Cas no 1261536-27-9 (3-Chloro-5-methylpyridin-4-OL)
3-Chloro-5-methylpyridin-4-OL Chemical and Physical Properties
Names and Identifiers
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- AB75744
- 3-CHLORO-5-METHYLPYRIDIN-4-OL
- 3-CHLORO-4-HYDROXY-5-METHYLPYRIDINE
- 3-Chloro-5-methylpyridin-4-OL
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- Inchi: 1S/C6H6ClNO/c1-4-2-8-3-5(7)6(4)9/h2-3H,1H3,(H,8,9)
- InChI Key: PVSBXXHWNSJWPB-UHFFFAOYSA-N
- SMILES: ClC1=CNC=C(C)C1=O
Computed Properties
- Exact Mass: 143.0137915g/mol
- Monoisotopic Mass: 143.0137915g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 9
- Rotatable Bond Count: 0
- Complexity: 205
- 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: 29.1
3-Chloro-5-methylpyridin-4-OL Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A024001451-250mg |
3-Chloro-4-hydroxy-5-methylpyridine |
1261536-27-9 | 97% | 250mg |
$741.20 | 2023-09-03 | |
| Alichem | A024001451-500mg |
3-Chloro-4-hydroxy-5-methylpyridine |
1261536-27-9 | 97% | 500mg |
$1078.00 | 2023-09-03 | |
| Alichem | A024001451-1g |
3-Chloro-4-hydroxy-5-methylpyridine |
1261536-27-9 | 97% | 1g |
$1629.60 | 2023-09-03 |
3-Chloro-5-methylpyridin-4-OL Related Literature
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Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
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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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Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
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Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
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Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
Additional information on 3-Chloro-5-methylpyridin-4-OL
Professional Introduction to 3-Chloro-5-methylpyridin-4-OL (CAS No. 1261536-27-9)
3-Chloro-5-methylpyridin-4-OL, with the chemical identifier CAS No. 1261536-27-9, is a significant compound in the field of pharmaceutical and chemical research. This heterocyclic aromatic compound features a pyridine core substituted with a chlorine atom at the 3-position and a methyl group at the 5-position, along with a hydroxyl group at the 4-position. Its unique structural properties make it a valuable intermediate in the synthesis of various biologically active molecules.
The compound's molecular structure imparts distinct reactivity, making it a versatile building block for medicinal chemists. The presence of both electron-withdrawing and electron-donating groups allows for diverse functionalization strategies, enabling the development of novel pharmacophores. In recent years, 3-Chloro-5-methylpyridin-4-OL has garnered attention for its potential applications in the synthesis of small-molecule drugs targeting various therapeutic areas.
One of the most compelling aspects of this compound is its role in the development of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways, and their dysregulation is associated with numerous diseases, including cancer. Researchers have leveraged the structural features of 3-Chloro-5-methylpyridin-4-OL to design inhibitors that selectively target specific kinases. For instance, studies have shown that derivatives of this compound exhibit inhibitory activity against tyrosine kinases, which are overexpressed in many cancer cell lines.
Moreover, the hydroxyl group in 3-Chloro-5-methylpyridin-4-OL provides a site for further chemical modification, allowing for the introduction of additional functional groups that can enhance binding affinity and selectivity. This flexibility has been exploited in the design of compounds with improved pharmacokinetic properties. For example, researchers have synthesized prodrugs based on this scaffold that release active metabolites in vivo, thereby improving bioavailability and reducing toxicity.
In addition to its applications in oncology, 3-Chloro-5-methylpyridin-4-OL has shown promise in other therapeutic areas. For instance, it has been used as a precursor in the synthesis of compounds with antimicrobial properties. The chlorine atom and hydroxyl group facilitate interactions with bacterial enzymes, leading to inhibition of bacterial growth. Recent studies have highlighted its potential in combating drug-resistant strains of bacteria, which pose a significant challenge to global health.
The compound's utility extends beyond pharmaceutical applications. It has been explored as a key intermediate in agrochemical research, particularly in the development of novel pesticides and herbicides. The structural motifs present in 3-Chloro-5-methylpyridin-4-OL allow for the design of molecules that interact with specific biological targets in plants, offering improved efficacy and environmental safety.
The synthesis of 3-Chloro-5-methylpyridin-4-OL typically involves multi-step organic reactions, starting from readily available pyridine derivatives. Advanced synthetic methodologies have been developed to improve yield and purity, ensuring that researchers have access to high-quality starting materials for their investigations. Techniques such as catalytic hydrogenation, nucleophilic substitution, and oxidation reactions are commonly employed in its preparation.
In conclusion, 3-Chloro-5-methylpyridin-4-OL (CAS No. 1261536-27-9) is a versatile and valuable compound with broad applications in pharmaceuticals, agrochemicals, and other areas of chemical research. Its unique structural features enable the synthesis of biologically active molecules with diverse therapeutic potential. As research continues to uncover new applications for this compound, its importance is likely to grow further, making it an indispensable tool for scientists worldwide.
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