Cas no 160906-98-9 (6-chloro-5-nitro-pyridine-3-carbonitrile)
6-chloro-5-nitro-pyridine-3-carbonitrile Chemical and Physical Properties
Names and Identifiers
-
- 6-Chloro-5-nitronicotinonitrile
- 6-CHLORO-5-NITROPYRIDINE-3-CARBONITRILE
- 6-chloro-5-nitro-pyridine-3-carbonitrile
- 6-chloro-5-nitro-3-pyridinecarbonitrile
- 2-chloro-5-cyano-3-nitropyridine
- CS-0050398
- MFCD18905778
- 3-Pyridinecarbonitrile, 6-chloro-5-nitro-
- AKOS024061743
- Z1222424337
- 160906-98-9
- MOSUYPAVZUSBNE-UHFFFAOYSA-N
- EN300-139033
- SB18583
- P12499
- AS-51366
- SY123989
- SCHEMBL4915599
- KGA90698
- 848-106-3
-
- MDL: MFCD18905778
- Inchi: 1S/C6H2ClN3O2/c7-6-5(10(11)12)1-4(2-8)3-9-6/h1,3H
- InChI Key: MOSUYPAVZUSBNE-UHFFFAOYSA-N
- SMILES: ClC1C(=CC(C#N)=CN=1)[N+](=O)[O-]
Computed Properties
- Exact Mass: 182.9835540g/mol
- Monoisotopic Mass: 182.9835540g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 12
- Rotatable Bond Count: 1
- Complexity: 231
- 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
- XLogP3: 1.4
- Topological Polar Surface Area: 82.5?2
6-chloro-5-nitro-pyridine-3-carbonitrile Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029157880-1g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95% | 1g |
303.90 USD | 2021-06-01 | |
| Alichem | A029157880-5g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95% | 5g |
912.60 USD | 2021-06-01 | |
| Chemenu | CM294194-1g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95% | 1g |
$379 | 2021-08-18 | |
| Chemenu | CM294194-5g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95% | 5g |
$1137 | 2021-08-18 | |
| TRC | C611550-50mg |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 50mg |
$ 70.00 | 2022-06-06 | ||
| TRC | C611550-100mg |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 100mg |
$ 95.00 | 2022-06-06 | ||
| TRC | C611550-500mg |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 500mg |
$ 365.00 | 2022-06-06 | ||
| Chemenu | CM294194-1g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95%+ | 1g |
$379 | 2022-06-12 | |
| Chemenu | CM294194-5g |
6-Chloro-5-nitronicotinonitrile |
160906-98-9 | 95%+ | 5g |
$1137 | 2022-06-12 | |
| abcr | AB485435-1 g |
6-Chloro-5-nitropyridine-3-carbonitrile; . |
160906-98-9 | 1g |
€400.00 | 2023-04-20 |
6-chloro-5-nitro-pyridine-3-carbonitrile Related Literature
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Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
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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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Partha Laskar,Christine Dufès Nanoscale Adv., 2021,3, 6007-6026
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Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738
Additional information on 6-chloro-5-nitro-pyridine-3-carbonitrile
Professional Introduction to 6-chloro-5-nitro-pyridine-3-carbonitrile (CAS No. 160906-98-9)
6-chloro-5-nitro-pyridine-3-carbonitrile, with the chemical formula C?H?ClN?O?, is a highly versatile heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound serves as a crucial intermediate in the synthesis of various biologically active molecules, making it a subject of extensive study and application. Its unique structural features, including the presence of both chloro and nitro substituents on a pyridine ring, coupled with a cyano group at the third position, contribute to its reactivity and utility in organic synthesis.
The CAS No. 160906-98-9 uniquely identifies this compound in scientific literature and databases, facilitating its precise classification and retrieval for research purposes. The structural arrangement of this molecule imparts distinct chemical properties that make it valuable in the development of novel therapeutic agents. Specifically, the electron-withdrawing nature of the nitro and cyano groups enhances its participation in nucleophilic substitution reactions, while the chloro group can be further functionalized through various chemical transformations.
In recent years, 6-chloro-5-nitro-pyridine-3-carbonitrile has been extensively explored in medicinal chemistry for its potential as a precursor in drug discovery. Its scaffold is frequently employed in the design of small-molecule inhibitors targeting various biological pathways. For instance, studies have demonstrated its utility in synthesizing compounds with antimicrobial and anti-inflammatory properties. The nitro group, in particular, can be reduced to an amine, allowing for further derivatization into more complex structures with enhanced pharmacological activity.
One of the most compelling aspects of 6-chloro-5-nitro-pyridine-3-carbonitrile is its role in the development of kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways, and their dysregulation is often associated with diseases such as cancer. Researchers have leveraged the reactivity of this compound to create analogs that selectively inhibit specific kinases by competing with ATP binding or modulating downstream signaling cascades. The chloro and cyano groups provide handles for further chemical modifications, enabling fine-tuning of binding affinity and selectivity.
Moreover, the agrochemical industry has recognized the potential of 6-chloro-5-nitro-pyridine-3-carbonitrile as a building block for novel pesticides and herbicides. Its structural motifs are found in several commercially available agrochemicals that exhibit potent activity against pests while maintaining environmental safety profiles. The ability to introduce diverse functional groups into this scaffold allows chemists to design molecules with tailored properties, such as improved solubility or stability under field conditions.
The synthesis of 6-chloro-5-nitro-pyridine-3-carbonitrile typically involves multi-step organic reactions starting from readily available pyridine derivatives. Common synthetic routes include chlorination followed by nitration and cyanation at specific positions on the pyridine ring. Advances in catalytic methods have enabled more efficient and scalable production processes, reducing costs and improving yields. These developments have made it more feasible for research laboratories to incorporate this compound into their synthetic pipelines without significant logistical challenges.
In terms of biological activity, preliminary studies have highlighted the potential of derivatives of 6-chloro-5-nitro-pyridine-3-carbonitrile as scaffolds for antiviral agents. The electron-rich nature of the nitro group facilitates interactions with viral enzymes or receptors, making it a promising site for structure-based drug design. Additionally, its ability to cross cell membranes due to its cationic character after certain derivatizations enhances its suitability for intracellular targets.
The integration of computational methods into drug discovery has further enhanced the utility of 6-chloro-5-nitro-pyridine-3-carbonitrile as an intermediate. Molecular modeling techniques allow researchers to predict how modifications to this scaffold will affect biological activity before conducting experimental synthesis. This approach not only accelerates the drug discovery process but also reduces the environmental impact by minimizing unnecessary trial-and-error experimentation.
Looking ahead, future research on 6-chloro-5-nitro-pyridine-3-carbonitrile is likely to focus on expanding its applications in green chemistry and sustainable drug development. Innovations such as biocatalytic transformations or flow chemistry may provide more environmentally benign routes to its synthesis. Additionally, exploring its potential as a precursor for photopharmacological agents—a class of drugs that respond to light—could open new therapeutic avenues.
In conclusion,6-chloro-5-nitro-pyridine-3-carbonitrile (CAS No. 160906-98-9) is a multifaceted compound with significant implications across pharmaceuticals and agrochemicals. Its unique structural features make it an invaluable intermediate for synthesizing biologically active molecules targeting various diseases. As research continues to evolve, this compound will undoubtedly remain at the forefront of medicinal chemistry innovation.
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