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3-Amino-5-chloropyrazine-2-carboxylic acid

  • CAS No. 1260663-68-0

  • Cat. No. CS-0141526
  • Purity≥95%
  • MDL No.MFCD18250527

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

3-Amino-5-chloropyrazine-2-carboxylic acid|CS-0141526

Structure of 1260663-68-0

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General Information

  • CAS No. 1260663-68-0
  • Cat. No. CS-0141526
  • Purity ≥95%
  • MDL No. MFCD18250527
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₃O₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES O=C(C1=NC=C(Cl)N=C1N)O

Description

3-Amino-5-chloropyrazine-2-carboxylic acid features a pyrazine core functionalized with amino, chloro, and carboxylic acid groups at strategic positions. This trifunctional scaffold enables direct integration into bioactive molecule design, particularly in kinase inhibitors and pharmaceutical intermediates. The electron-deficient pyrazine ring enhances reactivity in coupling reactions, while the carboxylic acid facilitates salt formation and solubility optimization under standard conditions.

Application

3-Amino-5-chloropyrazine-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct incorporation into pyrazine-based scaffolds via amide coupling or nucleophilic substitution. The amino and carboxylic acid groups provide orthogonal functionality for conjugation, while the chloro substituent facilitates palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it supports scalable synthesis of pharmaceutical intermediates and functionalized ligands in medicinal chemistry workflows.

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   89.1
  • LogP   0.4104
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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