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CS-W001157 4
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3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one

  • CAS No. 252742-72-6

  • Cat. No. CS-W018467
  • Purity≥98%
  • MDL No.MFCD07776630

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

3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one|CS-W018467

Structure of 252742-72-6

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General Information

  • CAS No. 252742-72-6
  • Cat. No. CS-W018467
  • Purity ≥98%
  • MDL No. MFCD07776630
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₄ClN₃O
  • Molecular Weight 133.54
  • Synonym(s) 5-(chloromethyl)-1,2-dihydro-3H-1,2,4-triazol-3-one; 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one
  • SMILES ClCc1n[nH]c(=O)[nH]1

Description

3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one features a reactive chloromethyl group attached to a triazolone scaffold, enabling efficient alkylation under mild conditions. This electrophilic handle facilitates conjugation with nucleophiles such as amines and thiols, making it valuable for bioconjugation and the synthesis of functionalized heterocycles in medicinal chemistry and chemical biology applications.

Application

3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one serves as a versatile building block for the synthesis of triazolyl-containing heterocycles and bioactive molecules. The chloromethyl group enables efficient alkylation and nucleophilic substitution reactions, facilitating the construction of pharmaceutical scaffolds. Its stability under standard bench conditions and compatibility with common protecting group strategies make it a practical choice for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Cowden; Wilson; Bishop; Cottrell; Davies; Dolling Tetrahedron Letters, 2000 , vol. 41, # 44 p. 8661 - 8664
  • Route2
    • 3-(Hydroxymethyl)-1,4-dihydro-1,2,4-triazol-5-one|CS-0754334
      24021-90-7
    • ~87%
    • In-stock
      3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one|CS-W018467
      252742-72-6

    References

    • Cowden; Wilson; Bishop; Cottrell; Davies; Dolling Tetrahedron Letters, 2000 , vol. 41, # 44 p. 8661 - 8664
  • Route3

    References

    • Cowden, Cameron John Patent: US2003/187274 A1, 2003 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   61.54
  • LogP   -0.1632
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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