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Synthesis and Supramolecular Structure of a (5-(3-(1H-tetrazol-5-yl)phenyl)-1H-tetrazole) Cobalt Complex.

Kostakis GE, Anson CE, Powell AK - Bioinorg Chem Appl (2010)

Bottom Line: The reaction of CoCl(2).6H(2)O with m-BDTH(2) (1,3-benzeneditetrazol-5-yl) leads to [Co(C(8)H(6)N(8))(2)(H(2)O)(2)(CH(3)CN)(2)]Cl(2) (1).Both tetrazolic groups remain protonated existing in a 1H tautomeric form.A trifurcated chlorine atom and stacking interactions assemble compound 1 into a three-dimensional network.

View Article: PubMed Central - PubMed

Affiliation: Institute of Nanotechnology, Karlsruhe Institute of Technology, Postfach 3640, 76021 Karlsruhe, Germany.

ABSTRACT
The reaction of CoCl(2).6H(2)O with m-BDTH(2) (1,3-benzeneditetrazol-5-yl) leads to [Co(C(8)H(6)N(8))(2)(H(2)O)(2)(CH(3)CN)(2)]Cl(2) (1). Both tetrazolic groups remain protonated existing in a 1H tautomeric form. A trifurcated chlorine atom and stacking interactions assemble compound 1 into a three-dimensional network.

No MeSH data available.


The two possible tautomers of 5-substituted tetrazoles.
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Related In: Results  -  Collection


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sch1: The two possible tautomers of 5-substituted tetrazoles.

Mentions: Tetrazoles are a class of organic heterocyclic compounds which consist of a five-membered ring of four nitrogen atoms and one carbon atom (Scheme 1). In the design of drug molecules, tetrazoles and tetrazole derivatives have generally been avoided because their explosive and flammable nature makes them a safety concern for process-scale synthesis. Nevertheless, tetrazoles such as Losartan [1] and Candesartan [2] are angiotensin II receptor antagonist drugs used mainly to treat high blood pressure (hypertension). Moreover, a well-known tetrazole is dimethyl thiazolyl diphenyl tetrazolium salt (MTT), which is used in the MTT assay of the respiratory activity of live cells in cell culture [3]. 5-substituted-1H-tetrazoles (RCN4H) usually can be utilised as metabolism-resistant isosteric replacements for carboxylic acids (RCO2H) in SAR-driven medicinal chemistry analogue syntheses, while it has been found that they have comparable pKa values to the corresponding carboxylic acids (RCO2H) [4]. Therefore, the study of the structures of tetrazoles is relevant to several aspects of medicinal chemistry, as, indeed, is their coordination chemistry given the increasing importance of metal-based drugs incorporating known therapeutic organic agents [5].


Synthesis and Supramolecular Structure of a (5-(3-(1H-tetrazol-5-yl)phenyl)-1H-tetrazole) Cobalt Complex.

Kostakis GE, Anson CE, Powell AK - Bioinorg Chem Appl (2010)

The two possible tautomers of 5-substituted tetrazoles.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2901614&req=5

sch1: The two possible tautomers of 5-substituted tetrazoles.
Mentions: Tetrazoles are a class of organic heterocyclic compounds which consist of a five-membered ring of four nitrogen atoms and one carbon atom (Scheme 1). In the design of drug molecules, tetrazoles and tetrazole derivatives have generally been avoided because their explosive and flammable nature makes them a safety concern for process-scale synthesis. Nevertheless, tetrazoles such as Losartan [1] and Candesartan [2] are angiotensin II receptor antagonist drugs used mainly to treat high blood pressure (hypertension). Moreover, a well-known tetrazole is dimethyl thiazolyl diphenyl tetrazolium salt (MTT), which is used in the MTT assay of the respiratory activity of live cells in cell culture [3]. 5-substituted-1H-tetrazoles (RCN4H) usually can be utilised as metabolism-resistant isosteric replacements for carboxylic acids (RCO2H) in SAR-driven medicinal chemistry analogue syntheses, while it has been found that they have comparable pKa values to the corresponding carboxylic acids (RCO2H) [4]. Therefore, the study of the structures of tetrazoles is relevant to several aspects of medicinal chemistry, as, indeed, is their coordination chemistry given the increasing importance of metal-based drugs incorporating known therapeutic organic agents [5].

Bottom Line: The reaction of CoCl(2).6H(2)O with m-BDTH(2) (1,3-benzeneditetrazol-5-yl) leads to [Co(C(8)H(6)N(8))(2)(H(2)O)(2)(CH(3)CN)(2)]Cl(2) (1).Both tetrazolic groups remain protonated existing in a 1H tautomeric form.A trifurcated chlorine atom and stacking interactions assemble compound 1 into a three-dimensional network.

View Article: PubMed Central - PubMed

Affiliation: Institute of Nanotechnology, Karlsruhe Institute of Technology, Postfach 3640, 76021 Karlsruhe, Germany.

ABSTRACT
The reaction of CoCl(2).6H(2)O with m-BDTH(2) (1,3-benzeneditetrazol-5-yl) leads to [Co(C(8)H(6)N(8))(2)(H(2)O)(2)(CH(3)CN)(2)]Cl(2) (1). Both tetrazolic groups remain protonated existing in a 1H tautomeric form. A trifurcated chlorine atom and stacking interactions assemble compound 1 into a three-dimensional network.

No MeSH data available.