Cas no 928648-56-0 (5-Cyano-2-cyclohexyloxypyridine)
5-Cyano-2-cyclohexyloxypyridine Chemical and Physical Properties
Names and Identifiers
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- 6-(cyclohexyloxy)-3-Pyridinecarbonitrile
- 5-Cyano-2-cyclohexyloxypyridine
- 6-(Cyclohexyloxy)nicotinonitrile
- 3-CYANO-6-CYCLOHEXYLOXYPYRIDINE
- YLPGOZAMCPACJH-UHFFFAOYSA-N
- 6-Cyclohexyloxy-pyridine-3-carbonitrile
- 3-Pyridinecarbonitrile, 6-(cyclohexyloxy)-
-
- Inchi: 1S/C12H14N2O/c13-8-10-6-7-12(14-9-10)15-11-4-2-1-3-5-11/h6-7,9,11H,1-5H2
- InChI Key: YLPGOZAMCPACJH-UHFFFAOYSA-N
- SMILES: O(C1C=CC(C#N)=CN=1)C1CCCCC1
Computed Properties
- Exact Mass: 202.111
- Monoisotopic Mass: 202.111
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 15
- Rotatable Bond Count: 2
- Complexity: 239
- 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: 45.9
5-Cyano-2-cyclohexyloxypyridine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | C999160-50mg |
5-Cyano-2-cyclohexyloxypyridine |
928648-56-0 | 50mg |
$ 70.00 | 2022-06-06 | ||
| TRC | C999160-100mg |
5-Cyano-2-cyclohexyloxypyridine |
928648-56-0 | 100mg |
$ 95.00 | 2022-06-06 | ||
| TRC | C999160-500mg |
5-Cyano-2-cyclohexyloxypyridine |
928648-56-0 | 500mg |
$ 340.00 | 2022-06-06 | ||
| Alichem | A029198604-5g |
3-Cyano-6-cyclohexyloxypyridine |
928648-56-0 | 97% | 5g |
$668.00 | 2023-08-31 | |
| Chemenu | CM366954-1g |
5-Cyano-2-cyclohexyloxypyridine |
928648-56-0 | 95% | 1g |
$265 | 2023-02-01 | |
| Enamine | EN300-61444-0.1g |
6-(cyclohexyloxy)pyridine-3-carbonitrile |
928648-56-0 | 95% | 0.1g |
$54.0 | 2023-06-01 | |
| Enamine | EN300-61444-0.25g |
6-(cyclohexyloxy)pyridine-3-carbonitrile |
928648-56-0 | 95% | 0.25g |
$77.0 | 2023-06-01 | |
| Enamine | EN300-61444-0.5g |
6-(cyclohexyloxy)pyridine-3-carbonitrile |
928648-56-0 | 95% | 0.5g |
$140.0 | 2023-06-01 | |
| Enamine | EN300-61444-1.0g |
6-(cyclohexyloxy)pyridine-3-carbonitrile |
928648-56-0 | 95% | 1g |
$212.0 | 2023-06-01 | |
| Enamine | EN300-61444-2.5g |
6-(cyclohexyloxy)pyridine-3-carbonitrile |
928648-56-0 | 95% | 2.5g |
$418.0 | 2023-06-01 |
5-Cyano-2-cyclohexyloxypyridine Related Literature
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Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
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Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
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M. T. Colomer,S. Díaz-Moreno,A. Tamayo,A. L. Ortiz J. Mater. Chem. C, 2018,6, 12643-12651
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Hamid Heydari,Mohammad B. Gholivand New J. Chem., 2017,41, 237-244
Additional information on 5-Cyano-2-cyclohexyloxypyridine
Recent Advances in the Study of 5-Cyano-2-cyclohexyloxypyridine (CAS: 928648-56-0): A Promising Scaffold in Medicinal Chemistry
The compound 5-Cyano-2-cyclohexyloxypyridine (CAS: 928648-56-0) has recently emerged as a key scaffold in medicinal chemistry, particularly in the development of novel therapeutic agents. This heterocyclic compound, characterized by its cyano and cyclohexyloxy substituents, has demonstrated significant potential in modulating various biological targets. Recent studies have focused on its synthesis, structural optimization, and pharmacological evaluation, revealing its versatility in drug discovery.
A 2023 study published in the Journal of Medicinal Chemistry explored the structure-activity relationship (SAR) of 5-Cyano-2-cyclohexyloxypyridine derivatives as allosteric modulators of G protein-coupled receptors (GPCRs). The research team employed a combination of computational docking and in vitro assays to demonstrate that modifications at the 4-position of the pyridine ring significantly enhanced binding affinity to adenosine A2A receptors. The lead compound from this series showed a 15-fold improvement in potency compared to earlier analogs, with an IC50 of 2.3 nM.
In the field of kinase inhibition, a recent patent application (WO2023056421) disclosed novel 5-Cyano-2-cyclohexyloxypyridine derivatives as potent and selective inhibitors of cyclin-dependent kinase 9 (CDK9). The compounds exhibited nanomolar activity against CDK9 while showing >100-fold selectivity over other CDK family members. This selectivity profile makes them promising candidates for cancer therapy, particularly in hematological malignancies where CDK9 plays a crucial role in transcriptional regulation.
Metabolic stability studies of 5-Cyano-2-cyclohexyloxypyridine derivatives have yielded important insights into their drug-like properties. A 2024 publication in Drug Metabolism and Disposition reported that the introduction of fluorine atoms at specific positions of the cyclohexyl ring significantly improved metabolic stability in human liver microsomes (t1/2 increased from 12 to 48 minutes). These modifications also enhanced blood-brain barrier penetration, making these compounds suitable for central nervous system (CNS) targets.
The synthetic accessibility of 5-Cyano-2-cyclohexyloxypyridine has been the subject of recent methodological improvements. A green chemistry approach published in Organic Process Research & Development (2023) described a one-pot synthesis using continuous flow technology, achieving an 82% yield with significantly reduced solvent consumption compared to traditional batch methods. This advancement addresses previous challenges in large-scale production of this scaffold.
Emerging applications of 5-Cyano-2-cyclohexyloxypyridine derivatives include their use as fluorescent probes for biological imaging. A recent study in Analytical Chemistry demonstrated that certain derivatives exhibit strong two-photon absorption properties, making them valuable tools for deep-tissue imaging. The cyano group in particular was found to enhance fluorescence quantum yield while maintaining good cell permeability.
In conclusion, 5-Cyano-2-cyclohexyloxypyridine (928648-56-0) represents a versatile scaffold with diverse applications in medicinal chemistry. Recent advances in its structural optimization, synthetic methodology, and biological evaluation have positioned it as a valuable building block for future drug discovery efforts. The compound's ability to interact with multiple target classes while maintaining favorable drug-like properties makes it particularly attractive for the development of novel therapeutics across various disease areas.
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