微波辐射下合成5-(2-甲基/三氟甲基-苯并咪唑-1-亚甲基)-3-(苯基/p-取代苯基)-2H-1',2',4'-三唑[3,4-b]-1

分别采用微波辐射法和加热回流的常规方法, 将1-氨基-2-(2-甲基/三氟甲基-苯并咪唑-1-亚甲基)-5-巯基-1,3,4-三唑与α-溴代芳基乙酮3a～3e反应, 合成了一系列未见文献报道的1,2,4-三唑[3,4-b]-1',3',4'-噻二嗪类化合物4a～4e 和5a～5e. 微波辐射法具有反应时间短、产率高、副反应少等优点. 标题化合物经元素分析, IR, ¹H NMR, MS确证结构.     

Synthesis of 2-[2-(5-phenyl-1,2,4-oxadiazol-3-yl)-ethyl]benzimidazole and its x-ray analysis

Cyclization of O-benzoyl-2-(benzimidazol-1-yl)propioamidoxime under different temperature conditions gave 2-[2-(5-phenyl-1,2,4-oxadiazol-3-yl)ethyl]benzimidazole whose structure has been determined by X-ray analysis. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1057–1061, July, 2006.     

Benzimidazole derivatives. 4. The recognition of the voluminous substituent attached to the basic amino group of 5-HT4 receptor antagonists

We report a structure-affinity analysis of an important element in the pharmacophore model for the recognition of 5-HT4 receptor antagonists: the voluminous substituent attached to the basic nitrogen of the ligand. We have designed, synthesized and pharmacologically evaluated a series of benzimidazole derivatives 1 containing a common molecular skeleton formed by N-[(4-piperidyl)methyl]-6-chlorobenzimidazole-4-carboxamide and four different substituents (R = butyl, 2-[(methylsulfonyl)amino]ethyl, 5-[(phenylacetyl)amino]pentyl, and 5-[(benzylsulfonyl)amino]pentyl). These compounds possess binding affinities in the nM range (Ki = 0.11-1.50 nM). Moreover, a ligand that contains a hydrogen atom attached to the basic nitrogen (R = H; Ki = 150 nM) is used as a control for structure-affinity relationships.     

四氮杂环蕃衍生物的合成

在不同的条件下用二茂铁磺酰氯对1,6,16,21-四氮杂[6.1.6.1]对环蕃进行了修饰, 分别得到单取代和四取代产物. 用双官能团化合物溴乙酰溴对1,6,16,21-四氮杂[6.1.6.1]对环蕃进行了修饰, 得到1,6,16,21-四(2-溴乙酰基)-1,6,16,21-四氮杂[6.1.6.1]对环蕃, 然后将苯并咪唑基团引入四氮杂环蕃. 合成了带有生物活性基团的四氮杂环蕃衍生物. 用¹H NMR, IR和元素分析对新化合物进行了表征.     

Synthesis and Crystal Structure of 3,3''-Bis(2-benzimidazolyl)-2,2''-dipyridine with Hydrated Zinc(Ⅱ) Perchlorate

The reaction of Zn(ClO4)2·6H2O with 3,3'-bis(2-benzimidazolyl)-2,2'-dipyridine (L) gave a mononuclear zinc(Ⅱ) complex: [ZnL2](ClO4)2·2DMF·4H2O, which was structurally characterized by EA, IR, UV, 1H NMR, fluorescence spectrum and single-crystal X-ray diffraction. The crystal (C54H54Cl2N14O14Zn, Mr=1259.38) belongs to the monoclinic system, space group C2/c with a=20.874(2), b=14.9953(16), c=20.462(3) (A), β=101.553(2)°, V=6274.8(13) (A)3, Z=4, Dc=1.333 g/cm3, F (000)=2608, μ(MoKα)=0.548 mm-1, R=0.0682 and Wr=0.1931 for 4984 observed reflections with Ⅰ ＞ 2σ(Ⅰ). The Zn(Ⅱ) is four-coordinated in a slightly distorted tetrahedral geometry through four N atoms from four benzimidazole units of two ligands. In the crystal lattice, the [ZnL2]2 cations are linked to each other by extensive intermolecular hydrogen bonds between nitrogen atoms of benzimidazole rings, water and DMF molecules.     

Solid-phase synthesis of benzimidazole N-oxides on SynPhase™ Lanterns

A solid-phase synthesis of benzimidazole N-oxides was developed while attempting to synthesize 1,5-benzodiazepine-2,4-diones. The key step of the synthesis involves the reduction of an arylnitro to a hydroxyamino intermediate which subsequently condenses with an internal carbonyl group to give a benzimidazole N-oxide. A library of nine benzimidazole N-oxides was prepared on SynPhase™ Lanterns using this reduction-cyclization methodology.     

Crystal Structure and Electronic Structure of a Luminescent Compound 2—（2—Pyridyl） Benzimidazole

1 INTRODUCTION Imidazole which is a part of histidine, plays an important role as a ligand in bioinorganic chemistry. Up to now, a variety of coordination compounds with imidazole ligands have been synthesized and characterized[1]. Its complexes have a…     

Phase-transfer catalytic synthesis and hypocholesterolemic activity of thiazino[3,2-<Emphasis Type="Italic">a</Emphasis>]benzimidazole and its silicon analog

The reaction of 2-mercaptobenzimidazole with 1,3-dichloropropane or bis(chloromethyl)dimethylsilane in the two-phase catalytic system of solid K₂CO₃-18-crown-6-toluene at 111°C leads to a selective formation of tricyclic benzimidazole sulfides in 56 and 92% yields. The synthesized compounds were tested as hypocholesterolemic agents. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 274–279, February, 2007.     

Facile Method for the Synthesis of Combinatorial Libraries of Benzimidazole, Benzothiazole, Benzoxazole, Perimidine and Quinazolinone

A highly yielding and fast method for the synthesis of heterocyclic compounds with trialkyl orthoformate using molecular sieve 3Å as a catalyst is described.     

Synthesis and reactions of some 5(6)-(1-adamantyl)benzimidazoles

4-(1-Adamantyl)-1,2-diaminobenzene, previously unreported in the literature, has been prepared and a novel series of 5(6)-(1-adamantyl)benzimidazole derivatives synthesized. Nitration, hydrogenation, and side chain reactions have been carried out. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1172–1182, August, 2008.