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Quinazoline

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Identification
Molecular formula
C8H6N2
CAS number
253-82-7
IUPAC name
quinazoline
State
State
Quinazoline is typically found as a solid at room temperature. It is often stored in a closed container to prevent it from absorbing moisture from the air.
Melting point (Celsius)
46.00
Melting point (Kelvin)
319.15
Boiling point (Celsius)
259.00
Boiling point (Kelvin)
532.15
General information
Molecular weight
130.15g/mol
Molar mass
130.1540g/mol
Density
1.2224g/cm3
Appearence

Quinazoline appears as a white to pale yellow crystalline solid. Its crystalline structure provides it with a distinct sharp-edged appearance, making it easily identifiable in its pure form.

Comment on solubility

Solubility of Quinazoline

Quinazoline, with the chemical formula C8H6N2, exhibits interesting solubility characteristics that are important in various chemical applications.

In general, quinazoline is considered to have:

  • Moderate solubility in organic solvents such as ethanol, methanol, and acetone.
  • Poor solubility in water, largely due to its aromatic structure and the presence of nitrogen atoms, which leads to stronger intramolecular interactions compared to solvation by water.

Its solubility can be influenced by the following factors:

  1. Temperature: Increased temperature often enhances solubility in organic solvents.
  2. pH levels: The solubility of quinazoline can change in response to the pH of the solution, particularly when it forms salts with acids.
  3. Presence of other solutes: The solubility might be affected by the presence of other compounds in the solvent, which could facilitate or hinder solvation.

In applications such as pharmaceuticals and organic synthesis, understanding the solubility of quinazoline is crucial for optimizing concentrations and ensuring effective reactions and interactions. Therefore, it is vital to consider the specific conditions under which quinazoline is being used to achieve the best solubility outcomes.

Interesting facts

Interesting Facts About Quinazoline

Quinazoline is a fascinating heterocyclic compound with a wide range of applications in medicinal chemistry and material science. Here are some intriguing aspects of this compound:

  • Versatile Structure: Quinazoline consists of a fused bicyclic structure, incorporating a benzene ring and a pyrazine ring. This unique structure contributes to its diverse chemical properties.
  • Biological Activity: Many derivatives of quinazoline exhibit significant pharmacological activity. They have been found to possess:
    • Anti-cancer properties
    • Antimicrobial effects
    • Anti-inflammatory activities
  • Drug Development: Quinazoline derivatives are used as lead compounds in the design of new drugs. For example, some quinazoline-based drugs target specific cancer pathways, making them valuable in oncology.
  • Receptor Modulation: Quinazoline compounds often act as modulators of certain receptors, such as the adenosine A1 receptor, which is involved in various physiological processes.
  • Synthetic Pathways: The synthesis of quinazoline can be achieved through various methods, including:
    • Cyclization of anthranilic acid derivatives
    • Condensation reactions involving amines and carbonyl compounds
  • Material Science: Beyond pharmaceuticals, quinazoline and its derivatives have applications in developing advanced materials, including liquid crystals and polymers.

In summary, quinazoline embodies a remarkable blend of structural complexity and functional versatility. As science continues to explore and harness the potential of this compound, it stands out as a prime candidate for future research endeavors and therapeutic innovations.

Synonyms
QUINAZOLINE
253-82-7
Phenmiazine
1,3-Benzodiazine
1,3-Diazanaphthalene
5,6-Benzopyrimidine
Chinazolin
Benzo[a]pyrimidine
Benzopyrimidine
Benzo(a)pyrimidine
MFCD00006712
UNII-UB9QUR18NL
UB9QUR18NL
Benzo(e)pyrimidine
4.5-Benzopyrimidine
CHEBI:36621
QUINAZOLINE [MI]
EINECS 205-965-3
NSC 72372
NSC-72372
CHEMBL301359
DTXSID7075214
Quinazolines
Quinazoline 98%
NSC72372
Quinazoline, 99%
SCHEMBL5920
NCIOpen2_000549
WLN: T66 BN DNJ
BIDD:GT0070
DTXCID2037265
BDBM50049572
AKOS015900554
CS-W002010
GS-3258
PB47603
AC-18352
SY006075
DB-046688
NS00027881
Q0055
EN300-84601
AC-907/25014195
Q426278
CU-00000000401-1
Z1251332997
205-965-3
QUZ