Cas no 1989671-82-0 (ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate)
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate Chemical and Physical Properties
Names and Identifiers
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- ethyl 4-chloro-5-iodopyrimidine-2-carboxylate
- 2-Pyrimidinecarboxylic acid, 4-chloro-5-iodo-, ethyl ester
- ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate
- MFCD30342913
- F88449
- PS-18748
- ethyl4-chloro-5-iodopyrimidine-2-carboxylate
- EN300-306430
- 1989671-82-0
- C7H6ClIN2O2
-
- MDL: MFCD30342913
- Inchi: 1S/C7H6ClIN2O2/c1-2-13-7(12)6-10-3-4(9)5(8)11-6/h3H,2H2,1H3
- InChI Key: QUAPDPAOEQXMRF-UHFFFAOYSA-N
- SMILES: C1(C(OCC)=O)=NC=C(I)C(Cl)=N1
Computed Properties
- Exact Mass: 311.91625g/mol
- Monoisotopic Mass: 311.91625g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 13
- Rotatable Bond Count: 3
- Complexity: 193
- 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: 2.4
- Topological Polar Surface Area: 52.1?2
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM478461-250mg |
ethyl 4-chloro-5-iodopyrimidine-2-carboxylate |
1989671-82-0 | 95%+ | 250mg |
$480 | 2023-03-24 | |
| Chemenu | CM478461-1g |
ethyl 4-chloro-5-iodopyrimidine-2-carboxylate |
1989671-82-0 | 95%+ | 1g |
$1200 | 2023-03-24 | |
| eNovation Chemicals LLC | Y1097915-100mg |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate |
1989671-82-0 | 97% | 100mg |
$310 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1097915-250MG |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate |
1989671-82-0 | 97% | 250mg |
$495 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1097915-500MG |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate |
1989671-82-0 | 97% | 500mg |
$825 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1097915-1G |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate |
1989671-82-0 | 97% | 1g |
$1240 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1097915-5G |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate |
1989671-82-0 | 97% | 5g |
$3725 | 2024-07-21 | |
| Chemenu | CM478461-100mg |
ethyl 4-chloro-5-iodopyrimidine-2-carboxylate |
1989671-82-0 | 95%+ | 100mg |
$300 | 2023-03-24 | |
| Chemenu | CM478461-500mg |
ethyl 4-chloro-5-iodopyrimidine-2-carboxylate |
1989671-82-0 | 95%+ | 500mg |
$800 | 2023-03-24 | |
| Chemenu | CM478461-5g |
ethyl 4-chloro-5-iodopyrimidine-2-carboxylate |
1989671-82-0 | 95%+ | 5g |
$3600 | 2023-03-24 |
ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate Related Literature
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Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
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Xin Fu,Qing-rong Liang,Rong-guang Luo,Yan-shu Li,Xiao-ping Xiao,Lu-lu Yu,Wen-zhe Shan,Guang-qin Fan J. Mater. Chem. B, 2019,7, 3088-3099
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Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
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P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279
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Huabin Zhang,Shaowu Du CrystEngComm, 2014,16, 4059-4068
Additional information on ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate
Introduction to Ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate (CAS No. 1989671-82-0)
Ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate (CAS No. 1989671-82-0) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its pyrimidine core structure, serves as a crucial intermediate in the synthesis of various biologically active molecules. The presence of both chloro and iodo substituents on the pyrimidine ring enhances its reactivity, making it a valuable building block for the development of novel therapeutic agents.
The 4-chloro-5-iodo-pyrimidine-2-carboxylate moiety is particularly intriguing due to its potential applications in drug discovery. Pyrimidine derivatives are well-known for their role in pharmaceuticals, with many drugs targeting nucleic acid synthesis and metabolism. The ethyl ester group at the 2-position of the pyrimidine ring provides a versatile handle for further functionalization, allowing chemists to tailor the compound for specific biological targets.
In recent years, there has been a surge in research focused on developing small-molecule inhibitors for various diseases, including cancer and infectious disorders. The CAS No. 1989671-82-0 compound has emerged as a key intermediate in the synthesis of kinase inhibitors, which are pivotal in cancer therapy. Kinases are enzymes that play a critical role in cell signaling pathways, and their overactivity is often associated with tumor growth and progression. By designing molecules that selectively inhibit these kinases, researchers aim to develop more effective and less toxic cancer treatments.
One of the most promising applications of ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate is in the development of antiviral drugs. The pyrimidine scaffold is closely related to the natural nucleobases found in DNA and RNA, making it an ideal candidate for interfering with viral replication. Recent studies have demonstrated that modified pyrimidine derivatives can disrupt viral polymerase enzymes, thereby inhibiting viral replication. The chloro and iodo substituents on the pyrimidine ring enhance the binding affinity of these compounds to their target enzymes, improving their efficacy.
The synthetic utility of ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate extends beyond its biological applications. The compound's reactivity allows for diverse chemical transformations, including cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. These reactions are widely used in medicinal chemistry to construct complex molecular architectures from simpler precursors. The ability to introduce aryl or vinyl groups at specific positions on the pyrimidine ring opens up numerous possibilities for designing novel drug candidates.
In addition to its role in drug development, ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate has found applications in materials science. Pyrimidine-based compounds are known for their electronic properties, making them suitable for use in organic semiconductors and light-emitting diodes (LEDs). The halogen substituents on the pyrimidine ring can be used to fine-tune the electronic characteristics of these materials, leading to improved performance in optoelectronic devices.
The industrial production of ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate involves multi-step synthetic routes that require careful optimization to ensure high yield and purity. Advanced catalytic methods and green chemistry principles are increasingly being employed to make these processes more efficient and environmentally friendly. For instance, transition metal-catalyzed reactions have been shown to improve reaction rates and selectivity while reducing waste generation.
As research in pharmaceutical chemistry continues to evolve, ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate is expected to play an even greater role in drug discovery and development. The compound's unique structural features and reactivity make it a valuable tool for synthetic chemists, enabling the creation of novel therapeutic agents with improved efficacy and reduced side effects. Furthermore, its potential applications in materials science highlight the broad utility of this versatile intermediate.
In conclusion, ethyl 4-chloro-5-iodo-pyrimidine-2-carboxylate (CAS No. 1989671-82-0) is a multifaceted compound with significant implications in both pharmaceuticals and materials science. Its role as a key intermediate in drug development underscores its importance in modern medicinal chemistry. As research progresses, this compound is likely to continue contributing to advancements in therapeutic agents and innovative materials.
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