| Identification | Back Directory | [Name]
2-Chloro-4-[5-[[2-[(ethylamino)thioxomethyl]hydrazinylidene]methyl]-2-furanyl]benzoic acid | [CAS]
592474-91-4 | [Synonyms]
PKUMDL WQ 2201
PKUMDL WQ 2201,PKUMDLWQ2201
2-Chloro-4-[5-[[2-[(ethylamino)thioxomethyl]hydrazinylidene]methyl]-2-furanyl]benzoic acid | [Molecular Formula]
C15H14ClN3O3S | [MDL Number]
MFCD04086639 | [MOL File]
592474-91-4.mol | [Molecular Weight]
351.81 |
| Chemical Properties | Back Directory | [Boiling point ]
523.5±60.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
Solid | [pka]
2.83±0.25(Predicted) | [color ]
Light yellow to yellow | [InChI]
1S/C15H14ClN3O3S/c1-2-17-15(23)19-18-8-10-4-6-13(22-10)9-3-5-11(14(20)21)12(16)7-9/h3-8H,2H2,1H3,(H,20,21)(H2,17,19,23) | [InChIKey]
XPACBFAEZIPDRT-UHFFFAOYSA-N | [SMILES]
O=C(C(C=CC(C1=CC=C(C=NNC(NCC)=S)O1)=C2)=C2Cl)O |
| Hazard Information | Back Directory | [Uses]
PKUMDL-WQ-2201 is a PHGDH non-NAD+-competing allosteric inhibitor (IC50=35.7 μM). PKUMDL-WQ-2201 also inhibits PHGDH mutants with IC50s of 69 μM (T59A) and >300 μM (T56AK57A), respectively. PKUMDL-WQ-2201 inhibits de novo serine synthesis in cancer cells, and reduces tumor growth[1][2]. | [Biological Activity]
PKUMDL-WQ-2201 is a potent and selective non-NAD+-competing allosteric inhibitor of phosphoglycerate dehydrogenase (PHGDH) th at selectively inhibits serine synthesis in cancer cells. PKUMDL-WQ-2201 binds to allosteric site IIwhich is located in the substrate-binding domain. PKUMDL-WQ-2201 inhibits tumor growth of MDA-MB-468 xenografts in mice. | [in vivo]
PKUMDL-WQ-2201 (5-20 mg/kg; i.p.; once daily for 30 d) exhibits substantial inhibitory effects on MDA-MB-468 xenografts compared with vehicle-treated mice, without affecting the tumor growth[1].
| [storage]
Store at -20°C | [References]
[1] Wang Q, et al. Rational Design of Selective Allosteric Inhibitors of PHGDH and Serine Synthesis with Anti-tumor Activity. Cell Chem Biol. 2017 Jan 19;24(1):55-65. DOI:10.1016/j.chembiol.2016.11.013
[2] Zhao JY, et al. A retrospective overview of PHGDH and its inhibitors for regulating cancer metabolism. Eur J Med Chem. 2021 May 5;217:113379. DOI:10.1016/j.ejmech.2021.113379 |
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| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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