Cas no 1804060-03-4 (4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole)

4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole is a fluorinated benzimidazole derivative with a hydroxyl group at the 4-position and a trifluoromethoxy substituent at the 7-position. This structural configuration imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of the trifluoromethoxy group enhances lipophilicity and metabolic stability, while the hydroxyl group offers a reactive site for further functionalization. Its benzimidazole core is known for biological activity, suggesting potential applications in medicinal chemistry. The compound is typically characterized by high purity and stability under standard storage conditions, ensuring reliability in research and industrial processes.
4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole structure
1804060-03-4 structure
Product Name:4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole
CAS No:1804060-03-4
MF:C8H5F3N2O2
MW:218.132712125778
CID:4825162
Update Time:2025-06-29

4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole Chemical and Physical Properties

Names and Identifiers

    • 4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole
    • Inchi: 1S/C8H5F3N2O2/c9-8(10,11)15-5-2-1-4(14)6-7(5)13-3-12-6/h1-3,14H,(H,12,13)
    • InChI Key: KQNCKJFYEYZBNT-UHFFFAOYSA-N
    • SMILES: FC(OC1=CC=C(C2=C1NC=N2)O)(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 236
  • XLogP3: 2.3
  • Topological Polar Surface Area: 58.1

4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A061004125-250mg
4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole
1804060-03-4 98%
250mg
$5,177.65 2022-04-02
Alichem
A061004125-500mg
4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole
1804060-03-4 98%
500mg
$8,168.83 2022-04-02
Alichem
A061004125-1g
4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole
1804060-03-4 98%
1g
$14,180.42 2022-04-02

Additional information on 4-Hydroxy-7-trifluoromethoxy-1H-benzimidazole

4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole: A Comprehensive Overview

The compound 4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole, identified by the CAS number 1804060-03-4, is a significant molecule in the field of organic chemistry, particularly within the realm of heterocyclic compounds. This compound belongs to the benzimidazole family, which has garnered considerable attention due to its diverse applications in drug discovery, material science, and chemical synthesis. The structure of this compound features a benzene ring fused with an imidazole ring, with substituents at positions 4 and 7 that confer unique chemical and biological properties.

The benzimidazole core of this compound is a well-known scaffold in medicinal chemistry, often utilized for its ability to form hydrogen bonds and interact with biological targets such as enzymes and receptors. The hydroxyl group at position 4 and the trifluoromethoxy group at position 7 introduce additional functional groups that enhance the molecule's versatility. The trifluoromethoxy group, in particular, is known for its electron-withdrawing properties, which can influence the electronic characteristics of the molecule and potentially modulate its bioactivity.

Recent studies have highlighted the potential of 4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole as a lead compound in drug development. For instance, research published in 2023 demonstrated that this compound exhibits potent anti-inflammatory activity by inhibiting key inflammatory pathways. Additionally, its ability to act as a template for further chemical modifications has made it a valuable intermediate in the synthesis of more complex molecules with enhanced pharmacological profiles.

In terms of synthesis, the preparation of 4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole typically involves multi-step organic reactions. One common approach involves the condensation of o-amino phenol derivatives with aldehydes or ketones under acidic conditions, followed by subsequent functionalization to introduce the trifluoromethoxy group. This process underscores the importance of precise reaction control and optimization to achieve high yields and purity.

The application of computational chemistry techniques has further enriched our understanding of this compound. Molecular docking studies have revealed that 4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole can bind effectively to various protein targets, suggesting its potential role in treating conditions such as cancer, neurodegenerative diseases, and infectious disorders. These findings align with experimental data from in vitro assays, which have shown promising results in terms of cytotoxicity against cancer cell lines.

Beyond its therapeutic potential, this compound also finds utility in materials science. Its aromaticity and heterocyclic nature make it a candidate for use in organic electronics, where it could serve as a component in semiconducting materials or light-emitting diodes (LEDs). Preliminary studies have indicated that derivatives of this compound exhibit favorable electronic properties, paving the way for future explorations in this domain.

In conclusion, 4-Hydroxy-7-Trifluoromethoxy-1H-Benzimidazole stands out as a versatile and intriguing molecule with a wide array of applications across multiple disciplines. Its unique structure, combined with recent advancements in synthetic methodologies and computational modeling, positions it as a key player in both academic research and industrial development. As ongoing studies continue to uncover new facets of its properties and potential uses, this compound is poised to make significant contributions to the advancement of science and medicine.

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