5-Bromopyrimidine-2,4-diamine
CAS No.:
1004-01-9
M. Wt:
189.013
M. Fa:
C4H5BrN4
InChI Key:
SUHXPSAYNUCJSC-UHFFFAOYSA-N
Appearance:
Solid
Names and Identifiers of 5-Bromopyrimidine-2,4-diamine
CAS Number |
1004-01-9 |
|---|---|
EC Number |
840-595-1 |
IUPAC Name |
5-bromopyrimidine-2,4-diamine |
InChI |
InChI=1S/C4H5BrN4/c5-2-1-8-4(7)9-3(2)6/h1H,(H4,6,7,8,9) |
InChIKey |
SUHXPSAYNUCJSC-UHFFFAOYSA-N |
Canonical SMILES |
C1=C(C(=NC(=N1)N)N)Br |
Physical and chemical properties of 5-Bromopyrimidine-2,4-diamine
Acidity coefficient |
5.25±0.10(Predicted) |
|---|---|
Boiling Point |
422.5±48.0 °C at 760 mmHg |
Density |
2.0±0.1 g/cm3 |
Exact Mass |
187.969757 |
Flash Point |
209.3±29.6 °C |
Index of Refraction |
1.731 |
LogP |
0.85 |
Molecular Formula |
C4H5BrN4 |
Molecular Weight |
189.013 |
PSA |
77.82000 |
Vapour Pressure |
0.0±1.0 mmHg at 25°C |
Safety Information of 5-Bromopyrimidine-2,4-diamine
Applications of 5-Bromopyrimidine-2,4-diamine
5-Bromopyrimidine-2,4-diamine has several applications in various fields:
- Pharmaceuticals: It serves as a key intermediate in the synthesis of drugs targeting cancer and infectious diseases.
- Agrochemicals: The compound is explored for its potential as a herbicide or pesticide due to its biological activity.
- Material Science: Its derivatives are investigated for use in developing new materials with specific electronic or optical properties.
Interaction Studies of 5-Bromopyrimidine-2,4-diamine
Studies on the interactions of 5-bromopyrimidine-2,4-diamine with biological macromolecules have shown that it can form complexes with proteins and nucleic acids. These interactions are crucial for understanding its mechanism of action in biological systems. For instance:
- Protein Binding Studies: Research indicates that this compound can bind to specific enzymes, altering their activity and potentially leading to therapeutic effects.
- Nucleic Acid Interactions: The ability to intercalate into DNA or RNA structures has been noted, which may contribute to its anticancer properties.
Several compounds share structural similarities with 5-bromopyrimidine-2,4-diamine. Here are some notable examples:
| Compound Name | Structural Features | Unique Properties |
|---|---|---|
| 2-Aminopyrimidine | Contains an amino group at position 2 | Used as a precursor in drug synthesis |
| 4-Aminopyrimidine | Contains an amino group at position 4 | Exhibits different biological activities |
| 5-Chloropyrimidine | Chlorine atom instead of bromine | Often used in similar synthetic pathways |
| 6-Aminopyrimidine | Amino group at position 6 | Known for its antiviral properties |
Biological Activity of 5-Bromopyrimidine-2,4-diamine
Research indicates that 5-bromopyrimidine-2,4-diamine exhibits significant biological activity. It has been studied for its potential as an inhibitor of various enzymes and pathways involved in disease processes. Notably, compounds with similar structures have shown promise as:
- Anticancer Agents: Some derivatives have demonstrated cytotoxic effects against cancer cell lines.
- Antimicrobial Activity: The compound has been evaluated for its ability to inhibit bacterial growth, suggesting potential use in developing new antibiotics.
Physical sample testing spectrum (NMR) of 5-Bromopyrimidine-2,4-diamine
Cas:156-81-0
