2-Chloro-6-Aminopyrazine

Valuable Pharmaceutical Intermediate: 2-Amino-6-chloropyrazine is an important nitrogen-containing heterocyclic intermediate used in the synthesis of bioactive compounds, including certain A₂B adenosine receptor antagonists and other pharmaceutical research compounds.

Well-Defined Physical and Chemical Properties: This chlorinated pyrazine derivative has characteristic physical and chemical properties, including a defined melting point and thermal behavior, supporting its identification, characterization, and use in organic synthesis.

Versatile Solubility Characteristics: The compound is slightly soluble in water and readily soluble in hot methanol, making it suitable for selected laboratory synthesis, reaction preparation, and purification procedures.

Useful Heterocyclic Building Block: Featuring both amino and chloro functional groups on a pyrazine ring, 2-Amino-6-chloropyrazine provides versatile sites for further chemical modification. It is a useful building block in pharmaceutical research, medicinal chemistry, and fine chemical development.

Product Description

2-Amino-6-chloropyrazine is a disubstituted pyrazine derivative widely used as a building block in organic synthesis and pharmaceutical research. It is particularly relevant to the preparation of A₂B adenosine receptor antagonists and other biologically active compounds. Its amino and chloro functional groups provide opportunities for further chemical modification, making it a useful intermediate in medicinal chemistry and heterocyclic compound development.

The compound has a molecular formula of C₄H₄ClN₃ and a molecular weight of 129.55 g/mol. It typically appears as a colorless to grayish-white solid, with a reported density of approximately 1.4 ± 0.1 g/cm³. Its melting point is 150–152°C. The estimated boiling point is 282.8 ± 35.0°C, while the estimated flash point is 124.8 ± 25.9°C.

In terms of solubility, 2-Amino-6-chloropyrazine is slightly soluble in water and readily soluble in hot methanol, making it suitable for selected laboratory synthesis and purification procedures.

2-Chloro-6-Aminopyrazine CAS#33332-28-4

Product Parameters

PropertySpecification
Product Name2-Amino-6-chloropyrazine
CAS Number33332-28-4
Molecular FormulaC₄H₄ClN₃
Molecular Weight129.55 g/mol
AppearanceColorless to grayish-white solid
Density1.4 ± 0.1 g/cm³
Melting Point150–152°C
Boiling Point282.8 ± 35.0°C (estimated)
Flash Point124.8 ± 25.9°C (estimated)
Water SolubilitySlightly soluble
Methanol SolubilityReadily soluble in hot methanol
Melting point 150-152°C
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Soluble in dimethyl sulfoxide and methanol.
form Solid
pka0.89±0.10(Predicted)
color Purple
LogP0.95
CAS DataBase Reference33332-28-4(CAS DataBase Reference)
EPA Substance Registry System2-Amino-6-chloropyrazine (33332-28-4)
Hazard Codes Xi,Xn
Risk Statements 36/37/38-41-22
Safety Statements 26-36/37/39-60-37
TSCA Yes
HazardClass IRRITANT
HS Code 29339900

Application Scenarios

2-Amino-6-chloropyrazine is a versatile halogenated pyrazine intermediate used in organic synthesis, medicinal chemistry, and pharmaceutical research. Its amino and chloro substituents provide useful reactive sites for further chemical transformations, making it a valuable building block for developing structurally diverse nitrogen-containing compounds.

Key Application Areas:

Pharmaceutical Research and Development: Used as a synthetic intermediate in the preparation of biologically active compounds, including research compounds targeting adenosine receptors.

Medicinal Chemistry: Applied in the design and synthesis of novel heterocyclic molecules for drug discovery and structure–activity relationship studies.

Organic Synthesis: Serves as a building block for further functionalization and the preparation of substituted pyrazine derivatives.

Fine Chemical Development: Used in laboratory research and the development of specialty chemicals and advanced organic intermediates.

Its suitability for specific synthesis routes depends on the target molecule, reaction conditions, and required purity grade.

2-Chloro-6-Aminopyrazine CAS#33332-28-4

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