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NVP-BHG712

SIGMA/SML0333 - ≥98% (HPLC)

Synonym: 4-Methyl-3-[[1-methyl-6-(3-pyridinyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino]-N-[3-(trifluoromethyl)phenyl]-benzamide

CAS Number: 940310-85-0
Empirical Formula (Hill Notation): C26H20F3N7O
Molecular Weight: 503.48
MDL Number: MFCD20272929
Linear Formula: C26H20F3N7O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML0333-5MG 5 mg
$158.00
1/EA
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45-SML0333-25MG 25 mg
$661.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C26H20F3N7O/c1-15-8-9-16(25(37)32-19-7-3-6-18(12-19)26(27,28)29)11-21(15)33-23-20-14-31-36(2)24(20)35-22(34-23)17-5-4-10-30-13-17/h3-14H,1-2H3,(H,32,37)(H,33,34,35)
InChI key ZCCPLJOKGAACRT-UHFFFAOYSA-N
Quality Level 100 
SMILES string Cc1ccc(cc1Nc2nc(nc3n(C)ncc23)-c4cccnc4)C(=O)Nc5cccc(c5)C(F)(F)F
solubility DMSO: 2 mg/mL, clear
storage temp. −20°C
Application: NVP-BHG712 has been used as an ephrin type-B receptor 4 (Eph-B4) inhibitor to study its effect on Eph-B4 phosphorylation in ephrin-B2/Fc stimulated mouse lung endothelial cells.
Application: NVP-BHG712 has been used as an epinephrine type-B receptor 4 (Eph-B4) inhibitor:
• to study its effects on human colorectal cancer cell growth in vitro and the growth of tumor cells in mice.
• to study the regulation of endothelial nitric oxide synthase.
• to study its effects on vascularization and growth of endometriotic lesions.

Biochem/physiol Actions: NVP-BHG712 (4-methyl-3-(1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamino)-N-(3-(trifluoromethyl)phenyl)benzamide) inhibits the activity of ABC transporter subfamily C member 10 (ABCC10), which is responsible for mediating paclitaxel resistance. Therefore, NVP-BHG712 in combination with paclitaxel is effective against cancers that are resistant to paclitaxel due to the expression of the ABCC10.
Biochem/physiol Actions: NVP-BHG712 is a very potent, selective inhbitor of the receptor tyrosine kinase EphB4 (ED50 = 25 nM). NVP-BHG712 blocks Ephrin receptor autophosphorylation and VEGF-induced angiogenesis.
Biochem/physiol Actions: NVP-BHG712 obstructs angiogenesis mediated by vascular endothelial growth factor in vivo. It also blocks the efflux of ATP-binding cassette (ABC) transporter subfamily C member 10 (ABCC10) into the HEK293 cells by overexpressing the ABCC10 transporter.
Features and Benefits: This compound is a featured product for Kinase Phosphatase Biology research. Click here  to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
Features and Benefits: This compound is featured on the Eph  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging: 5, 25 mg in glass bottle
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P310
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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