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Purchase CAS:16499-62-0 | 4-chloro-7-fluoro-quinazoline,view related peer-reviewed papers,technical documents,similar products,MSDS & more.4-Chloro-7-fluoroquinazoline is a compound that is structurally related to various quinoline derivatives, which have been extensively studied for their potential pharmacological properties. Quinoline derivatives are known for their complex formation with ferriprotoporphyrin IX, inhibition of beta-he...
4-Chloro-7-fluoroquinazoline is a compound that is structurally related to various quinoline derivatives, which have been extensively studied for their potential pharmacological properties. Quinoline derivatives are known for their complex formation with ferriprotoporphyrin IX, inhibition of beta-hematin formation, and antiplasmodial activity, which are crucial in the treatment of malaria. Additionally, these compounds have been explored for their cytotoxic effects against cancer cell lines, anticonvulsant, antinociceptive, and anti-inflammatory activities, and potent antibacterial activities. The modification of the quinoline structure, such as the introduction of a fluoro group, can lead to significant changes in the biological activity and physical properties of these compounds.
The synthesis of 4-aminoquinoline derivatives, which are structurally related to 4-Chloro-7-fluoroquinazoline, involves the reaction of 4-chloro-7-substituted-quinolines with corresponding mono/dialkyl amines. Another related synthesis method includes the reaction of 4,7-dichloroquinoline with organylselenols, which are generated in situ, to produce 4-arylselanyl-7-chloroquinolines. Additionally, organocatalytic synthesis has been employed to create 7-chloroquinoline-1,2,3-triazoyl carboxamidesand 7-chloroquinoline-1,2,3-triazoyl-4-carboxylates. These methods demonstrate the versatility in synthesizing quinoline derivatives, which could be applied to the synthesis of 4-Chloro-7-fluoroquinazoline.
The molecular structure of quinoline derivatives is crucial for their biological activity. For instance, the presence of a 7-chloro group in the 4-aminoquinoline ring is essential for the inhibition of beta-hematin formation. The introduction of a fluoro group, as in 4-Chloro-7-fluoroquinazoline, could potentially affect the molecule's interaction with biological targets. X-ray crystallography has been used to determine the crystal structure of related compounds, providing insights into their three-dimensional conformation and potential interaction mechanisms.
Quinoline derivatives participate in various chemical reactions that are essential for their biological activity. For example, the formation of complexes with ferriprotoporphyrin IX is a key reaction for the antiplasmodial activity of aminoquinolines. The reactivity of the quinoline nucleus can also be modified by substituents, which can lead to the synthesis of compounds with different pharmacological properties.
The physical and chemical properties of quinoline derivatives, such as solubility, melting point, and stability, are influenced by the substituents on the quinoline nucleus. For example, the introduction of a fluoro group can affect the lipophilicity and, consequently, the absorption and distribution of the compound within the body. The photophysical properties, such as absorption and emission spectra, are also important for the potential use of these compounds as fluorescent probes or in photodynamic therapy.
The safety information for 4-Chloro-7-fluoroquinazoline includes several hazard statements: H302 (Harmful if swallowed), H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Precautionary measures include avoiding breathing dust, gas, or vapors, and avoiding contact with skin and eyes.
Product Name: | 4-chloro-7-fluoro-quinazoline |
Synonyms: | 4-CHLORO-7-FLUORO-QUINAZOLINE;Quinazoline, 4-chloro-7-fluoro- |
CAS: | 16499-62-0 |
MF: | C8H4ClFN2 |
MW: | 182.58 |
EINECS: | |
Product Categories: | pharmacetical;Halides;CHIRAL CHEMICALS;Fused Ring Systems |
Mol File: | 16499-62-0.mol |
4-chloro-7-fluoro-quinazoline Chemical Properties |
Boiling point | 284.9±20.0 °C(Predicted) |
density | 1.447 |
refractive index | 1.635 |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
pka | 0.35±0.30(Predicted) |
InChI | InChI=1S/C8H4ClFN2/c9-8-6-2-1-5(10)3-7(6)11-4-12-8/h1-4H |
InChIKey | JHBYQJRHJVEKPK-UHFFFAOYSA-N |
SMILES | N1=C2C(C=CC(F)=C2)=C(Cl)N=C1 |