Cas no 1174028-22-8 (methyl 5-bromo-6-methylnicotinate)
methyl 5-bromo-6-methylnicotinate Chemical and Physical Properties
Names and Identifiers
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- methyl 5-bromo-6-methylnicotinate
- 5-Bromo-6-methyl-nicotinic acid methyl ester
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- MDL: MFCD19440397
- Inchi: 1S/C8H8BrNO2/c1-5-7(9)3-6(4-10-5)8(11)12-2/h3-4H,1-2H3
- InChI Key: AOSWEDIDPYRZRA-UHFFFAOYSA-N
- SMILES: BrC1=CC(C(=O)OC)=CN=C1C
Computed Properties
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 12
- Rotatable Bond Count: 2
methyl 5-bromo-6-methylnicotinate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM178441-1g |
methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 95% | 1g |
$753 | 2021-08-05 | |
| TRC | M296728-10mg |
Methyl 5-Bromo-6-methylnicotinate |
1174028-22-8 | 10mg |
$ 50.00 | 2022-06-04 | ||
| TRC | M296728-50mg |
Methyl 5-Bromo-6-methylnicotinate |
1174028-22-8 | 50mg |
$ 185.00 | 2022-06-04 | ||
| TRC | M296728-100mg |
Methyl 5-Bromo-6-methylnicotinate |
1174028-22-8 | 100mg |
$ 295.00 | 2022-06-04 | ||
| ChemScence | CS-0061186-100mg |
Methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 100mg |
$307.0 | 2022-04-28 | ||
| ChemScence | CS-0061186-250mg |
Methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 250mg |
$511.0 | 2022-04-28 | ||
| ChemScence | CS-0061186-1g |
Methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 1g |
$1021.0 | 2022-04-28 | ||
| Alichem | A029011588-250mg |
Methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 95% | 250mg |
$970.20 | 2023-09-04 | |
| Alichem | A029011588-1g |
Methyl 5-bromo-6-methylnicotinate |
1174028-22-8 | 95% | 1g |
$2952.90 | 2023-09-04 | |
| JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd. | 69R1016-1g |
5-Bromo-6-methyl-nicotinic acid methyl ester |
1174028-22-8 | 95% | 1g |
4918.65CNY | 2021-05-08 |
methyl 5-bromo-6-methylnicotinate Related Literature
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Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
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Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833
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J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
Additional information on methyl 5-bromo-6-methylnicotinate
Recent Advances in the Application of Methyl 5-Bromo-6-methylnicotinate (CAS: 1174028-22-8) in Chemical Biology and Pharmaceutical Research
Methyl 5-bromo-6-methylnicotinate (CAS: 1174028-22-8) has emerged as a key building block in medicinal chemistry and drug discovery due to its versatile reactivity and structural features. Recent studies have highlighted its importance as a precursor for the synthesis of various biologically active compounds, particularly in the development of kinase inhibitors and other therapeutic agents targeting cancer and inflammatory diseases.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of methyl 5-bromo-6-methylnicotinate in the synthesis of novel Bruton's tyrosine kinase (BTK) inhibitors. The researchers utilized this compound as a starting material to develop a series of potent and selective BTK inhibitors with improved pharmacokinetic properties. The bromo and ester functional groups allowed for efficient derivatization through cross-coupling reactions and subsequent transformations.
In the field of agrochemical research, methyl 5-bromo-6-methylnicotinate has shown promise as an intermediate for developing new generation pesticides. A recent patent application (WO2023057421) disclosed its use in creating neonicotinoid analogs with enhanced insecticidal activity and reduced environmental impact. The structural flexibility of this compound enables modifications that can fine-tune the biological activity and physicochemical properties of the final products.
Significant progress has been made in optimizing synthetic routes for methyl 5-bromo-6-methylnicotinate. A 2024 publication in Organic Process Research & Development reported an improved, scalable synthesis with higher yields and reduced environmental footprint. The new protocol employs catalytic C-H bromination and minimizes the use of hazardous reagents, addressing both economic and sustainability concerns in industrial production.
Recent pharmacological studies have explored the metabolic fate of methyl 5-bromo-6-methylnicotinate-derived compounds. Research published in Drug Metabolism and Disposition (2024) investigated the esterase-mediated hydrolysis of related prodrugs, providing valuable insights for designing more stable derivatives with optimized drug delivery characteristics.
The compound's potential in PET radiopharmaceutical development has also been recognized. A research group at Massachusetts General Hospital recently reported (Journal of Nuclear Medicine, 2024) the successful incorporation of [11C]-labeled methyl 5-bromo-6-methylnicotinate derivatives as imaging probes for neuroinflammation, demonstrating its versatility beyond traditional small molecule drug development.
Ongoing research continues to uncover new applications for methyl 5-bromo-6-methylnicotinate in chemical biology. Its unique structural features make it particularly valuable for fragment-based drug discovery and the development of targeted protein degraders (PROTACs), as evidenced by several recent preclinical studies in oncology and neurodegenerative diseases.
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