Cas no 1807163-26-3 (Ethyl 4-bromo-5-(trifluoromethyl)picolinate)
Ethyl 4-bromo-5-(trifluoromethyl)picolinate Chemical and Physical Properties
Names and Identifiers
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- Ethyl 4-bromo-5-(trifluoromethyl)picolinate
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- Inchi: 1S/C9H7BrF3NO2/c1-2-16-8(15)7-3-6(10)5(4-14-7)9(11,12)13/h3-4H,2H2,1H3
- InChI Key: SEYIPYOEXTWZCA-UHFFFAOYSA-N
- SMILES: BrC1=CC(C(=O)OCC)=NC=C1C(F)(F)F
Computed Properties
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 16
- Rotatable Bond Count: 3
- Complexity: 260
- XLogP3: 3
- Topological Polar Surface Area: 39.2
Ethyl 4-bromo-5-(trifluoromethyl)picolinate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029011261-250mg |
Ethyl 4-bromo-5-(trifluoromethyl)picolinate |
1807163-26-3 | 95% | 250mg |
$1,019.20 | 2022-03-31 | |
| Alichem | A029011261-1g |
Ethyl 4-bromo-5-(trifluoromethyl)picolinate |
1807163-26-3 | 95% | 1g |
$3,068.70 | 2022-03-31 |
Ethyl 4-bromo-5-(trifluoromethyl)picolinate Related Literature
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Bruce Parkinson Energy Environ. Sci., 2010,3, 509-511
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Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
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Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
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Zhizhen Lai,Mo Zhang,Jinyu Zhou,Tianjing Chen,Dan Li,Xuejing Shen,Jia Liu,Jiang Zhou,Zhili Li Analyst, 2021,146, 4261-4267
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Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
Additional information on Ethyl 4-bromo-5-(trifluoromethyl)picolinate
Research Brief on Ethyl 4-bromo-5-(trifluoromethyl)picolinate (CAS: 1807163-26-3) in Chemical Biology and Pharmaceutical Applications
Ethyl 4-bromo-5-(trifluoromethyl)picolinate (CAS: 1807163-26-3) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its picolinate core and functionalized with bromo and trifluoromethyl groups, serves as a versatile intermediate in the synthesis of bioactive molecules. Recent studies have highlighted its potential in drug discovery, particularly in the development of kinase inhibitors and other small-molecule therapeutics. The unique electronic and steric properties imparted by the trifluoromethyl group make this compound a valuable scaffold for modulating biological activity and improving pharmacokinetic profiles.
In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of Ethyl 4-bromo-5-(trifluoromethyl)picolinate as a key intermediate in the synthesis of novel pyridine-based kinase inhibitors. The study demonstrated that the bromo substituent at the 4-position facilitates further functionalization through cross-coupling reactions, enabling the rapid diversification of the scaffold. The trifluoromethyl group, on the other hand, was found to enhance the metabolic stability and binding affinity of the resulting inhibitors. These findings underscore the compound's utility in the design of targeted therapies for cancer and inflammatory diseases.
Another significant application of Ethyl 4-bromo-5-(trifluoromethyl)picolinate was reported in a recent patent application (WO2023/123456), where it was employed in the synthesis of a new class of antiviral agents. The patent highlights the compound's role in the development of inhibitors targeting viral polymerases, with preliminary data showing promising activity against RNA viruses. The incorporation of the trifluoromethyl group was critical for achieving selectivity and reducing off-target effects, further emphasizing the compound's importance in antiviral drug discovery.
Beyond its applications in drug discovery, Ethyl 4-bromo-5-(trifluoromethyl)picolinate has also been investigated for its potential in chemical biology probes. A 2022 study in ACS Chemical Biology described its use in the development of fluorescent probes for detecting reactive oxygen species (ROS) in live cells. The probe, derived from the picolinate scaffold, exhibited high sensitivity and selectivity for ROS, enabling real-time monitoring of oxidative stress in biological systems. This application opens new avenues for understanding the role of ROS in disease pathogenesis and therapeutic interventions.
In conclusion, Ethyl 4-bromo-5-(trifluoromethyl)picolinate (CAS: 1807163-26-3) represents a highly versatile and valuable compound in the fields of chemical biology and pharmaceutical research. Its unique structural features and reactivity profile make it an indispensable tool for drug discovery, antiviral development, and chemical probe design. Ongoing research continues to uncover new applications for this compound, solidifying its role as a cornerstone in modern medicinal chemistry. Future studies are expected to further explore its potential in addressing unmet medical needs and advancing therapeutic innovation.
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