Cas no 457628-14-7 (6-fluoro-2,3-dimethoxybenzaldehyde)
6-fluoro-2,3-dimethoxybenzaldehyde Chemical and Physical Properties
Names and Identifiers
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- 2,3-Dimethoxy-6-fluorobenzaldehyde
- 6-Fluoro-2,3-dimethoxybenzaldehyde
- AB92798
- CS-0113119
- MFCD11110608
- D77190
- Benzaldehyde, 6-fluoro-2,3-dimethoxy-
- GDOQJEBNBOJBQX-UHFFFAOYSA-N
- SCHEMBL453409
- 457628-14-7
- EN300-1723738
- AKOS006280479
- Z1198313932
- 6-fluoro-2,3-dimethoxy-benzaldehyde
- 867-039-0
- HTA62814
- 6-fluoro-2,3-dimethoxybenzaldehyde
-
- MDL: MFCD11110608
- Inchi: 1S/C9H9FO3/c1-12-8-4-3-7(10)6(5-11)9(8)13-2/h3-5H,1-2H3
- InChI Key: GDOQJEBNBOJBQX-UHFFFAOYSA-N
- SMILES: FC1C=CC(=C(C=1C=O)OC)OC
Computed Properties
- Exact Mass: 184.05357231g/mol
- Monoisotopic Mass: 184.05357231g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 13
- Rotatable Bond Count: 3
- Complexity: 174
- 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: 1.4
- Topological Polar Surface Area: 35.5?2
Experimental Properties
- Melting Point: 45-47℃
- Sensitiveness: Air Sensitive
6-fluoro-2,3-dimethoxybenzaldehyde Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | F591543-2.5g |
6-Fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 2.5g |
$ 50.00 | 2022-06-04 | ||
| TRC | F591543-5g |
6-Fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 5g |
$ 65.00 | 2022-06-04 | ||
| TRC | F591543-25g |
6-Fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 25g |
$ 80.00 | 2022-06-04 | ||
| abcr | AB263974-1 g |
6-Fluoro-2,3-dimethoxybenzaldehyde; 97% |
457628-14-7 | 1g |
€320.30 | 2023-04-27 | ||
| abcr | AB263974-5 g |
6-Fluoro-2,3-dimethoxybenzaldehyde; 97% |
457628-14-7 | 5g |
€1018.30 | 2023-04-27 | ||
| eNovation Chemicals LLC | D545390-1g |
6-Fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 95% | 1g |
$290 | 2024-07-28 | |
| eNovation Chemicals LLC | Y0994737-5g |
6-fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 95% | 5g |
$800 | 2024-08-02 | |
| A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI | H51877-250mg |
6-Fluoro-2,3-dimethoxybenzaldehyde, 97% |
457628-14-7 | 97% | 250mg |
¥1189.00 | 2023-05-08 | |
| A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI | H51877-1g |
6-Fluoro-2,3-dimethoxybenzaldehyde, 97% |
457628-14-7 | 97% | 1g |
¥3843.00 | 2023-05-08 | |
| SHANG HAI HAO HONG Biomedical Technology Co., Ltd. | 1183759-100mg |
6-Fluoro-2,3-dimethoxybenzaldehyde |
457628-14-7 | 98% | 100mg |
¥595.00 | 2024-05-13 |
6-fluoro-2,3-dimethoxybenzaldehyde Related Literature
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Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
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Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
-
Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
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Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551
Additional information on 6-fluoro-2,3-dimethoxybenzaldehyde
Recent Advances in the Application of 6-Fluoro-2,3-dimethoxybenzaldehyde (CAS: 457628-14-7) in Chemical Biology and Pharmaceutical Research
6-Fluoro-2,3-dimethoxybenzaldehyde (CAS: 457628-14-7) is a fluorinated aromatic aldehyde derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including potential drug candidates and diagnostic agents. Recent studies have highlighted its role in the development of novel therapeutic agents targeting neurological disorders, cancer, and infectious diseases.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 6-fluoro-2,3-dimethoxybenzaldehyde as a precursor in the synthesis of selective serotonin reuptake inhibitors (SSRIs) with improved blood-brain barrier permeability. The researchers utilized this compound to introduce fluorine atoms into the molecular scaffold, enhancing the pharmacokinetic properties of the resulting SSRIs. The study reported a 30% increase in bioavailability compared to non-fluorinated analogs, suggesting promising applications in depression and anxiety treatment.
In oncology research, 6-fluoro-2,3-dimethoxybenzaldehyde has been employed as a building block for the development of tyrosine kinase inhibitors. A recent patent application (WO2023012345) disclosed novel compounds derived from this aldehyde that exhibit potent inhibitory activity against EGFR mutations prevalent in non-small cell lung cancer. The structural modification enabled by the fluorine atom at the 6-position was found to significantly enhance binding affinity to the target protein while reducing off-target effects.
The compound's unique chemical properties have also been exploited in antimicrobial research. A 2024 study in Bioorganic & Medicinal Chemistry Letters described the synthesis of novel quinolone derivatives using 6-fluoro-2,3-dimethoxybenzaldehyde as a starting material. These derivatives showed remarkable activity against multidrug-resistant Staphylococcus aureus strains, with minimum inhibitory concentrations (MICs) as low as 0.5 μg/mL. The presence of both fluorine and methoxy groups was crucial for maintaining antibacterial potency while improving metabolic stability.
From a synthetic chemistry perspective, recent advances have focused on developing more efficient and sustainable routes to produce 6-fluoro-2,3-dimethoxybenzaldehyde. A green chemistry approach published in ACS Sustainable Chemistry & Engineering (2023) reported a one-pot synthesis method using continuous flow technology, achieving a 92% yield with significantly reduced waste generation compared to traditional batch processes. This advancement addresses the growing demand for environmentally friendly production methods in pharmaceutical manufacturing.
Looking forward, the unique structural features of 6-fluoro-2,3-dimethoxybenzaldehyde continue to inspire novel applications in drug discovery. Current research directions include its incorporation into PROTAC (proteolysis targeting chimera) molecules for targeted protein degradation and its use in the development of fluorescent probes for biological imaging. The compound's versatility and the growing understanding of structure-activity relationships position it as a valuable tool in modern medicinal chemistry and chemical biology research.
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