Cas no 1206249-10-6 (4-Amino-6-chloropicolinonitrile)
4-Amino-6-chloropicolinonitrile Chemical and Physical Properties
Names and Identifiers
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- 1206249-10-6
- SCHEMBL16992916
- 4-Amino-6-chloropicolinonitrile
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- Inchi: 1S/C6H4ClN3/c7-6-2-4(9)1-5(3-8)10-6/h1-2H,(H2,9,10)
- InChI Key: CFTASKUDKQCRKF-UHFFFAOYSA-N
- SMILES: ClC1=CC(=CC(C#N)=N1)N
Computed Properties
- Exact Mass: 153.0093748Da
- Monoisotopic Mass: 153.0093748Da
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 10
- Rotatable Bond Count: 0
- Complexity: 162
- 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: 1.2
- Topological Polar Surface Area: 62.7?2
4-Amino-6-chloropicolinonitrile Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029016146-250mg |
4-Amino-6-chloropicolinonitrile |
1206249-10-6 | 95% | 250mg |
$1029.00 | 2023-09-04 | |
| Alichem | A029016146-1g |
4-Amino-6-chloropicolinonitrile |
1206249-10-6 | 95% | 1g |
$2866.05 | 2023-09-04 |
4-Amino-6-chloropicolinonitrile Related Literature
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J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
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Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
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Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
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Denis V. Korchagin,Elena A. Yureva,Alexander V. Akimov,Eugenii Ya. Misochko,Gennady V. Shilov,Artem D. Talantsev,Roman B. Morgunov,Alexander A. Shakin,Sergey M. Aldoshin,Boris S. Tsukerblat Dalton Trans., 2017,46, 7540-7548
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Tengfei Yu,Yuehan Wu,Wei Li,Bin Li RSC Adv., 2014,4, 34134-34143
Additional information on 4-Amino-6-chloropicolinonitrile
Professional Introduction to 4-Amino-6-chloropicolinonitrile (CAS No: 1206249-10-6)
4-Amino-6-chloropicolinonitrile, with the chemical identifier CAS No 1206249-10-6, is a significant intermediate in the realm of pharmaceutical and agrochemical synthesis. This compound, characterized by its unique structural framework, has garnered considerable attention due to its versatile reactivity and potential applications in the development of novel bioactive molecules.
The molecular structure of 4-Amino-6-chloropicolinonitrile consists of a pyridine core substituted with an amino group at the 4-position and a chloro substituent at the 6-position, further functionalized by a nitrile group. This configuration imparts distinct chemical properties that make it a valuable building block for synthetic chemists. The presence of both amino and nitrile functionalities allows for diverse chemical transformations, including nucleophilic substitution, condensation reactions, and metal-catalyzed coupling processes.
In recent years, 4-Amino-6-chloropicolinonitrile has been extensively studied for its role in the synthesis of pharmacologically active compounds. Its applications span across multiple therapeutic areas, with particular interest in oncology and anti-inflammatory drug development. The compound’s ability to serve as a precursor for heterocyclic scaffolds has been leveraged in designing molecules with enhanced binding affinity and improved pharmacokinetic profiles.
One of the most compelling aspects of 4-Amino-6-chloropicolinonitrile is its utility in constructing complex molecular architectures. Researchers have utilized this intermediate to develop novel inhibitors targeting enzymes involved in cancer progression. For instance, studies have demonstrated its incorporation into kinase inhibitors, which exhibit promising activity against various cancer cell lines. The chloro substituent at the 6-position further enhances its synthetic utility, enabling selective modifications that can fine-tune biological activity.
The agrochemical sector has also recognized the potential of 4-Amino-6-chloropicolinonitrile as a key intermediate in the development of advanced pesticides and herbicides. Its structural features facilitate the creation of compounds that exhibit potent activity against resistant weed species while maintaining environmental safety. Recent advancements in green chemistry have prompted investigations into sustainable synthetic routes for this compound, emphasizing minimal waste generation and energy efficiency.
From a computational chemistry perspective, 4-Amino-6-chloropicolinonitrile has been subjected to extensive molecular modeling studies to elucidate its interactions with biological targets. These studies have provided insights into how structural modifications can optimize binding affinity and selectivity. The amino and nitrile groups, in particular, have been scrutinized for their role in hydrogen bonding and electrostatic interactions with protein receptors.
The industrial production of 4-Amino-6-chloropicolinonitrile has evolved significantly over the past decade, driven by demand from both pharmaceutical and agrochemical industries. Modern synthetic methodologies emphasize scalability, cost-effectiveness, and adherence to regulatory standards. Advances in catalytic processes have enabled more efficient transformations, reducing reliance on hazardous reagents and improving overall yield.
Future research directions for 4-Amino-6-chloropicolinonitrile are likely to focus on expanding its applications in drug discovery and sustainable agriculture. Innovations such as flow chemistry and biocatalysis may further enhance its synthetic utility, paving the way for greener and more efficient production methods. Additionally, exploring its role in medicinal chemistry will continue to yield novel therapeutic agents with improved efficacy and reduced side effects.
In conclusion, 4-Amino-6-chloropicolinonitrile (CAS No: 1206249-10-6) represents a cornerstone intermediate in modern chemical synthesis. Its unique structural features and versatile reactivity make it indispensable in pharmaceuticals and agrochemicals alike. As research progresses, this compound is poised to play an even greater role in developing innovative solutions for global health and agricultural challenges.
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