5.38254

GN44028

• Synonym(s): GN44028, N -(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-1,4-dihydroindeno[1,2-c]pyrazol-3-amine, HIF-1 Inhibitor II
• Empirical Formula (Hill Notation): C₁₈H₁₅N₃O₂
• Molecular Weight: 305.33
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: brown
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C

Description

General description

A cell-permeable indenopyrazole based compound that potently suppresses hypoxia-induced HIF-1α transcription (IC₅₀ = 14 nM in HRE-Luc HeLa cells) and VEGF-expression. Shown to effectively induce growth arrest in several cancer cells (IC₅₀ = 2.1, 3.7 & 1.8 µM for HCT116, HepG2 & HeLa cells), although with reduced efficiency in PC3 (IC₅₀ = 25.4 µM). Does neither affect HIF-1α protein accumulation nor HIF-1α/HIF-1β heterodimer complex formation. Suggested to act via impairing HIF-1α/HIF-1β heterodimer-induced transcriptional pathway.

A cell-permeable indenopyrazole based compound that potently suppresses hypoxia-induced HIF-1α transcription (IC₅₀ = 14 nM in HRE-Luc HeLa cells) and VEGF-expression. Shown to effectively induce growth arrest in several cancer cells (IC₅₀ = 2.1, 3.7 & 1.8 µM for HCT116, HepG2 & HeLa cells), although with reduced efficiency in PC3 (IC₅₀ = 25.4 µM). Does neither affect HIF-1α protein accumulation nor HIF-1α/HIF-1β heterodimer complex formation. Suggested to act via impairing HIF-1α/HIF-1β heterodimer-induced transcriptional pathway.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
HIF-1α

Reversible: yes

Secondary Target
VEGF

Target IC₅₀: 14 nM in HRE-Luc HeLa cells

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Minegishi, H., et al. 2013. ACS Med. Chem. Lett.4, 297.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable