3)C=C2O)=CC=C1OCC1=CC2=C(C=C1)C(=O)NO2 |
| FDA UNII | 3Z4EGU4HKZ |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| NFPA 704 |
|
Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- price More Price(23)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML3778 | T-5224 ≥98% (HPLC) | 530141-72-1 | 10 mg | $145.35 | 2025-07-31 | Buy |
| Sigma-Aldrich | SML3778 | T-5224 ≥98% (HPLC) | 530141-72-1 | 50 mg | $616 | 2025-07-31 | Buy |
| Cayman Chemical | 22904 | T-5224 ≥98% | 530141-72-1 | 1mg | $44 | 2024-03-01 | Buy |
| Cayman Chemical | 22904 | T-5224 ≥98% | 530141-72-1 | 5mg | $161 | 2024-03-01 | Buy |
| Cayman Chemical | 22904 | T-5224 ≥98% | 530141-72-1 | 10mg | $299 | 2024-03-01 | Buy |
Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- Chemical Properties,Uses,Production
Description
T-5224 is an inhibitor of c-fos/activator protein 1 (AP-1). It inhibits the DNA binding activity of c-fos/AP-1 without affecting the activity of C/EBPα, ATF2, MyoD, Sp1, and NF-κB/p65 in vitro. It shows inhibitory activity in a c-fos/AP-1 promoter luciferase assay without changing c-fos family protein expression levels in TNF-α-stimulated NIH/3T3 cells. Administration of T-5224 (30 mg/kg) inhibits the development of collagen-induced arthritis in mice through reduction of IL-1β production, neutrophil infiltration, and synovial cell proliferation. It reduces the inflammatory cytokine response in LPS-challenged mice, lowering levels of TNF-α and HMGB1 in the serum and MIP-1α and MCP-1 in the liver. T-5224 reduces in vivo necrosis of liver tissue and improves survival rates in LPS-challenged mice. T-5224 also exhibits anticancer activity, reducing proliferation and migration of HSC-3-M3 head and neck squamous carcinoma cells in vitro and the number of metastases in an HSC-3-M3 orthotopic xenograft model in vivo.
Uses
T-5224 is a selective activator protein-1 inhibitor that prevents lymph node metastasis in an oral cancer model.
in vivo
Administration of T-5224 (300 mg/kg, p.o.) after intraperitoneal injection of LPS impartes appreciable protection against acute elevations in serum levels of TNFα, HMGB1, ALT/AST as well as in liver tissue levels of MIP-1α and MCP-1, and reduces the lethality (27%)[4].
G2 is observed in rat and monkey liver microsomes as a major metabolite of T-5224, suggesting that G2 is not a human-specific metabolite[5].
T-5224 (300 mg/kg, p.o.) inhibits the production of TNF-alpha and other downstream effectors in C57BL/6 mice[6].
IC 50
c-Fos
storage
Store at -20°C
References
[1] YUKIHIKO AIKAWA. Treatment of arthritis with a selective inhibitor of c-Fos/activator protein-1[J]. Nature biotechnology, 2008, 26 7: 817-823. DOI: 10.1038/nbt1412
[2] SHINICHIRO IZUTA. T-5224, a selective inhibitor of c-Fos/activator protein-1, attenuates lipopolysaccharide-induced liver injury in mice.[J]. Biotechnology Letters, 2012, 34 12: 2175-2182. DOI: 10.1007/s10529-012-1022-4
[3] DAISUKE KAMIDE. Selective activator protein-1 inhibitor T-5224 prevents lymph node metastasis in an oral cancer model[J]. Cancer Science, 2016, 107 5: 666-673. DOI: 10.1111/cas.12914
Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19552 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32434 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30229 | 58 |
| ANHUI WITOP BIOTECH CO., LTD | +8615255079626 | eric@witopchemical.com | China | 23541 | 58 |
| Chemia Biotechnology（Shanghai） Co., Ltd | +8613816753574 | info@chemia-pharm.com | CHINA | 311 | 58 |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 | sales@sarms4muscle.com | China | 10473 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6391 | 58 |
| Hunan Jibang Biological Technology Co., LTD | +8613776644403 | sales02@kingboomtech.com | China | 1804 | 58 |
| Nantong HI-FUTURE Biology Co., Ltd. | +undefined18051384581 | sales@chemhifuture.com | China | 3135 | 58 |
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Benzenepropanoic acid, 5-[4-(cyclopentyloxy)-2-hydroxybenzoyl]-2-[(2,3-dihydro-3-oxo-1,2-benzisoxazol-6-yl)Methoxy]- Spectrum
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