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3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-5-hydroxy-6,8-dimethylpyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione

  • CAS No. 871700-24-2

  • Cat. No. CS-M0422
  • Purity≥98%
  • MDL No.MFCD18207185

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

3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-5-hydroxy-6,8-dimethylpyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione|CS-M0422

Structure of 871700-24-2

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General Information

  • CAS No. 871700-24-2
  • Cat. No. CS-M0422
  • Purity ≥98%
  • MDL No. MFCD18207185
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₅FIN₃O₄
  • Molecular Weight 483.23
  • Synonym(s) Trametinib INT
  • SMILES O=C1N(C2=CC=C(I)C=C2F)C3=C(C(O)=C(C)C(N3C)=O)C(N1C4CC4)=O

Description

This pyrido[2,3-d]pyrimidine derivative features a sterically hindered cyclopropyl group and a fluorinated iodophenyl moiety, enhancing metabolic stability and target affinity. The hydroxy and dimethyl substituents support hydrogen bonding interactions, while the trione scaffold enables robust coordination in kinase inhibition pathways. Bench-stable and compatible with standard synthetic workflows.

Application

3-Cyclopropyl-1-(2-fluoro-4-iodophenyl)-5-hydroxy-6,8-dimethylpyrido[2,3-d]pyrimidine-2,4,7(1H,3H,8H)-trione serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. Its iodophenyl group enables palladium-catalyzed cross-coupling reactions, while the hydroxyl and multiple carbonyl functionalities support derivatization via acylation, alkylation, or cyclization. Bench-stable and compatible with standard purification methods, it facilitates efficient synthesis of complex pyrido[2,3-d]pyrimidine-based candidates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • JAPAN TOBACCO INC.; SAKAI, Toshiyuki Patent: WO2005/121142 A1, 2005 ; Location in patent: Page/Page column 152-153 ;

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   86.23
  • LogP   1.94372
  • H_Acceptors   7
  • H_Donors   1
  • Rotatable_Bonds   2

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