2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione
2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione Basic information
- Product Name:
- 2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione
- Synonyms:
-
- TPI-1
- 2-(2,5-Dichlorophenyl)-1,4-benzoquinone
- TPI1;TPI 1
- 2,5-Cyclohexadiene-1,4-dione, 2-(2,5-dichlorophenyl)-
- Recombinant Human TIM/TPI1 Protein, His Tag
- 2',5'-Dichloro-[1,1'-biphenyl]-2,5-dione
- TPI-1,Inhibitor,inhibit,Phosphatase
- 2,5-Cyclohexadiene-1,4-dione, 2-(2,5-dichlorophenyl)-2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione
- CAS:
- 79756-69-7
- MF:
- C12H6Cl2O2
- MW:
- 253.08
- Mol File:
- 79756-69-7.mol
2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione Chemical Properties
- storage temp.
- 2-8°C
- solubility
- DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 1 mg/ml
- form
- A crystalline solid
- color
- White to yellow
- InChI
- 1S/C12H6Cl2O2/c13-7-1-3-11(14)9(5-7)10-6-8(15)2-4-12(10)16/h1-6H
- InChIKey
- ZKHFYORNAYYOTM-UHFFFAOYSA-N
- SMILES
- O=C1C=CC(C(C2=C(C=CC(Cl)=C2)Cl)=C1)=O
2-(2,5-dichlorophenyl)cyclohexa-2,5-diene-1,4-dione Usage And Synthesis
Uses
TPI-1, also known as Tyrosine Phosphatase Inhibitor 1, is a SHP-1 inhibitor; inhibits recombinant SHP-1 with an IC50 of 40 nM.
Biological Activity
TPI-1 (Tyrosine Phosphatase Inhibitor 1) is a potent SHP-1 inhibitor with IC50 of 40 nM for recombinant SHP-1. It has anticancer activity.
in vitro
SHP-1 has been implicated as a potential cancer therapeutic target. TPI-1 is effective starting at 10 ng/mL in increasing SHP-1 phospho-substrates pLck-pY394. It selectively increases SHP-1 phospho-substrates (pLck-pY394, pZap70 and pSlp76) in Jurkat T cells but has little effects on pERK1/2 or pLck-pY505. TPI-1 induces mouse splenic-IFNγ + cells and induces IFNγ < sup> + cells in human peripheral blood.
in vivo
TPI-1 inhibits the growth of B16 melanoma tumors in mice at a tolerated oral dose in a T cell-dependent manner but has little effects on B16 cell growth in culture. It thus also increases pLck-pY394 and IFNγ + cells in mice. TPI-1 also inhibits B16 tumor growth and prolongs tumor mice survival as a tolerated sc agent.
target
| Target | Value |
| SHP-1 (Cell-free assay) | 40 nM |
References
[1] Kundu S, et al. Novel SHP-1 inhibitors tyrosine phosphatase inhibitor-1 and analogs with preclinical anti-tumor activities as tolerated oral agents. J Immunol. 2010 Jun 1;184(11):6529-36. DOI:10.4049/jimmunol.0903562
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