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CS-W001157 4
Total: USD 88.00

Pleuromutilin

  • CAS No. 125-65-5

  • Cat. No. CS-5813
  • Purity≥98%
  • MDL No.MFCD01939630

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

Pleuromutilin|CS-5813

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General Information

  • CAS No. 125-65-5
  • Cat. No. CS-5813
  • Purity ≥98%
  • MDL No. MFCD01939630
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₃₄O₅
  • Molecular Weight 378.50
  • Synonym(s) Drosophilin B; Mutilin 14-glycolate
  • SMILES C[C@@H]([C@@H]([C@@](C)(C[C@H]1OC(CO)=O)C=C)O)C(CC[C@H]2C)(CCC3=O)[C@]3([H])C21C

Description

A cell permeable hydroxytricyclic derivative that acts as a specific and reversible inhibitor of transient receptor potential melastatin 4 (TRPM4) (IC50 = 20 M in HEK293 cells). Does not affect TRPM5 and cystic fibrosis transmembrane conductance regulators (CFTR) channels. Decreases the occurrence of early after depolarizations (EAD) and exhibits an anti-arrhythmic effect that is independent of the action of protein kinase A. Shown to abolish NMDA-induced burst firing in dopaminergic neurons. Does not affect K+ currents at ~10 M, but at higher concentration (~100 M) it reversibly reduces K+ currents.

Application

Pleuromutilin serves as a privileged scaffold in medicinal chemistry, offering a rigid tetracyclic core with defined stereochemistry that enables selective functionalization at C14 and C2 positions. Its structural stability and low metabolic liability make it a valuable building block for antibacterial and antiviral lead optimization. The molecule facilitates direct derivatization via nucleophilic substitution or transition-metal-catalyzed coupling, supporting efficient synthesis of complex analogs with enhanced pharmacokinetic profiles.

Synthesis

  • Route1
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      80878-40-6
    • ~%
    • In-stock
      Pleuromutilin|CS-5813
      125-65-5

    References

    • Journal of the American Chemical Society, , vol. 111, # 21 p. 8284 - 8286
  • Route2
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      80878-41-7
    • ~%
    • In-stock
      Pleuromutilin|CS-5813
      125-65-5

    References

    • Journal of the American Chemical Society, , vol. 111, # 21 p. 8284 - 8286
  • Route3
    • null|null
      80878-39-3
    • ~%
    • In-stock
      Pleuromutilin|CS-5813
      125-65-5

    References

    • Journal of the American Chemical Society, , vol. 111, # 21 p. 8284 - 8286

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H410
Precautionary Statements : P264-P270-P273-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   83.83
  • LogP   2.8852
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   3

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