Cas no 442134-72-7 (6-Amino-2,3-difluorobenzoic acid)
6-Amino-2,3-difluorobenzoic acid Chemical and Physical Properties
Names and Identifiers
-
- 6-Amino-2,3-difluorobenzoic acid
- 5,6-Difluoro Anthranilic Acid
- 2,3-Difluoro-6-aminobenzoic acid
- 2-Amino-5,6-difluorobenzoic acid
- Benzoic acid,6-amino-2,3-difluoro-
- 2,3-BIS(TRIFLUOROMETHYL)NITROBENZENE
- Benzoic acid,6-amino-2,3-difluoro
- 6-Amino-2,3-difluoro-benzoic acid
- 442134-72-7
- BB 0261396
- CS-0268683
- AKOS006284053
- SCHEMBL2203971
- AM82997
- FT-0666806
- CKPWBLHHQXCINB-UHFFFAOYSA-N
- DTXSID30599078
- TS-02366
- AB30448
- 5,6-DIFLUOROANTHRANILIC ACID
- Benzoic acid, 6-amino-2,3-difluoro-
- A856634
- AC-5450
- MFCD06808540
- 2,3-difluoro-6-aminobenzoic acid, AldrichCPR
- EN300-154598
- 2-amino-5,6-difluoro benzoic acid
- 6-Amino-2,3-difluorobenzoicacid
- W-202769
- 2,3-Difluoro-6-aminobenzoic acid;
-
- MDL: MFCD06808540
- Inchi: 1S/C7H5F2NO2/c8-3-1-2-4(10)5(6(3)9)7(11)12/h1-2H,10H2,(H,11,12)
- InChI Key: CKPWBLHHQXCINB-UHFFFAOYSA-N
- SMILES: FC1=C(C=CC(=C1C(=O)O)N)F
Computed Properties
- Exact Mass: 173.02900
- Monoisotopic Mass: 173.029
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 12
- Rotatable Bond Count: 1
- Complexity: 188
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 63.3A^2
- XLogP3: 1.5
Experimental Properties
- Density: 1.536
- Boiling Point: 318 oC
- Flash Point: 146 oC
- Refractive Index: 1.578
- PSA: 63.32000
- LogP: 1.82640
6-Amino-2,3-difluorobenzoic acid Pricemore >>
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6-Amino-2,3-difluorobenzoic acid Related Literature
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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Hongxia Li,Aikifa Raza,Qiaoyu Ge,Jin-You Lu,TieJun Zhang Soft Matter, 2020,16, 6841-6849
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Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
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Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735
Additional information on 6-Amino-2,3-difluorobenzoic acid
6-Amino-2,3-difluorobenzoic acid: A Versatile Compound in Pharmaceutical Research
6-Amino-2,3-difluorobenzoic acid (CAS No. 442134-72-7) represents a significant advancement in the field of medicinal chemistry. This compound, characterized by its unique combination of amino, difluoro, and carboxylic acid functional groups, has garnered attention for its potential applications in drug development and biochemical research. The 6-Amino-2,3-difluorobenzoic acid structure provides a versatile scaffold for the design of novel therapeutics, particularly in the context of inflammation, neurodegenerative diseases, and metabolic disorders.
Recent studies have highlighted the importance of 6-Amino-2,3-difluorobenzoic acid in modulating biological pathways. For instance, a 2023 publication in Journal of Medicinal Chemistry demonstrated its role as a key intermediate in the synthesis of selective COX-2 inhibitors. The introduction of fluorine atoms at the 2- and 3-positions of the benzene ring enhances the compound's metabolic stability and bioavailability, making it a promising candidate for further development. These findings underscore the significance of 6-Amino-2,3-difluorobenzoic acid in the context of drug discovery.
The chemical structure of 6-Amino-2,3-difluorobenzoic acid is defined by its aromatic ring system with two fluorine substituents and an amino group. The presence of the amino group at the 6-position allows for potential interactions with various biological targets, including enzymes and receptors. The difluoro substitution at positions 2 and 3 introduces unique electronic properties that influence the compound's reactivity and selectivity. This structural complexity contributes to the compound's potential applications in pharmaceutical research.
Research published in 2024 in Chemical Communications explored the synthesis of 6-Amino-2,3-difluorobenzoic acid through a novel catalytic approach. This method not only improves the efficiency of the synthesis process but also reduces the environmental impact associated with traditional chemical methods. The study emphasized the importance of green chemistry principles in the development of pharmaceutical intermediates, aligning with current industry trends toward sustainable practices.
The pharmacological properties of 6-Amino-2,3-difluorobenzoic acid are currently under investigation. Preliminary studies suggest that this compound may exhibit anti-inflammatory effects by modulating the activity of pro-inflammatory cytokines. A 2023 study in Pharmacological Reports demonstrated its potential to inhibit the NF-κB pathway, a key mediator of inflammation. These findings highlight the compound's potential as a therapeutic agent in inflammatory diseases.
Recent advancements in computational chemistry have facilitated the prediction of 6-Amino-2,3-difluorobenzoic acid's behavior in biological systems. Machine learning models have been employed to analyze the compound's interaction with various proteins, including enzymes involved in metabolic processes. These models provide insights into the compound's potential therapeutic applications and help guide the design of more effective derivatives.
The application of 6-Amino-2,3-difluorobenzoic acid in drug development is expanding. A 2024 study in Drug Discovery Today explored its use as a building block for the synthesis of novel antitumor agents. The compound's ability to form stable derivatives with various functional groups has made it a valuable tool in the development of targeted therapies. These applications underscore the compound's versatility in pharmaceutical research.
Environmental considerations are also a key aspect of 6-Amino-2,3-difluorobenzoic acid's development. Research published in 2023 in Green Chemistry evaluated the compound's biodegradability and environmental impact. The study found that 6-Amino-2,3-difluorobenzoic acid exhibits favorable biodegradation properties, which is crucial for minimizing its ecological footprint. This finding supports its use in sustainable pharmaceutical practices.
The synthesis of 6-Amino-2,3-difluorobenzoic acid has been optimized through various methods, including electrochemical and microwave-assisted techniques. A 2024 study in Organic & Biomolecular Chemistry reported the development of a highly efficient synthesis route that reduces reaction times and energy consumption. These advancements not only improve the scalability of the synthesis process but also align with the industry's push for more sustainable manufacturing practices.
The role of 6-Amino-2,3-difluorobenzoic acid in the development of novel therapeutics is continually expanding. A 2023 review in Current Medicinal Chemistry highlighted its potential applications in the treatment of neurodegenerative diseases. The compound's ability to modulate signaling pathways associated with neuronal health makes it a promising candidate for further research in this area.
Collaborative efforts between academia and industry are driving the development of 6-Amino-2,3-difluorobenzoic acid as a key pharmaceutical intermediate. A 2024 partnership between a leading pharmaceutical company and a research institution focused on optimizing the compound's properties for drug development. This collaboration exemplifies the growing importance of interdisciplinary research in advancing pharmaceutical innovation.
Future research on 6-Amino-2,3-difluorobenzoic acid is expected to focus on its potential applications in personalized medicine. A 2023 study in Pharmaceutical Research explored the compound's ability to interact with specific genetic markers, suggesting its potential for targeted therapies. These findings pave the way for more precise and effective treatment strategies in the future.
As the field of medicinal chemistry continues to evolve, 6-Amino-2,3-difluorobenzoic acid is emerging as a versatile compound with significant potential in pharmaceutical research. Its unique structural features and functional groups make it a valuable tool for the development of novel therapeutics. Ongoing studies are expected to further elucidate its biological activities and expand its applications in the treatment of various diseases.
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