28643-53-0Relevant articles and documents
Synthesis and antinociceptive activity of (1-benzyl-2(3H)- benzimidazolon-3-yl) acetic acid derivatives
Nacak, Sultan,Dogruer, Deniz Songuel,Sahin, M. Fethi
, p. 768 - 772 (1999)
Eight (1-benzyl-2(3H)-benzimidazolon-3-yl)acetic acid derivatives have been synthesized and tested for antinociceptive activity in this study. All compounds but one, at the oral dose of 100 mg/kg were comparable with aspirin. Ethyl (1-benzyl-2(3H)-benzimi
Synthesis of Novel Structurally Diverse N-Mono- and N,N′-Disubstituted Benzimidazol-2-one Derivatives by the Alkylations of 1,3-Dihydro-2H-benzimidazol-2-one with Some Alkyl Halides under Transfer Catalysis Conditions
Rohand, Taoufik,Sopbué Fondjo, Emmanuel
, p. 2309 - 2314 (2018/09/10)
A series of N-mono- and N,N′-disubstituted benzimidazol-2-one derivatives optionally substituted on both secondary amine functionalities were prepared with excellent yields by reacting 1,3-dihydro-2H-benzimidazol-2-one in one and two steps respectively with various alkyl halides under phase transfer catalytic conditions. One of the synthesized N,N-disubstituted benzimidazol-2-one derivatives underwent a regiospecific 1,3-dipolar cycloaddition reaction at its side allyl substituent with the in situ generated 4-chloro benzonitrile N-oxide from 4-chlorobenzaldoxime to afford in good yield the corresponding N,N′-disubstituted derivative incorporating the 2,5-dihydro-isoxazole nucleus in one of the side chain. All the new compounds were fully characterized by their physical and spectroscopic data.
Synthesis of Benzimidazolones via One-Pot Reaction of Hydroxylamines, Aldehydes, and Trimethylsilyl Cyanide Promoted by Diacetoxyiodobenzene
Zhang, Huaiyuan,Huang, Danfeng,Wang, Ke-Hu,Li, Jun,Su, Yingpeng,Hu, Yulai
, p. 1600 - 1609 (2017/02/10)
A novel and efficient PhI(OAc)2-promoted one-pot reaction of aromatic hydroxylamines, aldehydes, and TMSCN in the presence of BF3·Et2O is described. A wide variety of N-substituted benzimidazolones are obtained with satisfactory yields under mild reaction conditions. The method was proven to be efficient for the synthesis of benzimidazolone derivatives from readily available starting materials.
Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a] benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi
Oh, Sangmi,Kim, Sungbum,Kong, Sunju,Yang, Gyongseon,Lee, Nakyung,Han, Dawoon,Goo, Junghyun,Siqueira-Neto, Jair L.,Freitas-Junior, Lucio H.,Song, Rita
, p. 395 - 403 (2014/08/05)
A high-throughput (HTS) and high-content screening (HCS) campaign of a commercial library identified 2,3-dihydroimidazo[1,2-a]benzimidazole analogues as a novel class of anti-parasitic agents. A series of synthetic derivatives were evaluated for their in vitro anti-leishmanial and anti-trypanosomal activities against Leishmania donovani and Trypanosoma cruzi, which have been known as the causative parasites for visceral leishmaniasis and Chagas disease, respectively. In the case of Leishmania, the compounds were tested in both intracellular amastigote and extracellular promastigote assays. Compounds 4 and 24 showed promising anti-leishmanial activity against intracellular L. donovani (3.05 and 5.29 μM, respectively) and anti-trypanosomal activity against T. cruzi (1.10 and 2.10 μM, respectively) without serious cytotoxicity toward THP-1 and U2OS cell lines.
Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a] benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi
Oh, Sangmi,Kim, Sungbum,Kong, Sunju,Yang, Gyongseon,Lee, Nakyung,Han, Dawoon,Goo, Junghyun,Siqueira-Neto, Jair L.,Freitas-Junior, Lucio H.,Song, Rita
, p. 395 - 403 (2015/03/13)
A high-throughput (HTS) and high-content screening (HCS) campaign of a commercial library identified 2,3-dihydroimidazo[1,2-a]benzimidazole analogues as a novel class of anti-parasitic agents. A series of synthetic derivatives were evaluated for their in vitro anti-leishmanial and anti-trypanosomal activities against Leishmania donovani and Trypanosoma cruzi, which have been known as the causative parasites for visceral leishmaniasis and Chagas disease, respectively. In the case of Leishmania, the compounds were tested in both intracellular amastigote and extracellular promastigote assays. Compounds 4 and 24 showed promising anti-leishmanial activity against intracellular L. donovani (3.05 and 5.29 μM, respectively) and anti-trypanosomal activity against T. cruzi (1.10 and 2.10 mM, respectively) without serious cytotoxicity toward THP-1 and U2OS cell lines.
PROCESS TO PREPARE NEW SUBSITUTED 1H-BENZO[d]IMIDAZOL-2(3H)-ONES, NEW INTERMEDIATES AND THEIR USE AS BACE 1 INHIBITORS
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Page/Page column 14-15, (2010/06/11)
The invention relates to a new process leading to new substituted 1H-benzo[d]imidazol-2(3H)-ones of formula III and III′, to pharmaceutical compositions comprising them and to their use as therapeutic agents, particularly as BACE 1 inhibitors in the treatment of Alzheimer disease.
Copper-catalyzed intramolecular N-arylation of ureas in water: a novel entry to benzoimidazolones
Barbero, Nekane,Carril, Mónica,SanMartin, Raul,Domínguez, Esther
, p. 7283 - 7288 (2008/09/21)
The copper-catalyzed intramolecular N-arylation of 2-bromoarylureas performed in water leading to the benzo[d]imidazolone framework is reported. The scope of the methodology presented herein proved to?be broad and afforded a significant number of benzoimidazolones in good to excellent yields. The reported protocol is based on the use of CuI and TMEDA acting both as the ligand and as the base in a water solution, which allows for the easy separation of the catalyst containing aqueous phase from the products by simple extraction. Additionally, the N- versus O-arylation competitive processes are also discussed.
Cascade coupling/cyclization process to N-substituted 1,3- dihydrobenzimidazol-2-ones
Zou, Benli,Yuan, Qiliang,Ma, Dawei
, p. 4291 - 4294 (2008/02/12)
Assembly of N-substituted 1,3-dihydrobenzimidazol-2-ones is achieved starting from methyl o-haloarylcarbamates via a Cul/amino acid catalyzed coupling with amines and subsequent condensative cyclization. A number of functional groups are tolerated by thes
Synthesis and some conversions of N-substituted benzimidazole-2-sulfonic acids
Divaeva,Kuzmenko,Morkovnik,Komissarov
, p. 463 - 468 (2008/02/02)
A series of N-substituted benzimidazole-2-sulfonic acids was synthesized in good yield by the N-alkylation of benzimidazole-2-sulfonic acids by alkylation with simple and functionalized alkylating agents under mild conditions. The corresponding N-substitu
Propanoic acid derivatives that inhibit the binding of integrins to their receptors
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Page column 48, (2008/06/13)
A compound of the structure A method for the inhibition of the binding of α4β1integrin to its receptors, for example VCAM-1(vascular cell adhesion molecule-1) and fibronectin; pharmaceutically active compositions comprising these compounds; and the use of these compounds for the control or prevention of diseases states in which α4β1is involved are also disclosed.
