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CS-W001157 4
Total: USD 88.00

2,5-Diamino-4,6-dichloropyrimidine

  • CAS No. 55583-59-0

  • Cat. No. CS-W004950
  • Purity≥95%
  • MDL No.MFCD00792652

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

2,5-Diamino-4,6-dichloropyrimidine|CS-W004950

Structure of 55583-59-0

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General Information

  • CAS No. 55583-59-0
  • Cat. No. CS-W004950
  • Purity ≥95%
  • MDL No. MFCD00792652
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄Cl₂N₄
  • Molecular Weight 179.01
  • Synonym(s) 4,6-Dichlorpyrimidin-2,5-diamin
  • SMILES ClC1=C(N)C(Cl)=NC(N)=N1

Description

2,5-Diamino-4,6-dichloropyrimidine serves as a key heterocyclic scaffold for synthesizing bioactive compounds. This electron-rich pyrimidine core features two amino groups flanked by chlorine substituents, enabling selective functionalization in medicinal chemistry and materials science applications under standard conditions.

Application

2,5-Diamino-4,6-dichloropyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its two amino groups and two chlorine substituents provide orthogonal reactivity for sequential functionalization, facilitating coupling reactions, nucleophilic substitutions, and heterocycle elaboration. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1
    • 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride|CS-0008326
      56830-58-1
    • ~63%
    • In-stock
      2,5-Diamino-4,6-dichloropyrimidine|CS-W004950
      55583-59-0

    References

    • Lonza AG Patent: EP1188750 A1, 2002 ; Location in patent: Page 5 ;
  • Route2
    • N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide Abacavir Impurity|CS-0229546
      171887-03-9
    • ~77%
    • In-stock
      2,5-Diamino-4,6-dichloropyrimidine|CS-W004950
      55583-59-0

    References

    • Daluge, Susan M.; Martin, Michael T.; Sickles, Barry R.; Livingston, Douglas A. Nucleosides, Nucleotides and Nucleic Acids, 2000 , vol. 19, # 1-2 p. 297 - 327
  • Route3
    • null|null
      40215-83-6
    • 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride|CS-0008326
      56830-58-1
    • ~64%
    • In-stock
      2,5-Diamino-4,6-dichloropyrimidine|CS-W004950
      55583-59-0

    References

    • Beecham Group p.l.c. Patent: US5216161 A1, 1993 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   77.82
  • LogP   0.9478
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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