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The ability to produce, synthesize and manufacture large quantities of 4-Chloroquinazoline (5190-68-1) with quality control system under CGMP manufacturing
4-Chloroquinazoline (5190-68-1) video
A new series of 4-hetroaryl substituted quinazolines were designed and synthesized by the reaction of pentafluoro(chloro)pyridine and 2-substituted quinazolinone. The aromatic nucleophilic substitution of pentafluoro(chloro)pyridine with quinazolinone occurs at the 4-position of pyridine ring by the oxygen site (O-centered nucleophile) of quinazolinone. The structures of all the compounds were confirmed by IR, 1H NMR, 19F NMR, and 13C NMR spectroscopy as well as elemental analysis.
Most of synthesized derivatives exhibited moderate to excellent antiproliferative activities against five human tumor cell lines. Compound 8d displayed the most remarkable inhibitory activities against tumor cells expressing wild type (A431, A549 and SW480 cells) or mutant (HCC827 and NCI-H1975 cells) epidermal growth factor receptor (EGFR) (with IC50 values in the range of 0.37–4.87 μM), as well as more potent inhibitory effects against recombinant EGFR tyrosine kinase (EGFR-TK, wt or T790M) (with the IC50 values of 7.0 and 9.3 nM, respectively). Molecular docking showed that 8d can form four hydrogen bonds with EGFR, and two of them were located in the Asp855-Phe856-Gly857 (DFG) motif of EGFR. Meanwhile, 8d can significantly block EGF-induced EGFR activation and the phosphorylation of its downstream proteins such as Akt and Erk1/2 in human NSCLC cells. Also, 8d mediated cell apoptosis and the prolongation of cell cycle progression in G0/G1-phase in A549 cells. The work would have remarkable implications for further design and development of more potent EGFR tyrosine kinase inhibitors (TKIs).
4-Chloroquinazoline (5190-68-1) Specifications
|CAS Min %||95.0|
|CAS Max %||100.0|
|Chemical Name or Material||4-Chloroquinazoline|
|Molecular Weight (g/mol)||164.6|
|Color||Clear colorless to light yellow liquid|
4-Chloroquinazoline (5190-68-1) Safety and Handling
(5190-68-1)Hazard description :
♦ Toxic if swallowed.
♦ May be fatal if swallowed and enters airways.
♦ Causes serious eye damage.
♦ May cause respiratory irritation.
4-Chloroquinazoline Precautionary statement:
♦ Avoid breathing dust/fume/gas/mist/vapours/spray.
♦ Wear protective gloves/protective clothing/eye protection/face protection.
♦ IF SWALLOWED:Immediately call a POISON CENTER or doctor/physician.
♦ IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do.
WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.
4-Chloroquinazoline (5190-68-1) Articles
Survey Reactivity of Some Substituted Quinazolinones with Pentafluoro(chloro)pyridine
A new series of 4-hetroaryl substituted quinazolines were designed and synthesized by the reaction of pentafluoro(chloro)pyridine and 2-substituted quinazolinone. -[Journal of Heterocyclic Chemistry 2018 vol. 55 # 2 p. 475 – 480]
6,7-Dimorpholinoalkoxy quinazoline derivatives as potent EGFR inhibitors with enhanced antiproliferative activities against tumor cells
Most of synthesized derivatives exhibited moderate to excellent antiproliferative activities against five human tumor cell lines.-[European Journal of Medicinal Chemistry 2018 vol. 147 p. 77 – 89]
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4-Chloroquinazoline (5190-68-1) Bulk Ordering & Pricing:
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