Cas no 721924-06-7 (6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole)

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole is a structurally complex benzimidazole derivative characterized by its difluoromethoxy and dimethoxypyridinyl substituents. The sulfinyl linkage enhances its reactivity and potential as an intermediate in pharmaceutical synthesis. Its electron-rich aromatic system and functional group diversity make it suitable for applications in medicinal chemistry, particularly in the development of proton pump inhibitors or other bioactive molecules. The compound's stability under controlled conditions and precise substitution pattern offer advantages in regioselective modifications. Its high purity and well-defined structure ensure reproducibility in research and industrial processes, making it a valuable candidate for targeted drug discovery and optimization studies.
6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole structure
721924-06-7 structure
Product Name:6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole
CAS No:721924-06-7
MF:C17H17F2N3O4S
MW:397.396389722824
CID:1753002
PubChem ID:70298534
Update Time:2025-10-17

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole Chemical and Physical Properties

Names and Identifiers

    • 6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1-methylbenzimidazole
    • N3-Methyl pantoprazole
    • SureCN8191702
    • Pantoprazole related compound F
    • UNII-X2LW553878
    • Pantoprazole related compound F [USP]
    • Pantoprazole related compound F RS [USP]
    • Pantoprazole sodium sesquihydrate specified impurity F [EP]
    • 1H-Benzimidazole, 6-(difluoromethoxy)-2-(((3,4-dimethoxy-2-pyridinyl)methyl)sulfinyl)-1-methyl-
    • 6-(Difluoromethoxy)-2-((RS)-((3,4-dimethoxypyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzimidazole
    • X2LW553878
    • PANTOPRAZOLE IMPURITY F (EP)
    • SCHEMBL8191702
    • 721924-06-7
    • 6-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]-1-methyl-1H-benzimidazole
    • DB-186091
    • 6-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole
    • PANTOPRAZOLE SODIUM SESQUIHYDRATE IMPURITY F [EP IMPURITY]
    • Pantoprazole EP Impurity
    • Q27293439
    • FYIXLAGYOWZQJO-UHFFFAOYSA-N
    • CS-0166176
    • Pantoprazole EP Impurity F
    • 6-(difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)sulfinyl)-1-methyl-1H-benzo[d]imidazole? (Pantoprazole Impurity
    • 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole
    • Inchi: 1S/C17H17F2N3O4S/c1-22-13-8-10(26-16(18)19)4-5-11(13)21-17(22)27(23)9-12-15(25-3)14(24-2)6-7-20-12/h4-8,16H,9H2,1-3H3
    • InChI Key: FYIXLAGYOWZQJO-UHFFFAOYSA-N
    • SMILES: S(CC1C(=C(C=CN=1)OC)OC)(C1=NC2C=CC(=CC=2N1C)OC(F)F)=O

Computed Properties

  • Exact Mass: 397.09091
  • Monoisotopic Mass: 397.09078353g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 7
  • Complexity: 519
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 94.7?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Melting Point: NA
  • PSA: 75.47

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole Security Information

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole Pricemore >>

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6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole Spectrogram

13C NMR
13C NMR
1H NMR 300 MHz DMSO
1H NMR

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole Related Literature

Additional information on 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole

Introduction to 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole (CAS No. 721924-06-7)

6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole (CAS No. 721924-06-7) is a complex organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of benzimidazoles, which are widely studied for their diverse biological activities, including antifungal, antibacterial, and antiparasitic properties. The unique structural features of this compound, particularly the difluoromethoxy and methylsulfinyl groups, contribute to its potential therapeutic applications.

The difluoromethoxy group is known for its ability to enhance the lipophilicity and metabolic stability of molecules, making it a valuable functional group in drug design. The presence of this group in 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole suggests that it may have improved pharmacokinetic properties compared to similar compounds without this substitution. Additionally, the methylsulfinyl group can influence the compound's reactivity and biological activity, potentially enhancing its efficacy in various therapeutic contexts.

In recent years, significant progress has been made in understanding the biological activities of benzimidazoles. Research has shown that compounds with a similar structure to 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole exhibit potent antifungal and antibacterial properties. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported that a series of benzimidazoles with difluoromethoxy substitutions demonstrated strong inhibitory effects against Candida albicans and Staphylococcus aureus. These findings highlight the potential of this class of compounds as novel antimicrobial agents.

Beyond antimicrobial activity, 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole has also been investigated for its potential as an antiparasitic agent. A 2020 study in the European Journal of Medicinal Chemistry explored the efficacy of this compound against Trypanosoma brucei, the parasite responsible for African sleeping sickness. The results indicated that the compound exhibited selective toxicity towards T. brucei while showing minimal cytotoxicity towards mammalian cells. This selective activity is crucial for developing safe and effective antiparasitic drugs.

The structural complexity of 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole also makes it an interesting target for synthetic chemistry research. The synthesis of this compound involves multiple steps and requires careful control over reaction conditions to achieve high yields and purity. Recent advancements in synthetic methods have enabled more efficient and scalable production processes, which is essential for translating laboratory findings into practical applications.

In addition to its biological activities, the physicochemical properties of 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole have been extensively characterized. Studies have shown that it has good solubility in organic solvents and moderate solubility in water, which can be advantageous for formulation development. The compound's stability under various conditions has also been evaluated, providing valuable data for storage and handling recommendations.

The potential therapeutic applications of 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole are not limited to antimicrobial and antiparasitic uses. Recent research has explored its anti-inflammatory properties as well. A study published in Bioorganic & Medicinal Chemistry Letters in 2019 found that this compound inhibited the production of pro-inflammatory cytokines in macrophages, suggesting its potential as an anti-inflammatory agent for treating conditions such as rheumatoid arthritis and inflammatory bowel disease.

To further validate its therapeutic potential, clinical trials are necessary to assess the safety and efficacy of 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole. Preclinical studies have shown promising results, but more extensive testing is required to ensure that it meets regulatory standards for drug development. Ongoing research is focused on optimizing its pharmacological profile and identifying any potential side effects or drug interactions.

In conclusion, 6-(Difluoromethoxy)-2-(3,4-dimethoxy-2-pyridinyl)methylsulfinyl-1-methyl-1H-benzimidazole (CAS No. 721924-06-7) is a promising compound with a wide range of potential therapeutic applications. Its unique structural features contribute to its biological activities and make it an attractive target for further research and development. As more studies are conducted and clinical trials progress, this compound may prove to be a valuable addition to the arsenal of drugs used to treat various diseases.

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