692059-41-9

Basic information

• Product Name: Gefitinib InterMediate A
• Synonyms: Gefitinib InterMediate A;6-(3-chloropropoxy)-4-chloro-7-Methoxyquinazoline;4-Chloro-6-(3-chloropropoxy)-7-methoxyquinazoline
• CAS NO: 692059-41-9
• Molecular Formula: C₁₂H₁₂Cl₂N₂O₂
• Molecular Weight: 287.15
• Mol File: 692059-41-9.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Gefitinib InterMediate A(CAS DataBase Reference)
• NIST Chemistry Reference: Gefitinib InterMediate A(692059-41-9)
• EPA Substance Registry System: Gefitinib InterMediate A(692059-41-9)

Safety Data

• Hazardous Substances Data: 692059-41-9(Hazardous Substances Data)

Usage

Description

Gefitinib InterMediate A, also known as 4-Chloro-6-(3-chloropropoxy)-7-methoxyquinazoline, is an intermediate compound in the synthesis of Gefitinib, a potent inhibitor of the epidermal growth factor receptor (EGFR). It plays a crucial role in the development of anti-tumor drugs and has potential applications in various industries due to its unique chemical properties and biological activity.

Uses

Used in Pharmaceutical Industry:
Gefitinib InterMediate A is used as a key intermediate in the synthesis of Gefitinib, an EGFR inhibitor with significant anti-tumor activity. It contributes to the development of targeted therapies for various types of cancer, including non-small cell lung cancer (NSCLC) and other solid tumors.
Used in Cancer Research:
Gefitinib InterMediate A serves as a valuable compound in cancer research, aiding scientists in understanding the mechanisms of EGFR inhibition and its implications in tumor growth and progression. This knowledge can lead to the discovery of novel therapeutic agents and strategies for cancer treatment.
Used in Drug Development:
As a precursor to Gefitinib, Gefitinib InterMediate A is essential in the drug development process. It helps researchers and pharmaceutical companies optimize the synthesis and formulation of Gefitinib, ensuring its efficacy, safety, and stability as a pharmaceutical product.
Used in Drug Synthesis Education:
Gefitinib InterMediate A can be utilized as a teaching tool in educational settings, particularly in courses related to medicinal chemistry, pharmaceutical sciences, and drug discovery. It provides students with hands-on experience in the synthesis of bioactive compounds and an understanding of the challenges and strategies involved in drug development.

Upstream product

• 929683-54-5 3-(3-chloropropoxy)-4-methoxybenzaldehyde 
• 621-59-0 isovanillin 
• 645-08-9 Isovanillic acid 
• 574738-93-5 6-(3-chloropropoxy)-7-methoxyquinazolin-4-ol 
• 574745-97-4 4-chloro-6-hydroxy-7-methoxyquinazoline 
• 627-30-5 1-chloro-3-hydroxypropane 
• 380844-24-6 methyl 5-(3-chloropropoxy)-4-methoxy-2-nitrobenzoate 
• 380844-26-8 methyl 5-(3-chloropropoxy)-2-amino-4-methoxybenzoate 
• 380844-22-4 methyl 3-(3-chloropropoxy)-4-methoxybenzoate 
• 6702-50-7 3-hydroxy-4-methoxybenzoate 
• 574738-93-5 6-(3-chloropropoxy)-7-methoxyquinazolin-4(3H)-one 

Downstream Products

• 912556-91-3 6-(3-chloropropoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-ylamine 
• 1259017-55-4 3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-(bis(4-fluorophenyl)methyl)piperazine-1-carbodithioate 
• 1259017-50-9 3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-methylpiperazine-1-carbodithioate 
• 1259017-48-5 3-(4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-methylpiperazine-1-carbodithioate 
• 1259017-46-3 3-(4-(3-bromophenylamino)-7-methoxyquinazolin-6-yloxy)propyl 4-methylpiperazine-1-carbodithioate 
• 1259017-51-0 3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl piperazine-1-carbodithioate 
• 1259017-53-2 3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl morpholine-4-carbodithioate 
• 1259017-54-3 3-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-7-methoxyquinazolin-6-yloxy)propyl thiomorpholine-4-carbodithioate 
• 1259017-72-5 N-(3-bromophenyl)-6-(3-chloropropoxy)-7-methoxyquinazolin-4-amine 
• 1259017-73-6 N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(3-chloropropoxy)-7-methoxyquina-zolin-4-amine 
• 1456070-15-7 C₂₃H₂₄ClFN₄O₂S 
• 1456070-14-6 C₂₃H₂₄ClFN₄O₃ 
• 1445860-67-2 4-(3'-chloro-4'-fluorophenylamino)-6-[3-(2-oxa-6-azaspiro[3.3]heptane-6-yl)propoxy]-7-methoxyquinazoline 
• 1445860-68-3 4-(3'-chloro-4'-fluorophenylamino)-6-[3-(2-oxa-6-azaspiro[3.4]octane-6-yl)propoxy]-7-methoxyquinazoline 

Relevant articles and documents

Four-membered heterocycles-containing 4-anilino-quinazoline derivatives as epidermal growth factor receptor (EGFR) kinase inhibitors

We report herein the design and synthesis of novel azaspirocycle or azetidine substituted 4-anilinoquinazoline derivatives. The EGFR inhibitory activities and in vitro antitumor potency of these newly synthesized compounds against two lung cancer cell lines HCC827 and A549 were evaluated. Most of the target compounds possess good inhibitory potency. In particular, compounds 21g with 2-oxa-6-azaspiro[3.4]octane substituent was found to possess higher EGFR inhibitory activities and similar antitumor potency comparing to the lead compound gefitinib with improved water solubility.

4-Quinazolinyloxy-diaryl ureas as novel BRAFV600E inhibitors

Aryl phenyl ureas with a 4-quinazolinoxy substituent at the meta-position of the phenyl ring are potent inhibitors of mutant and wild type BRAF kinase. Compound 7 (1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-yloxy) phenyl)urea hydrochloride) exhibits good pharmacokinetic properties in rat and mouse and is efficacious in a mouse tumor xenograft model following oral dosing.

Design, synthesis of novel quinazolone alkaloids derivatives as potential antitumor agents

Several novel quinazolone alkaloids derivatives were synthesized. Some of the target compounds were determined against human prostate cancer DU145 and pancreatic cancer Miacapa2 cells in vitro. The entire compounds had been identified by 1HNMR, 13CNMR, IR, MS and EA.