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Cat. No.: HY-105904

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Pinafide

Pinafide is an orally active anticancer agent. Pinafide binds to double-stranded DNA via intercalation, stabilizes the DNA-topoisomerase II complex, induces photo-induced DNA damage and ROS production, causes lysosomal and mitochondrial dysfunction, impairs DNA and RNA synthesis, and blocks cell growth. Pinafide binds to human serum albumin in vitro, undergoes biotransformation via reduction and acetylation in rats, and can cross the placental barrier of pregnant rats. Pinafide can be used in cancer-related research such as hepatocellular carcinoma.

For research use only. We do not sell to patients.

CAS No.: 54824-20-3
Formula: C₁₈H₁₇N₃O₄
Molecular Weight:339.35

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Please store the product under the recommended conditions in the Certificate of Analysis.

Pinafide Chemical Structure

CAS No.: 54824-20-3

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
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Biological Activity

Description

All DNA/RNA Synthesis Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
HepG2	IC50	1.23 μM	Antiproliferative activity against human hepatocellular carcinoma HepG2 cells assessed as inhibition of cell growth by MTT tetrazolium dye assay. Antiproliferative activity against human hepatocellular carcinoma HepG2 cells assessed as inhibition of cell growth by MTT tetrazolium dye assay.	33803403

In Vitro

OthersAnti-cancerCell Cycle RegulationOxidative Stress

Others

Pinafide (10-50 μg/mL) binds to human serum albumin, with one high-affinity, low-binding-capacity site (K₁ = 2.8×10⁶ M^-1) and one moderate-affinity, high-binding-capacity site (K₂ = 5.3×10³ M^-1)^[1].
Pinafide is a classic DNA intercalator that stabilizes calf thymus DNA, with a ΔT_m of 6.50 °C and a binding constant of 6.60 × 10⁴ M^-1^[2].

Anti-cancer

Cell Cycle Regulation

Pinafide potently inhibits the proliferation of human hepatocellular carcinoma HepG2 cells, with an IC₅₀ value of 1.23 μM; when applied at the IC₅₀ concentration of 1.23 μM, it induces G2/M phase cell cycle arrest in human hepatocellular carcinoma HepG2 cells^[2].

Anti-cancer

Oxidative Stress

Pinafide (0.615 μM; 24 h) induces reactive oxygen species production in human hepatocellular carcinoma HepG2 cells^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Pinafide (20 mg/kg; i.v.; single bolus; p.o.; single dose) exhibits biphasic plasma disposition after i.v. administration, nearly complete oral bioavailability, and undergoes biotransformation via reduction and acetylation in healthy female Sprague-Dawley rats^[1].
Pinafide (10 mg/kg; i.v.; single bolus) crosses the placental barrier in pregnant Sprague-Dawley rats, with fetus and amniotic fluid concentrations exceeding or matching maternal blood concentrations 1 hour after i.v. administration^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Related Protocols :

Chemical Information

CAS No. 54824-20-3
Molecular Weight 339.35
Formula C₁₈H₁₇N₃O₄
SMILES

O=C1C2=C3C(C(N1CCN4CCCC4)=O)=CC([N+]([O-])=O)=CC3=CC=C2
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Rivera Cid P, et al. The pharmacokinetics, tissue distribution, and biotransformation of a new class of antitumor agents: mitonafide and pinafide. European journal of drug metabolism and pharmacokinetics. 1986;11(4):255-67.

[2]. Rykowski S, et al. Design, Synthesis, and Evaluation of Novel 3-Carboranyl-1,8-Naphthalimide Derivatives as Potential Anticancer Agents. International journal of molecular sciences. 2021 Mar 09;22(5):2772.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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