111198-08-4Relevant articles and documents
Hydrothermal synthesis of two Zinc coordination Polymers with 1-(1H-Tetrazol-5-ylmethyl)-1H-benzotriazole Ligands
Sun, Su-Wen,Jin, Lei,Shi, Ping-Ping,Liu, Ming-Liang,Kong, Li-Hui,Ye, Qiong
, p. 2317 - 2323 (2013)
The direct reaction of ZnBr2 with H-1-mbtz [1-mbtz = 1- (1H-tetrazol-5-ylmethyl)-1H-benzotriazole] gives the two-dimensional complex [Zn(Br)(1-mbtz)] (1), whereas the reaction of benzotriazol-1- yl-acetonitrile with NaN3 in the presence of water and a Lewis acid (ZnBr2) affords the 2D coordination polymer [Zn2(OH)(1-mbtz)3H2O] (2). The central zinc atom in 1 is bonded to one terminal bromine atom and three different nitrogen atoms from two tetrazole ligands and one BTA group (BTA = benzotriazole), and each 1-mbtz ligand is coordi- nated to three zinc atoms forming a 2D framework. The coordination polyhedron around the metal atom in 2 is a slightly distorted trigonal bipyramid made up by one zinc atom, four nitrogen atoms as well as one oxygen atom, two of the 1-mbtz ligands coordinated to three zinc atoms and the third 1-mbtz ligand acts in a bidentate fashion, which leads to the formation of a complicated 2D network. The syntheses and solid-state structures of the two coordination polymers are reported.
Synthesis and antimicrobial of some new substituted tetrazolomethylbenzo[d] -[1,2,3]triazole derivatives using 1H-benzo[d][1,2,3]triazole as starting material
Ali, Omar M.,Amr, Abd El-Galil E.,Mostafa, Elsayed E.
, p. 1545 - 1556 (2014)
A series of tetrazolomethylbenzo[d][1,2,3]triazole derivatives (2-14) have been synthesized and evaluated as antimicrobial agents from 1H-benzo[d][1,2,3] triazole (1) as starting material. The reaction of benzotriazole 1 with chloroacetonitrile afforded 2-(1H-benzo[d][1,2,3]-triazol-1-yl)acetonitrile 2, which was reacted with sodium azide to give tetrazole derivative 3. Esterification of benzotriazole 1 with ethyl bromoacetate in the presence of anhydrous potassium carbonate afforded ester 4, which was treated with hydrazine hydrate to afford the corresponding hydrazide 5. Reaction of 3 with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl bromide afforded the nitro-glycoside derivative 6, which was deacetylated using methanolic ammonia to deprotected nitroglycoside 7. The hydrazide 5 was reacted with 4,5,6,7-tetrachlorophthalic anhydride or 1,2,4,5-benzenetetracarboxylic dianhydride in refluxing glacial acetic acid to give the corresponding imides 8 and 9, respectively. Also, the hydrazide 5 was reacted with carbon disulphide in ethanol to give potassium salt 10, which was reacted with hydrazine hydrate to afford aminotriazole derivative 11. The latter compound was reacted with carbon disulphide to afford thiadiazole derivative 12, which was treated with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl bromide to give the thioglycoside derivative 13. Deacetylation of the thioglycoside 13 using methanolic ammonia solution at room temperature afforded the deprotected thioglycoside 14. The antimicrobial screening of some synthesized compounds showed that many of these compounds have good antimicrobial activities comparable to streptomycin and fusidic acid as reference drugs.
Benzotriazole-Assisted Preparations of 2-(Substituted amino)pyridines and Pyrid-2-ones
Katritzky, Alan R.,Belyakov, Sergei A.,Sorochinsky, Alexander E.,Henderson, Scott A.,Chen, Jie
, p. 6210 - 6214 (1997)
Base-promoted reactions of benzotriazolyl-containing acetic acid derivatives, 2-(benzotriazol-1-yl)acetonitrile (7a), 2-(benzotriazol-1-yl)acetamide (7b), and (±)-2-(benzotriazol-1-yl)propionamide (7c), with α,β-unsaturated ketones 8 give efficient and regioselective access to previously difficult to attain 3-unsubstituted pyridine derivatives: the 2-(substituted amino)pyridines 14a-k and the 4,6-substituted pyrid-2-ones 15a-h. The pyridine rings result from tandem [3 + 3] annulations involving a Michael addition followed by cyclization.
Synthesis and antiproliferative activity of 3-aryl-2-[1H(2H)-benzotriazol- 1(2)-yl]acrylonitriles variously substituted: Part 4
Carta, Antonio,Palomba, Michele,Boatto, Gianpiero,Busonera, Bernardetta,Murreddu, Marta,Loddo, Roberta
, p. 637 - 644 (2004)
A new series of variously substituted 3-aryl-2-[1H(2H)-benzotriazol-1(2)- yl]acrylonitriles was synthesized and tested for antiproliferative and antitubercular activity as part of our continuing research program in the antimicrobial and antitumor fields. The most cytotoxic derivatives (5a,g,i,j,l and 7b) (CC50 3.0 μM against MT-4 cells) were evaluated against a panel of human cell lines derived from hematological and solid tumors, using 6-mercaptopurine (6-MP) and etoposide as reference drugs. In particular, E-2-(5,6-dimethyl-1H-benzotriazol-1-yl)-3-(3-nitrophenyl)acrylonitrile (5g) resulted more potent than 6-MP on all cell lines, even if 2-14-fold less potent than etoposide. In the antitubercular screening, the derivatives 5i,j and 7e showed moderate activity against some resistant strains of Mycobacterium tested.
