Cas no 1185306-54-0 (4-Chloro-2-amino-6-(methyl-d3)-pyrimidine)
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine Chemical and Physical Properties
Names and Identifiers
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- 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine
- F92482
- AKOS015944441
- 1185306-54-0
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- Inchi: 1S/C5H6ClN3/c1-3-2-4(6)9-5(7)8-3/h2H,1H3,(H2,7,8,9)/i1D3
- InChI Key: NPTGVVKPLWFPPX-FIBGUPNXSA-N
- SMILES: C([2H])([2H])([2H])C1=NC(N)=NC(Cl)=C1
Computed Properties
- Exact Mass: 146.0438551g/mol
- Monoisotopic Mass: 146.0438551g/mol
- Isotope Atom Count: 3
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 9
- Rotatable Bond Count: 0
- Complexity: 98.2
- 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: 51.8?2
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | C890101-5mg |
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine |
1185306-54-0 | 95% | 5mg |
¥1,980.00 | 2022-09-02 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | C890101-25mg |
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine |
1185306-54-0 | 95% | 25mg |
¥6,380.00 | 2022-09-02 |
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine Related Literature
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Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei Yang RSC Adv., 2017,7, 46297-46305
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Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
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Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
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Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
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Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
Additional information on 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine
Introduction to 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine (CAS No: 1185306-54-0)
4-Chloro-2-amino-6-(methyl-d3)-pyrimidine, identified by its Chemical Abstracts Service (CAS) number 1185306-54-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the pyrimidine class, a heterocyclic aromatic organic compound that serves as a fundamental structural motif in many bioactive molecules. The presence of a chlorine substituent at the 4-position and a methyl-d3 group at the 6-position introduces unique chemical properties, making it a valuable intermediate in synthetic chemistry and drug development.
The methyl-d3 label indicates that the methyl group at the 6-position of the pyrimidine ring is labeled with deuterium (d), specifically deuterium-3. This isotopic labeling is commonly employed in pharmaceutical research to study metabolic pathways, improve compound stability, and enhance analytical detection methods. The use of deuterated analogs helps in understanding the pharmacokinetics and pharmacodynamics of drug candidates without altering their core biological activity.
4-Chloro-2-amino-pyrimidine derivatives are well-documented for their role in synthesizing various therapeutic agents, including antiviral, anticancer, and antimicrobial drugs. The chlorine atom at the 4-position provides a reactive site for further functionalization via nucleophilic substitution reactions, enabling the construction of more complex molecular architectures. This versatility makes 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine a crucial building block in medicinal chemistry.
In recent years, significant advancements have been made in utilizing pyrimidine-based compounds for targeted therapies. For instance, studies have demonstrated the efficacy of pyrimidine derivatives in inhibiting kinases and other enzymes involved in cancer progression. The incorporation of isotopic labeling, such as the methyl-d3 group, has further refined these therapeutic strategies by allowing researchers to track drug metabolism and distribution with high precision.
The synthesis of 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine typically involves multi-step organic reactions starting from commercially available precursors. Key steps often include chlorination, amination, and isotopic exchange reactions. The precise control of reaction conditions is essential to achieve high yields and purity levels required for pharmaceutical applications. Advanced techniques such as flow chemistry and catalytic hydrogenation have been explored to optimize these synthetic routes.
One of the most compelling applications of this compound is in the development of radiolabeled probes for positron emission tomography (PET) imaging. Pyrimidine derivatives are frequently used as scaffolds for attaching radiotracers due to their stability and compatibility with biological systems. The methyl-d3 label not only enhances chemical stability but also improves imaging contrast by reducing background noise from endogenous metabolites.
Recent research has highlighted the potential of 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine in addressing emerging infectious diseases. Pyrimidine-based drugs have shown promise in combating drug-resistant pathogens by targeting essential metabolic pathways unique to these organisms. The ability to incorporate isotopic labels allows for real-time monitoring of drug interactions within infected cells, providing critical insights into treatment efficacy.
The agrochemical sector has also benefited from pyrimidine derivatives, particularly in developing novel herbicides and fungicides. These compounds often exhibit high selectivity towards specific plant pathogens while minimizing environmental impact. The structural features of 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine, including its chlorine and amino substituents, contribute to its efficacy as an intermediate in synthesizing such agrochemicals.
From a regulatory perspective, compounds like 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine must undergo rigorous testing to ensure safety and efficacy before entering clinical trials or commercial use. This includes toxicity studies, pharmacokinetic profiling, and interaction studies with other therapeutic agents. The isotopic labeling does not exempt these compounds from regulatory scrutiny but rather emphasizes the need for comprehensive characterization.
The future prospects of 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine are promising, with ongoing research exploring new synthetic methodologies and applications. Innovations in computational chemistry and artificial intelligence are accelerating the discovery of novel pyrimidine-based drugs by predicting molecular properties and optimizing reaction conditions. These advancements are expected to bring forth next-generation therapeutics with improved therapeutic indices.
In conclusion, 4-Chloro-2-amino-6-(methyl-d3)-pyrimidine (CAS No: 1185306-54-0) represents a significant advancement in pharmaceutical chemistry due to its versatile structural framework and isotopic labeling features. Its role as an intermediate in drug synthesis, coupled with its applications in imaging and disease treatment, underscores its importance in modern medicine. As research continues to uncover new possibilities, this compound is poised to remain at the forefront of medicinal chemistry innovation.
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