6965-02-2

Basic information

• Product Name: 2-(1H-benziMidazol-2-yl)-1H-benziMidazole
• Synonyms: 2-(1H-benziMidazol-2-yl)-1H-benziMidazole;1H,1'H-2,2'-bibenzo[d]imidazole
• CAS NO: 6965-02-2
• Molecular Formula: C₁₄H₁₀N₄
• Molecular Weight: 234.256
• EINECS: -0
• Mol File: 6965-02-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: >200 °C (decomp)
• Boiling Point: 542.8°Cat760mmHg
• Flash Point: 263.3°C
• Appearance: /
• Density: 1.41g/cm³
• Storage Temp.: 2-8°C
• PKA: 10.65±0.10(Predicted)
• CAS DataBase Reference: 2-(1H-benziMidazol-2-yl)-1H-benziMidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-benziMidazol-2-yl)-1H-benziMidazole(6965-02-2)
• EPA Substance Registry System: 2-(1H-benziMidazol-2-yl)-1H-benziMidazole(6965-02-2)

Safety Data

• Hazardous Substances Data: 6965-02-2(Hazardous Substances Data)

Usage

General Description

2-(1H-benziMidazol-2-yl)-1H-benziMidazole, also known as Miconazole, is a synthetic antifungal medication commonly used to treat fungal infections. The compound's structure comprises two 1H-benzimidazole groups, which are nitrogenous heterocyclic compounds. The substance functions by inhibiting the production of ergosterol, an essential component of fungal cell membranes. Its impairment disrupts the cell membrane's functions, making the fungi more permeable, which eventually leads to cell death. It is used in various topical formulations, including creams and sprays to treat conditions like athlete's foot, jock itch, and ringworm. It also has other medicinal applications, like treating pityriasis, a condition that lightens or darkens the skin.

Upstream product

• 694-59-7 pyridine N-oxide 
• 51-17-2 benzoimidazole 
• 2213-63-0 2,3-dichloroquinoxaline 
• 95-54-5 1,2-diamino-benzene 
• 15804-19-0 quinoxaline-2,3-dione 
• 144-62-7 oxalic acid 
• 56-81-5 glycerol 
• 471-46-5 Oxalamide 
• 2849-93-6 2-benzimidazolecarboxylic acid 
• 2533-69-9 methyl 2,2,2-trichloroacetimidate 
• 67-56-1 methanol 
• 3878-19-1 fuberidazole 

Downstream Products

• 160987-30-4 [(η(6)-p-cymene)Ru(PPh3)(C14H9N4)]BF4 
• 207388-79-2 [Cu(C₆H₄N₂(H)C)2(P(C₆H₅)3)2]⁽¹⁺⁾*Cl^(1-)=[Cu(C₆H₄N₂(H)C)2(P(C₆H₅)3)2]Cl 
• 705263-84-9 (2,2'-bibenzimidazole)dichlorobis(triphenylphosphine)rhenium(III) chloride 
• 202006-36-8 [Ag(P(C₆H₅)3)2(C₆H₄N₂CH)2]⁽¹⁺⁾*CF₃COO^(1-)=[Ag(P(C₆H₅)3)2(C₆H₄N₂CH)2]CF₃COO 
• 705263-85-0 (2,2'-bibenzimidazole)dibromobis(triphenylphosphine)rhenium(III) bromide 
• 207388-83-8 [Cu(C₆H₄N₂(H)C)2(P(C₆H₅)3)Cl] 
• 207388-85-0 [Cu(C₆H₄N₂C)(P(C₆H₅)3)]2 
• 872605-28-2 [Cd(2,2'-bibenzimidazole)(1,4-benzenedicarboxylato)](n) 
• 872605-27-1 [Zn(2,2'-bibenzimidazole)(1,4-benzenedicarboxylato)](n) 
• 675108-79-9 C₂₅H₁₅N₅O₂ 

Relevant articles and documents

The use of diethylene glycol in the synthesis of 2,2'-bibenzimidazole from o-phenylenediamine and oxalic acid

One- and two-step syntheses of 2,2'-bibenzimidazole were compared. Diethylene glycol was used as solvent that provides good solubility of the substrates. The limitation of the one-step preparation is the formation of the by-product, fluoflavine. The two-step synthesis proceeds with the separation of the intermediate product, 1,4-dihydroquinoxaline-2,3-dione, and the final product is only 2,2'-bibenzimidazole. The total yield of the two-step synthesis is above 85%.

Efficient synthesis and characterization of novel bibenzimidazole oligomers and polymers as potential conjugated chelating ligands

A simple and mild condensation route for the synthesis of novel bibenzimidazole oligomers and polymers is reported here using methyl 2,2,2-trichloroacetimidate as a key starting material. The dimer, trimer, tetramer, and polymers of bibenzimidazole were synthesized as a new series of potential conjugated chelating ligands for metallopolymer studies. The polymers show a maximum absorption at around 400 nm. The optical band gap of the polymer was estimated to be 2.68 eV.

Cyclodehydration of 3-[α-(2′-aminophenylamino)- benzylidene]-2-oxo-1,4-dihydroquinoxaline into 2,2′-bisbenzimidazole with elimination of the benzylidene fragment [5]

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