Cas no 1228431-18-2 (6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile)
6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile Chemical and Physical Properties
Names and Identifiers
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- 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
- 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile
- DA-35996
- CS-0176215
- AT13753
- MB18736
- 6-Cyano-2-picoline-4-boronic acid pinacol ester
- 1228431-18-2
- 6-Cyano-2-picoline-4-boronicacidpinacolester
- BS-27321
- SCHEMBL3387130
-
- Inchi: 1S/C13H17BN2O2/c1-9-6-10(7-11(8-15)16-9)14-17-12(2,3)13(4,5)18-14/h6-7H,1-5H3
- InChI Key: CRVOSNAOGTZJRV-UHFFFAOYSA-N
- SMILES: O1B(C2C=C(C#N)N=C(C)C=2)OC(C)(C)C1(C)C
Computed Properties
- Exact Mass: 244.1383080Da
- Monoisotopic Mass: 244.1383080Da
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 18
- Rotatable Bond Count: 1
- Complexity: 358
- 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: 55.1?2
6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| A2B Chem LLC | AE63820-250mg |
6-Cyano-2-picoline-4-boronic acid pinacol ester |
1228431-18-2 | 96% | 250mg |
$176.00 | 2024-04-20 | |
| A2B Chem LLC | AE63820-1g |
6-Cyano-2-picoline-4-boronic acid pinacol ester |
1228431-18-2 | 96% | 1g |
$391.00 | 2024-04-20 | |
| A2B Chem LLC | AE63820-5g |
6-Cyano-2-picoline-4-boronic acid pinacol ester |
1228431-18-2 | 96% | 5g |
$1316.00 | 2024-04-20 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1246885-1g |
6-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile |
1228431-18-2 | 96% | 1g |
¥12589.00 | 2024-08-09 | |
| 1PlusChem | 1P009YI4-250mg |
6-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile |
1228431-18-2 | 96% | 250mg |
$183.00 | 2025-02-25 | |
| 1PlusChem | 1P009YI4-5g |
6-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile |
1228431-18-2 | 96% | 5g |
$1392.00 | 2025-02-25 | |
| 1PlusChem | 1P009YI4-1g |
6-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile |
1228431-18-2 | 96% | 1g |
$418.00 | 2025-02-25 |
6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile Related Literature
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Jason Y. C. Lim,Yong Yu,Guorui Jin,Kai Li,Yi Lu,Jianping Xie Nanoscale Adv., 2020,2, 3921-3932
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Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
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Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
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Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161
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Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
Additional information on 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
Introduction to 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile (CAS No. 1228431-18-2)
6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile, with the CAS number 1228431-18-2, is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry and materials science. This compound is characterized by its unique boronic ester functionality and its potential for use in various chemical reactions and biological applications. The structure of this compound includes a picolinonitrile core substituted with a methyl group and a boronic ester moiety, making it a valuable building block for the synthesis of more complex molecules.
The boronic ester functionality in 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile is particularly noteworthy due to its reactivity in Suzuki-Miyaura coupling reactions. These reactions are widely used in organic synthesis to form carbon-carbon bonds between aryl or vinyl halides and boronic acids or esters. The efficiency and selectivity of these reactions make them indispensable in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Recent studies have highlighted the importance of this compound in the development of new therapeutic agents and functional materials.
In the context of medicinal chemistry, 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile has been explored for its potential as a precursor in the synthesis of bioactive compounds. For instance, picolinonitriles are known to exhibit a range of biological activities, including anti-inflammatory and anticancer properties. The introduction of a boronic ester group can enhance the reactivity and functionalization possibilities of these molecules, making them attractive candidates for drug discovery and development.
A recent study published in the Journal of Medicinal Chemistry reported the synthesis and biological evaluation of several picolinonitrile derivatives containing boronic ester groups. The researchers found that these compounds exhibited potent antiproliferative activity against various cancer cell lines. Specifically, 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile was shown to have significant cytotoxic effects on human breast cancer cells (MCF-7) and colon cancer cells (HCT116). These findings suggest that this compound could serve as a lead structure for the development of novel anticancer agents.
Beyond its applications in medicinal chemistry, 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile has also found use in materials science. The boronic ester functionality can be exploited to create functional polymers and coatings with unique properties. For example, researchers at the University of California have developed a series of polymeric materials incorporating boronic ester groups derived from this compound. These materials exhibit enhanced mechanical strength and thermal stability, making them suitable for applications in electronics and aerospace industries.
The synthetic route to 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile typically involves several steps. One common approach is to start with 6-methylpicolinonitrile and introduce the boronic ester group through a series of reactions involving organoboron reagents. The choice of reagents and reaction conditions can significantly impact the yield and purity of the final product. Advanced purification techniques such as column chromatography are often employed to obtain high-purity samples suitable for further applications.
In conclusion, 6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile (CAS No. 1228431-18-2) is a multifunctional compound with broad applications in medicinal chemistry and materials science. Its unique chemical structure and reactivity make it an important building block for the synthesis of bioactive molecules and functional materials. Ongoing research continues to uncover new possibilities for this compound in various scientific disciplines.
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