364599-60-0

Usage

Uses

Used in Pharmaceutical Industry:
2-[(1H-benzimidazol-2-ylamino)methyl]phenol is used as a potential pharmaceutical drug candidate for its antifungal, antiviral, and anticancer properties. Its biological activities make it a promising compound for the development of new drugs to treat various diseases and conditions.
Used in Organic Synthesis:
2-[(1H-benzimidazol-2-ylamino)methyl]phenol is used as a versatile building block in the synthesis of various organic compounds. Its unique structure and properties allow it to be incorporated into a wide range of chemical reactions, enabling the creation of new molecules with diverse applications.
Further research on 2-[(1H-benzimidazol-2-ylamino)methyl]phenol may lead to the discovery of additional applications and potential uses in different industries, such as agriculture, materials science, and environmental science. Its diverse properties and potential for synthesis make it a valuable compound for exploration and development.

Upstream product

• 90-02-8 salicylaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 144528-06-3 N-(2-hydroxybenzylidene)-1H-benzo[d]imidazol-2-amine 
• 934-32-7 1H-benzimidazol-2-amine 

Downstream Products

• 1383854-96-3 CH₄O*C₁₄H₁₃N₃O*H₃O₄P 
• 1383854-93-0 C₁₄H₁₃N₃O*HNO₃ 
• 1383854-92-9 C₁₄H₁₃N₃O*ClH 
• 1383854-98-5 C₃H₇NO*C₇H₄N₂O₆*C₁₄H₁₃N₃O 
• 1383854-94-1 C₂H₄O₂*C₁₄H₁₃N₃O 

Relevant academic research and scientific papers

Synthesis and in vitro antiproliferative activity of novel 2-arylideneaminobenzimidazole derivatives

A new class of Mannich bases 9-26, derivatives of 2-amino-1H-benzimidazole, were obtained in the condensation of Schiff bases 1-4 or 2-benzylaminobenzimidazoles 5-8 with selected secondary amines: morpholine, piperidine, N-methylpiperazine, N-phenylpiperazine, 1-(2-pyridyl)piperazine, 1(2-methoxyphenyl)piperazine, 1-(2-pyrimidinyl)piperazine and formaldehyde in ethanol. The pyrimido[1,2-a]benzimidazole derivatives 27-29 have been synthesized in the reactions of Schiff base 2 with selected compounds containing active methylene group: acetylacetone, benzoylacetone and malononitrile. The structures 1-29 were confirmed by the results of elementary analysis and their IR, 1H- and 13C-NMR spectra. The products 1-29 are of interest for biological studies and can be substrates for further synthesis. All compounds were screened against the cells of MV4-11 human leukemia and then the most active of them 5, 7, 9-16, 24-26, 28, 29 were tested towards human T47D breast and A549 lung cancer cells as well as normal mouse fibroblasts (BALB/3T3). The most active compound against the cancer cell lines was 4-amino-3-cyano-2-(4-hydroxyphenylene)-1,2-dihydropyrimido[1,2-a]benzimidazole (29) (IC50 0.23 ± 0.05 μg/mL against MV4-11 cells) showing in parallel very low cytotoxicity towards mouse fibroblasts. Cisplatin was the control drug.

Charge-assisted complexation of anions of different dimensionality by benzimidazole-based receptors bearing -OH functionality

Two benzimidazole-based receptors (L1 and L2) bearing -OH functionality form crystalline salts with different organic and inorganic acids viz. [L1H+][Cl-] (1), [L 1H+][NO3-] (2), [L1H +][OAc-] (3), [L1H+][DNB -]DMF (4), [L1H+][H2PO 4-] (5), [L2H+][OAc-]AcOH (6), [L2H+][DNB-] (7), and [L 2H+][HSO4-]H2O (8) where the shape of the counteranion drives the solid structure from a one-dimensional polymeric chain to a three-dimensional structure. Structural analyses show that the anion binding in all eight complexes is attributable entirely to NH +anion, NHanion, OHanion, and multiple CHanion hydrogen bonding interactions. In the solid structure the planar nitrate anion forms a cyclic structure with receptor L1, whereas the acetate anion with the same receptor leads to a molecular barrel type structure. Again the tetrahedral dihydrogen phosphate anion forms a polymeric interanionic chain structure with L1, and the other tetrahedral hydrogen sulfate anion forms hydrogen sulfate-(water)2-hydrogen sulfate adducts with charged L2.