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5-Iodo-1-methylpyridin-2(1H)-one

  • CAS No. 60154-05-4

  • Cat. No. CS-0102227
  • Purity≥97%
  • MDL No.MFCD23768670

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

5-Iodo-1-methylpyridin-2(1H)-one|CS-0102227

Structure of 60154-05-4

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General Information

  • CAS No. 60154-05-4
  • Cat. No. CS-0102227
  • Purity ≥97%
  • MDL No. MFCD23768670
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆INO
  • Molecular Weight 235.02
  • Synonym(s) 5-Jod-1-methyl-1H-pyridin-2-on
  • SMILES O=C1C=CC(I)=CN1C

Description

5-Iodo-1-methylpyridin-2(1H)-one features a pyridinone core with a strategically positioned iodine at the 5-position and a methyl group at nitrogen, enabling direct functionalization in cross-coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications where halogenation facilitates downstream derivatization.

Application

5-Iodo-1-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo substituent and orthogonal reactivity of the pyridinone core. The 1-methyl group enhances solubility and metabolic stability, while the lactam functionality provides hydrogen-bonding capacity for target binding. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular synthesis of bioactive heterocycles and API intermediates.

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

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Computational Chemistry Data

  • TPSA   22
  • LogP   0.9899
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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