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4′-Demethylepipodophyllotoxin CAS 6559-91-7

Key Features
✔Podophyllotoxin Derivative: Core structure for semi-synthetic anticancer agents
✔High-Purity Intermediate: ≥98% (HPLC) for pharmaceutical synthesis
✔Multi-Drug Precursor: Key starting material for etoposide, teniposide, and tafluposide
✔Trans-Lactone Configuration: Optimal bioactivity conformation
✔Chirally Pure: Single stereoisomer (>99% ee by chiral HPLC)

Batch-specific CoA available on request.

Product Description

This natural product-derived compound serves as: ✔ Critical Intermediate for topoisomerase II inhibitors
Structural Platform for novel prodrug development
Biologically Active Core with direct cytotoxic effects

Structural Advantages:

  • Preserved tetracyclic ring system essential for DNA interaction
  • Free 4'-phenolic OH enables targeted modifications
  • Cis-fused lactone maintains required rigidity for binding

1. Product Identification

  • IUPAC Name: (5R,5aR,8aR)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one
  • CAS Number: 6559-91-7
  • Molecular Formula: C₂₁H₂₀O₈
  • Molecular Weight: 400.38 g/mol
  • Structural Verification:
    • UV λmax: 285 nm (ε=5000)
    • [α]²⁵D: -147° ± 3° (c=1, CHCl₃)
    • LC-MS: m/z 401.12 [M+H]⁺

2. Quality Specifications

ParameterSpecificationTest Method
AppearanceWhite to pale yellow powderVisual
Purity (HPLC)≥98.0%RP-HPLC (220 nm)
Related Substances≤1.0% total impuritiesHPLC
Residual Solvents≤0.5% totalGC
Heavy Metals≤10 ppmICP-MS

3. Physicochemical Properties

  • Melting Point: 226-230°C (dec.)
  • Solubility:
    • Freely soluble: DCM, DMSO
    • Soluble: Acetone, methanol
    • Practically insoluble: Water (<0.01 mg/mL)
  • LogP: 2.8 ± 0.2
  • Stability: Stable >3 years at 2-8°C (desiccated, amber glass)

4. Product Applications

Pharmaceutical Synthesis

  • Etoposide/Teniposide Production:
    • Glycosylation precursor
    • 4'-Phosphorylation intermediate
  • Novel Analog Development:
    • C4 modifications for improved solubility
    • Prodrug conjugation via phenolic OH

Research Uses

  • Topoisomerase Studies:
    • Photoaffinity labeling probes
    • Radioligand development
  • Apoptosis Research:
    • Caspase activation studies

5. Packaging & Storage

  • Primary Packaging:
    • ≤10g: Amber glass vials with nitrogen purge
    • 10-100g: Al-foil bags with oxygen scavenger
  • Storage Conditions:
    • Temperature: 2-8°C
    • Humidity: ≤40% RH
    • Light Protection: Essential
  • Shelf Life: 5 years under recommended conditions

6. Safety & Handling

GHS Classification

  • H301: Toxic if swallowed
  • H315: Skin irritation
  • H319: Eye irritation

Protective Measures

  • PPE: Gloves (nitrile), face protection
  • Engineering Controls: Fume hood recommended
  • Spill Management: Inert absorbent material

First Aid

  • Skin: Wash with PEG-400 solution
  • Eyes: 15 min water irrigation
  • Ingestion: Medical attention immediately
Product MOQ

We understand that your requirements vary across different stages, from R&D and pilot scale to commercial production. Therefore, we support both:

  • R&D Samples: We offer sample sizes from gram to kilogram scale to support your early-stage project evaluation.
  • Commercial Supply: We provide standard industrial packaging (e.g., 25kg drums, 200kg drums) and have a stable capacity for bulk supply.

 

For detailed information on the Minimum Order Quantity (MOQ) for a specific product or to discuss custom packaging solutions, please contact our sales team.

We bridge the gap between your concept and a commercial-ready product. Our flexible manufacturing and expert R&D team empower us to deliver fully customized chemical solutions.

  • Custom Synthesis: We develop molecules from lab scale to industrial production.
  • Specification Adjustment: We modify purity, form, and other key parameters to fit your application.
  • Flexible Packaging: We provide custom packaging and labeling to streamline your supply chain.

 

Tell us your challenge. We’ll build the solution.

  • Sample and bulk orders are welcome.
  • Supplying from grams to tons. Inquire for pricing.
  • We treat every order with the same dedication, large or small.

Contact Us for the core documents you need to support your work.

  • Technical Data Sheet (TDS)
  • Safety Data Sheet (SDS)
  • Request Certificate of Analysis (CoA)
  • Request a Quote
  1. Submit Inquiry: Contact us with the Product/CAS No., Quantity, and Purity requirements.
  2. Receive Quote: Our team will provide a formal quotation and lead time.
  3. Place Order: Confirm by issuing an official Purchase Order (PO).

 

Questions? Contact Us anytime.

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Reischbio provides confidential custom synthesis services, structured for innovative companies requiring unique and proprietary molecules. Our expert chemists leverage state-of-the-art reaction technologies to tackle complex, multi-step synthesis projects, from milligrams to multi-kilogram scale. Governed by strict IP protection protocols, we function as a seamless extension of your R&D team. Our agile project management and transparent communication ensure projects are delivered on-time and on-spec. With our bespoke chemistry solutions, we empower you to overcome scientific challenges, secure critical IP, and accelerate your path to innovation.

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