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Alternative_name
4-hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]quinoline-3-carboxamide; 1,2-dihydro-4-hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-3-quinolinecarboxamide; N-Methyl-N-(4-trifluoromethyl-phenyl)-1,2-dihydro-4-hydroxy-5-methoxy-1-methyl-2-oxo-quinoline-3-carboxamide; ABR-215050
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Description
Tasquinimod has anti-angiogenic, antitumor and immune-modulatory properties. It shows consistent anti-angiogenic activity in vitro at doses between 10-50 μM. The mechanism of action of tasquinimod is not clear but may involve inhibition of MDSC action, a key immune checkpoint in cancer, inhibition of the hypoxia-induced angiogenic switch through epigenetic regulation of HDAC3/4 interactions, which may delay metastatic progression and engagement of the S100A9 protein. It is under clinical evaluation for use in combination therapy with other systemic agents in prostate cancer and as a single agent in solid tumors.
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CAS Number
254964-60-8
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Structure Available
True
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Salt Form
false
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Molecular Formula
C₂₀H₁₇F₃N₂O₄
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Molecular Weight
406.36
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Cell Permeable
True
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Purity
99.85%
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Solubilities
~2 mg/ml in in Ethanol, ~10 mg/ml in in DMSO, ~20 mg/ml in DMF in 0
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Handling
Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.
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Tag Line
A small molecule with anti-angiogenic, antitumor and immune-modulatory properties
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Storage Condition
-20ºC
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Shipping Condition
RT
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Shelf Life
36 months
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PubChem CID
54682876
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SMILES
CN1C2=C(C(=CC=C2)OC)C(=C(C1=O)C(=O)N(C)C3=CC=C(C=C3)C(F)(F)F)O
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InChi
InChI=1S/C20H17F3N2O4/c1-24(12-9-7-11(8-10-12)20(21,22)23)18(27)16-17(26)15-13(25(2)19(16)28)5-4-6-14(15)29-3/h4-10,26H,1-3H3
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InChi Key
ONDYALNGTUAJDX-UHFFFAOYSA-N
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MSDS Available
True
