17452-05-0Relevant articles and documents
Synthesis and in vitro antifungal evaluation of benzoimidazolyl-piperazinyl-phenylmethanone derivatives
Kankate, Rani S.,Gide, Parag S.,Belsare, Deepak P.
, p. 1855 - 1863 (2015/04/22)
Benzimidazole and piperazines are the important pharmacophores in the structures of many antifungal compounds. Further, the phenylmethanone are also a unique class of compounds whose antifungal profile is not much exploited. So to exploit their antifungal potential we have selected these three combinations and framed the novel parent structure for our research work. In this study a novel series of benzimidazoles derivatives was synthesized by microwave irradiation and characterized by 1H NMR, 13C NMR, Infra Red (IR), and Mass Spectroscopy (MS), and by elemental analysis. The screening of compound for in vitro (turbidimetric method) antifungal activity against C.albicans revealed activity in many of the compounds as comparable to that of ketoconazole.
Structures and reactivities of O-methylated Breslow intermediates
Maji, Biplab,Mayr, Herbert
supporting information, p. 10408 - 10412 (2012/11/07)
As close as you can get: Since Breslow intermediates usually exist in their keto form, their O-protected tautomers may be considered as their closest isolable relatives. A series of these compounds have been synthesized, their structures determined, and the kinetics of their reactions with electrophiles investigated. Copyright
Alternate method for the synthesis of N-alkyl/aralkyl-2-(α-hydroxy alkyl/aralkyl)benzimidazoles via regiospecific acetylation
Dubey,Reddy, P.V.V. Prasada,Srinivas
, p. 1675 - 1681 (2008/02/01)
Acetylation of 1H-2-(α-hydroxyalkyl/aryl)benzimidazoles 2 with Ac2O results in the regiospecific formation of O-acetoxy derivative 3, which on alkylation with alkylating agents in nonaqueous media under phase-transfer catalytic conditions affords N-alkyl
Synthesis and reactivities of 1,3-dimethyl-2-(α-hydroxy-benzyl)imidazolium and 1,3-dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodides
Miyashita, Akira,Kurachi, Akihito,Matsuoka, Yoshiyuki,Tanabe, Noriko,Suzuki, Yumiko,Iwamoto, Ken-Ichi,Higashino, Takeo
, p. 417 - 426 (2007/10/03)
1,3-Dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodide (3a) was synthesized from 1-methylbenzimidazole (10) through two steps involving lithiation and quaternization. Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7). Treatment of 3a with benzaldehyde (9a) gave benzoin (8a). Similar results were obtained in the reactions of 1,3-dimethyl-2-(α-hydroxybenzyl)imidazolium iodide (4a).
Formation of deoxybenzoins from 1,3-dimethyl-2-(α-benzyloxybenzyl)benzimidazolium iodides through rearrangement followed by expulsion of azolium ylide
Miyashita,Matsuoka,Iwamoto,Higashino
, p. 1960 - 1962 (2007/10/02)
Treatment of several 1,3-dimethyl-2-(α-benzyloxybenzyl)benzimidazolium iodides 1 with K2CO3 gave deoxybenzoins 2 in moderate yields. Deoxybenzoins 2 were produced through rearrangement of benzyl groups followed by expulsion of 1,3-dimethylbenzimidazolium ylide (4). The reaction is classified as a Wittig rearrangement.