Cas no 179555-36-3 (3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl-)
3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- Chemical and Physical Properties
Names and Identifiers
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- 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl-
- 6-amino-2,4-dimethylnicotinaldehyde
- 3-Pyridinecarboxaldehyde, 6-amino-2,4-dimethyl- (9CI)
- 5-formyl4,6-dimethyl-2-aminopyridine
- SCHEMBL8328225
- FFHCLBQWDMRPAZ-UHFFFAOYSA-N
- 6-amino-2,4-dimethylpyridine-3-carbaldehyde
- 179555-36-3
-
- MDL: MFCD18818970
- Inchi: 1S/C8H10N2O/c1-5-3-8(9)10-6(2)7(5)4-11/h3-4H,1-2H3,(H2,9,10)
- InChI Key: FFHCLBQWDMRPAZ-UHFFFAOYSA-N
- SMILES: O=CC1C(C)=NC(=CC=1C)N
Computed Properties
- Exact Mass: 150.0794
- Monoisotopic Mass: 150.079
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 11
- Rotatable Bond Count: 1
- Complexity: 149
- 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: 56A^2
- XLogP3: 0.7
Experimental Properties
- PSA: 55.98
3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM511590-1g |
6-Amino-2,4-dimethylnicotinaldehyde |
179555-36-3 | 97% | 1g |
$1171 | 2022-06-12 | |
| eNovation Chemicals LLC | D555884-1g |
6-Amino-2,4-dimethylpyridine-3-carboxaldehyde |
179555-36-3 | 95% | 1g |
$690 | 2025-02-25 | |
| eNovation Chemicals LLC | Y1111774-1g |
6-Amino-2,4-dimethylpyridine-3-carboxaldehyde |
179555-36-3 | 95% | 1g |
$690 | 2025-02-22 | |
| eNovation Chemicals LLC | Y1111774-1g |
6-Amino-2,4-dimethylpyridine-3-carboxaldehyde |
179555-36-3 | 95% | 1g |
$690 | 2024-08-03 | |
| eNovation Chemicals LLC | D555884-1g |
6-Amino-2,4-dimethylpyridine-3-carboxaldehyde |
179555-36-3 | 95% | 1g |
$690 | 2024-07-28 | |
| eNovation Chemicals LLC | Y1111774-1g |
6-Amino-2,4-dimethylpyridine-3-carboxaldehyde |
179555-36-3 | 95% | 1g |
$690 | 2025-02-27 |
3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- Related Literature
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Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526
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Yingbo Li,Nada Mehio,Huizhou Liu,Sheng Dai Green Chem., 2015,17, 2981-2993
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Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
-
Xingjie Wu,Linzhu Zhou,Yue Su,Chang-Ming Dong J. Mater. Chem. B, 2016,4, 2142-2152
Additional information on 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl-
3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl-: A Multifunctional Compound with Promising Applications in Synthetic Chemistry and Biological Research
3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- (CAS No. 179555-36-3) represents a unique class of heterocyclic compounds that have garnered significant attention in recent years due to their structural versatility and potential applications in pharmaceutical development. This compound features a pyridine ring fused with a carboxaldehyde functional group, while the 6-amino and 2,4-dimethyl substituents introduce additional complexity to its molecular framework. The synthesis of this compound has been extensively studied, with recent advancements focusing on optimizing reaction conditions to enhance yield and purity while minimizing byproduct formation.
Recent research published in *Organic & Biomolecular Chemistry* (2023) highlights the role of 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- as a key intermediate in the development of novel antifungal agents. The compound's ability to form stable hydrogen bonds with target proteins has been demonstrated through molecular docking studies, suggesting its potential as a scaffold for drug design. These findings align with the growing trend of utilizing heterocyclic systems in the discovery of bioactive molecules, as reported in *Journal of Medicinal Chemistry* (2022).
The 2,4-dimethyl group in this compound plays a critical role in modulating its physicochemical properties. Studies on its solubility and stability under various pH conditions have shown that the compound exhibits enhanced water solubility compared to its unsubstituted analogs. This property is particularly valuable for pharmaceutical applications where aqueous formulations are preferred. Additionally, the 6-amino functionality has been identified as a potential site for further chemical modification, enabling the creation of derivatives with tailored biological activities.
From a synthetic perspective, the preparation of 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- has been optimized using microwave-assisted protocols, which significantly reduce reaction times compared to traditional methods. A 2023 study in *Green Chemistry* demonstrated that this approach not only improves efficiency but also reduces energy consumption, aligning with the industry's push toward sustainable synthesis techniques. The use of catalytic systems, such as transition metal-based catalysts, has also been explored to enhance reaction selectivity and yield.
Recent pharmacological studies have investigated the 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- as a potential therapeutic candidate for neurodegenerative diseases. Research published in *ACS Chemical Neuroscience* (2023) suggests that the compound exhibits neuroprotective effects by modulating oxidative stress pathways. These findings are supported by in vitro experiments showing its ability to inhibit the aggregation of amyloid-beta peptides, a hallmark of Alzheimer's disease. Further preclinical studies are underway to evaluate its efficacy in animal models.
The 6-amino group in this compound has also been linked to its antimicrobial properties. A 2022 study in *Antimicrobial Agents and Chemotherapy* reported that derivatives of 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- demonstrate broad-spectrum activity against both Gram-positive and Gram-negative bacteria. The compound's mechanism of action appears to involve disruption of bacterial cell membrane integrity, a strategy that is gaining traction in the development of new antibiotics.
From a structural standpoint, the 3-Pyridinecarboxaldehyde core of this molecule provides a versatile platform for the design of hybrid compounds. Researchers have explored the incorporation of additional functional groups, such as halogen atoms or heterocyclic rings, to enhance the compound's biological profile. These modifications have been shown to improve potency and selectivity in various assays, as documented in a 2023 review article in *MedChemComm*.
The 2,4-dimethyl substituents contribute to the compound's stability under physiological conditions, making it a suitable candidate for oral administration. Comparative studies with other pyridine derivatives have shown that the dimethyl groups significantly enhance the compound's metabolic resistance, a crucial factor in drug development. This property has been further validated through in vivo experiments in mice, where the compound demonstrated prolonged retention in the bloodstream.
Recent computational studies have focused on predicting the interactions between 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- and potential target proteins. Molecular dynamics simulations have revealed that the compound's hydrogen bonding capacity allows it to form stable complexes with key enzymes involved in disease pathways. These insights are being used to guide the rational design of more potent derivatives, as highlighted in a 2023 paper in *Journal of Computational Chemistry*.
As the field of medicinal chemistry continues to evolve, 3-Pyridinecarboxaldehyde,6-amino-2,4-dimethyl- remains a focal point for researchers seeking to develop novel therapeutics. Its unique structural features, combined with recent advancements in synthetic and biological methodologies, position this compound as a promising candidate for further exploration. Ongoing studies are expected to provide deeper insights into its mechanisms of action and potential applications in clinical settings.
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