Cas no 521980-82-5 (Dimethyl 5-bromopyridine-2,3-dicarboxylate)
Dimethyl 5-bromopyridine-2,3-dicarboxylate Chemical and Physical Properties
Names and Identifiers
-
- Dimethyl 5-bromopyridine-2,3-dicarboxylate
- SCHEMBL3699766
- SY123760
- JYRYOIMMYLBBNZ-UHFFFAOYSA-N
- F30602
- 2,3-DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE
- AKOS016009641
- J-520365
- 521980-82-5
- A850915
- dimethyl 5-bromopyridine-2,3-dicarboxylate;5-Bromopyridine-2,3-dicarboxylic Acid
- DTXSID80698424
- DA-05219
- CS-W000545
- MFCD09953248
- 5-bromopyridine-2,3-dicarboxylic acid dimethyl ester
- A845875
- AS-48378
-
- MDL: MFCD09953248
- Inchi: 1S/C9H8BrNO4/c1-14-8(12)6-3-5(10)4-11-7(6)9(13)15-2/h3-4H,1-2H3
- InChI Key: JYRYOIMMYLBBNZ-UHFFFAOYSA-N
- SMILES: BrC1=CN=C(C(=O)OC)C(C(=O)OC)=C1
Computed Properties
- Exact Mass: 272.96364
- Monoisotopic Mass: 272.96367g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 15
- Rotatable Bond Count: 4
- Complexity: 259
- 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: 1.6
- Topological Polar Surface Area: 65.5?2
Experimental Properties
- PSA: 65.49
Dimethyl 5-bromopyridine-2,3-dicarboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | D914128-1g |
Dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 1g |
1,260.00 | 2021-05-17 | |
| CHENG DOU FEI BO YI YAO Technology Co., Ltd. | FC11806-10g |
dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 97% | 10g |
$750 | 2023-09-07 | |
| Chemenu | CM174055-5g |
dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 5g |
$524 | 2021-08-05 | |
| Chemenu | CM174055-10g |
dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 10g |
$795 | 2021-08-05 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X49995-1g |
Dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 1g |
¥760.0 | 2023-09-05 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X49995-5g |
Dimethyl 5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 5g |
¥2609.0 | 2023-09-05 | |
| TRC | D462993-10mg |
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate |
521980-82-5 | 10mg |
$ 50.00 | 2022-06-05 | ||
| TRC | D462993-50mg |
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate |
521980-82-5 | 50mg |
$ 95.00 | 2022-06-05 | ||
| TRC | D462993-100mg |
Dimethyl 5-Bromopyridine-2,3-Dicarboxylate |
521980-82-5 | 100mg |
$ 135.00 | 2022-06-05 | ||
| Alichem | A029168718-5g |
Dimethyl5-bromopyridine-2,3-dicarboxylate |
521980-82-5 | 95% | 5g |
$443.65 | 2023-09-01 |
Dimethyl 5-bromopyridine-2,3-dicarboxylate Related Literature
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Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
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Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735
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Joo Chuan Yeo,Kenry Lab Chip, 2016,16, 4082-4090
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Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
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Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
Additional information on Dimethyl 5-bromopyridine-2,3-dicarboxylate
Dimethyl 5-bromopyridine-2,3-dicarboxylate (CAS No. 521980-82-5): A Key Intermediate in Modern Pharmaceutical Synthesis
Dimethyl 5-bromopyridine-2,3-dicarboxylate, identified by its CAS number 521980-82-5, is a versatile and highly valuable intermediate in the realm of pharmaceutical synthesis. This compound, featuring a brominated pyridine core with two esterified carboxyl groups, has garnered significant attention due to its utility in the development of novel therapeutic agents. The unique structural attributes of Dimethyl 5-bromopyridine-2,3-dicarboxylate make it an indispensable building block for chemists and pharmacologists working on complex molecular architectures.
The compound's molecular structure consists of a pyridine ring substituted with a bromine atom at the 5-position and ester groups at the 2 and 3 positions. This configuration provides multiple reactive sites, enabling diverse chemical transformations that are crucial for drug discovery and development. The presence of the bromine atom, in particular, makes it a suitable candidate for cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are widely employed in constructing biaryl systems found in many active pharmaceutical ingredients (APIs).
In recent years, there has been a surge in research focusing on heterocyclic compounds due to their prevalence in biologically active molecules. Pyridine derivatives, including Dimethyl 5-bromopyridine-2,3-dicarboxylate, have been extensively studied for their potential pharmacological properties. For instance, studies have demonstrated the efficacy of pyridine-based scaffolds in targeting various diseases, including cancer, infectious diseases, and neurological disorders. The ester functionalities in this compound allow for further derivatization, enabling the synthesis of analogs with tailored biological activities.
The pharmaceutical industry has increasingly relied on advanced synthetic methodologies to streamline the production of complex molecules. Dimethyl 5-bromopyridine-2,3-dicarboxylate plays a pivotal role in these processes by serving as a precursor for more intricate structures. Researchers have leveraged its reactivity to develop novel inhibitors and activators of enzymes and receptors. For example, recent studies have highlighted its use in synthesizing small-molecule modulators of protein-protein interactions, which are critical for understanding disease mechanisms and developing targeted therapies.
One notable application of Dimethyl 5-bromopyridine-2,3-dicarboxylate is in the field of antiviral drug development. The pyridine core is a common motif in antiviral agents due to its ability to interact with viral enzymes and proteins. By modifying the substituents on the pyridine ring, chemists can fine-tune the pharmacokinetic and pharmacodynamic properties of potential drug candidates. The ester groups provide additional flexibility for chemical manipulation, allowing for the introduction of various functional moieties that enhance binding affinity and reduce toxicity.
The synthesis of Dimethyl 5-bromopyridine-2,3-dicarboxylate typically involves multi-step organic reactions that require precise control over reaction conditions. Advanced catalytic systems have been developed to improve yields and selectivity, making the process more efficient and sustainable. For instance, palladium-catalyzed cross-coupling reactions have been optimized for the introduction of bromine atoms into pyridine derivatives, ensuring high purity and minimizing byproduct formation.
The growing demand for high-quality intermediates like Dimethyl 5-bromopyridine-2,3-dicarboxylate has led to advancements in manufacturing technologies. Continuous flow chemistry has emerged as a powerful tool for producing complex molecules with greater efficiency and scalability. This approach allows for better control over reaction parameters, reducing waste and improving reproducibility. As a result, pharmaceutical companies are increasingly adopting flow chemistry techniques to synthesize key intermediates such as this one.
In conclusion, Dimethyl 5-bromopyridine-2,3-dicarboxylate (CAS No. 521980-82-5) is a cornerstone intermediate in modern pharmaceutical synthesis. Its unique structural features enable a wide range of chemical transformations that are essential for developing novel therapeutic agents. The ongoing research into pyridine derivatives underscores their significance in addressing global health challenges. As synthetic methodologies continue to evolve, compounds like this will remain at the forefront of drug discovery efforts.
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