Production Method 1

154326-11-1

956268-33-0

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  30 min, rt → reflux

Reference

Preparation of antimicrobial chloroxoquinoline derivatives

, China, , ,

Production Method 2

723280-91-9

956268-33-0

Reaction Conditions

Reference

Synthesis of heterocyclic immunomodulator conjugates interacting with Toll-like receptors

, World Intellectual Property Organization, , ,

Production Method 3

723280-91-9

956268-33-0

956268-36-3

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  1 h, reflux

Reference

Preparation of bicyclic arylamines as apoptosis signal-regulating kinase 1 (ASK1) inhibitor

, World Intellectual Property Organization, , ,

Production Method 4

154326-11-1

956268-33-0

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  1 h, rt → reflux

Reference

Protozoan parasite growth inhibitors discovered by cross-screening yield potent scaffolds for lead discovery

Devine, William; Woodring, Jennifer L.; Swaminathan, Uma; Amata, Emanuele; Patel, Gautam; et al, Journal of Medicinal Chemistry, 2015, 58(14), 5522-5537

Production Method 5

154326-11-1

956268-33-0

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  30 min, rt → reflux

Reference

Preparation of chloroxoquinoline derivatives as antitumor agents

, China, , ,

Production Method 6

2095379-31-8

956268-33-0

Reaction Conditions

1.1 Reagents: Methyldicyclohexylamine ,  Trimethylsilyl triflate Solvents: Dichloromethane ;  2 h, 0 °C → rt

Reference

Co(III)-Catalyzed Enaminone-Directed C-H Amidation for Quinolone Synthesis

Shi, Pengfei; Wang, Lili; Chen, Kehao; Wang, Jie; Zhu, Jin, Organic Letters, 2017, 19(9), 2418-2421

Production Method 7

154326-11-1

956268-33-0

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  reflux

Reference

Design, synthesis and biological evaluation of new quinoline derivatives as potential antitumor agents

Su, Tong; Zhu, Jiongchang; Sun, Rongqin; Zhang, Huihui; Huang, Qiuhua ; et al, European Journal of Medicinal Chemistry, 2019, 178, 154-167

Production Method 8

208580-23-8

956268-33-0

Reaction Conditions

Reference

Preparation of bicyclic heteroaromatic compounds as inhibitors of type 1 methionyl-tRNA synthetase and methods of using them

, World Intellectual Property Organization, , ,

Production Method 9

723280-91-9

956268-33-0

956268-36-3

Reaction Conditions

1.1 Solvents: Diphenyl ether ;  1 h, reflux

Reference

Synthesis of novel halogenated 4(1H)-quinolones by thermolysis of arylaminomethylene-1,3-dioxane-4,6-diones

Rotzoll, Sven; Reinke, Helmut; Fischer, Christine; Langer, Peter, Synthesis, 2009, (1), 69-78

Production Method 10

723280-91-9

956268-33-0

956268-36-3

Reaction Conditions

1.1 900 s, 0.2 mm Hg, 300 °C

Reference

Gas-phase pyrolysis in organic synthesis: rapid green synthesis of 4-quinolinones

Al-Awadi, Nouria A.; Abdelhamid, Ismail Abdelshafy; Al-Etaibi, Alya M.; Elnagdi, Mohamed Hilmy, Synlett, 2007, (14), 2205-2208

7-Bromoquinolin-4(1H)-one Raw materials

• 7-Bromo-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester
• 7-Bromo-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• N-[5-Bromo-2-[(2E)-3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]propanamide
• 1,3-Dioxane-4,6-dione, 5-[[(3-bromophenyl)amino]methylene]-2,2-dimethyl-

7-Bromoquinolin-4(1H)-one Preparation Products

• 7-Bromoquinolin-4(1H)-one (956268-33-0)
• 4(1H)-Quinolinone, 5-bromo- (956268-36-3)

• 1. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
  Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551
• 2. An artificial photosynthesis system comprising a covalent triazine framework as an electron relay facilitator for photochemical carbon dioxide reduction?
  Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
• 3. An antioxidative galactomannan extracted from Chinese Sesbania cannabina enhances immune activation of macrophage cells?
  Chongyang Zhu,Xiaojia Bian,Xin Jia,Ning Tang,Yongqiang Cheng Food Funct., 2020,11, 10635-10644
• 4. An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance?
  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
• 5. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Hydroquinolones
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Quinolones and derivatives Hydroquinolones

7-Bromoquinolin-4(1H)-one (CAS No. 956268-33-0): A Versatile Building Block in Medicinal Chemistry and Organic Synthesis

7-Bromoquinolin-4(1H)-one (CAS No. 956268-33-0) is a brominated quinoline derivative that has gained significant attention in recent years due to its versatile applications in medicinal chemistry, pharmaceutical research, and organic synthesis. This heterocyclic compound serves as a crucial building block for the development of various biologically active molecules, particularly in the field of drug discovery and small molecule therapeutics.

The growing interest in 7-Bromoquinolin-4(1H)-one derivatives stems from their structural similarity to numerous pharmacologically important compounds. Researchers are particularly interested in how this scaffold can be modified to create potential anticancer agents, antimicrobial compounds, and central nervous system (CNS) drugs. Recent studies have shown that quinoline-based compounds like 7-Bromoquinolin-4(1H)-one exhibit promising interactions with various biological targets, making them valuable for structure-activity relationship (SAR) studies.

From a synthetic chemistry perspective, 7-Bromoquinolin-4(1H)-one offers multiple reactive sites for further functionalization. The bromine atom at the 7-position allows for various cross-coupling reactions, while the carbonyl group at the 4-position provides opportunities for nucleophilic addition or condensation reactions. These characteristics make it an excellent intermediate for constructing more complex molecular architectures, particularly in combinatorial chemistry and high-throughput screening applications.

The pharmaceutical industry has shown increasing demand for 7-Bromoquinolin-4(1H)-one CAS 956268-33-0 as evidenced by recent patent filings and research publications. Many drug discovery programs utilize this compound as a starting material for developing kinase inhibitors, particularly those targeting cancer-related pathways. The quinoline core structure is known to interact with ATP-binding sites of various kinases, making 7-Bromoquinolin-4(1H)-one derivatives valuable in personalized medicine approaches.

Recent advancements in green chemistry have also explored more sustainable methods for synthesizing 7-Bromoquinolin-4(1H)-one and its derivatives. Researchers are investigating catalyst-free reactions, microwave-assisted synthesis, and biocatalytic approaches to improve the environmental profile of quinoline-based compound production. These developments align with the growing emphasis on sustainable pharmaceutical manufacturing in the chemical industry.

The analytical characterization of 7-Bromoquinolin-4(1H)-one typically involves techniques such as HPLC purity analysis, mass spectrometry, and NMR spectroscopy. These methods ensure the compound meets the stringent quality standards required for pharmaceutical intermediates and research chemicals. Proper storage conditions, typically in a cool, dry environment protected from light, are essential to maintain the stability of this compound over time.

In the context of drug repurposing research, 7-Bromoquinolin-4(1H)-one has attracted attention as a potential scaffold for developing treatments against emerging diseases. The COVID-19 pandemic has spurred interest in quinoline-based compounds as potential antiviral agents, although specific research on this compound in viral applications remains preliminary. This highlights how existing chemical libraries containing 7-Bromoquinolin-4(1H)-one derivatives can be valuable resources for addressing new medical challenges.

The market for 7-Bromoquinolin-4(1H)-one CAS 956268-33-0 has seen steady growth, driven by increasing R&D investments in small molecule drug development. Custom synthesis services and contract research organizations frequently list this compound in their catalogs, catering to both academic and industrial researchers. Pricing and availability can vary depending on purity requirements and order quantities, with many suppliers offering both milligram-scale and kilogram-scale quantities to meet diverse research needs.

From a regulatory perspective, 7-Bromoquinolin-4(1H)-one is generally classified as a research chemical rather than a pharmaceutical ingredient, meaning its handling and use are subject to standard laboratory safety protocols rather than specific drug regulations. However, researchers should always consult current chemical safety data sheets and local regulations before working with this or any chemical compound.

Future research directions for 7-Bromoquinolin-4(1H)-one may include exploration of its photophysical properties for materials science applications, investigation of its potential in metal-organic frameworks (MOFs), or development of novel bioconjugation strategies for targeted drug delivery systems. The versatility of this quinoline derivative ensures it will remain an important tool in chemical research for years to come.

For researchers seeking 7-Bromoquinolin-4(1H)-one suppliers, it's important to verify certificates of analysis and consider factors such as batch-to-batch consistency, shipping conditions, and technical support availability. Many chemical manufacturers now provide detailed application notes and synthetic protocols to assist researchers in working with this valuable building block.

• 611-36-9(quinolin-4-ol)
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• 145369-94-4(6-Bromoquinolin-4-ol)
• 57798-00-2(8-Bromoquinolin-4(1H)-one)
• 23432-40-8(6-Methylquinolin-4-ol)
• 23096-83-5(8-Ethyl-4-hydroxyquinoline)
• 97545-52-3(6-methyl-1,4-dihydroquinolin-4-one)
• 723283-89-4(5-Bromoquinolin-4-ol)
• 23432-44-2(4-Hydroxy-8-methylquinoline)
• 529-37-3(Quinolin-4(1H)-one)