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CS-W001157 4
Total: USD 88.00

Thalidomide-5,6-F

  • CAS No. 1496997-41-1

  • Cat. No. CS-0142929
  • Molecule weight294.21
  • Purity≥98%
  • MDL No.MFCD32853274

*For research and further manufacturing use only, not for direct human use.

Thalidomide-5,6-F|CS-0142929

Structure of 1496997-41-1

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General Information

  • CAS No. 1496997-41-1
  • Cat. No. CS-0142929
  • Purity ≥98%
  • MDL No. MFCD32853274
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈F₂N₂O₄
  • Molecular Weight 294.21
  • Synonym(s) None
  • SMILES O=C1N(C(CC2)C(NC2=O)=O)C(C3=C1C=C(F)C(F)=C3)=O

Description

Thalidomide-5,6-F exhibits enhanced metabolic stability due to fluorination at the 5,6-positions, which modulates electron density across the phthalimide ring. This substitution improves resistance to oxidative degradation while preserving the compound’s ability to engage target proteins involved in angiogenesis and inflammation. The fluorinated derivative offers a robust platform for probing structure-activity relationships in immunomodulatory drug development.

Application

Thalidomide-5,6-F serves as a fluorinated analog of thalidomide, enabling targeted exploration of structure-activity relationships in immunomodulatory and anti-angiogenic scaffolds. The 5,6-difluoro substitution enhances metabolic stability and modulates electronic properties, facilitating improved functional group tolerance in downstream conjugation reactions. Its bench-stable crystalline form simplifies handling and purification, making it suitable for use in medicinal chemistry campaigns requiring precise stereochemical control and predictable reactivity profiles.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   0.311
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   1

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