Product Name:3-Amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one

IUPAC Name:3-amino-2-(3-methoxyphenyl)-3,4-dihydroquinazolin-4-one

CAS:388109-22-6
Molecular Formula:C15H13N3O2
Purity:97%
Catalog Number:CM214189
Molecular Weight:267.29

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CM214189-1g 1-2 Weeks ǪŌŮ

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Product Details

CAS NO:388109-22-6
Molecular Formula:C15H13N3O2
Melting Point:-
Smiles Code:O=C1N(N)C(C2=CC=CC(OC)=C2)=NC3=C1C=CC=C3
Density:
Catalog Number:CM214189
Molecular Weight:267.29
Boiling Point:
MDL No:MFCD02085980
Storage:

Category Infos

Quinazolines
Quinazolines belong to heterocyclic chemistry, also known as 1,3-naphthalenes. The backbone consists of two six-membered aromatic rings fused to each other, with two nitrogen atoms at positions 1 and 3 on the backbone. The presence of these two nitrogen atoms in quinazoline increases its importance in pharmaceutical and biological reactions. Quinazolines and their derivatives are among the most important heterocyclic compounds due to their diverse chemical reactivity and important range of biological activities.

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Product Other Information

Product Overview 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one, also known as PD153035, is a small molecule inhibitor that specifically targets the epidermal growth factor receptor (EGFR) tyrosine kinase.
Synthesis Method 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one can be synthesized through a multistep process starting from commercially available 3-methoxyaniline. The first step involves the reaction of 3-methoxyaniline with 2-chloroacetyl chloride in the presence of a base to yield 2-(3-methoxyphenyl)-N-(2-chloroacetyl)aniline. This intermediate is then reacted with 2-aminobenzoic acid in the presence of a dehydrating agent to form 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one. 
Chemical Properties It is a synthetic compound that may have off-target effects or toxicity, which could affect the interpretation of experimental results. 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one is not a selective inhibitor and may also inhibit other kinases that share structural similarities with EGFR.
Synthesis and Application It has been shown to inhibit the growth and proliferation of various cancer cell lines in vitro and in vivo, including lung, breast, and colon cancer. 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one works by binding to the ATP-binding site of EGFR and preventing its activation, thereby inhibiting downstream signaling pathways that promote cell growth and survival. In addition to cancer treatment, 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one has also been investigated for its potential use in treating other diseases, such as Alzheimer's disease and Parkinson's disease, due to its ability to cross the blood-brain barrier and inhibit EGFR activity in the brain.
Future Directions One area of research is the development of more selective and potent inhibitors of EGFR that can overcome the limitations of 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one. Another area of research is the investigation of the role of EGFR in other diseases, such as neurodegenerative diseases and autoimmune diseases. Additionally, the use of 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one in combination with other therapeutic agents, such as chemotherapy or immunotherapy, is an area of research that has the potential to improve cancer treatment outcomes. Finally, the use of 3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one as a tool for studying the role of EGFR in various biological processes, such as cell differentiation and migration, is an area of research that has the potential to advance our understanding of this important signaling pathway.