Toward molecular electronics

A polarized N-O bond behaves as an intramolecular p-n junction. Their rectifying properties have been found in 1,3-dimethylisoxasole, 1-phenylsydnone, and 1-(4-methylphenyl)sydnone molecules based on H¹-NMR data.     

Ortho effect in the mass spectrometric behaviour of N(pyrimidin-4-yl)aminobenzoic acids and their methyl esters

Ortho-. meta- and para-isomers of N-(pyrimidin-4-yl)aminobenzoic acid and their methyl esters were investigated by electron impact mass Spectrometry. Their fragmentation was found to be strongly dependent on the position of the substituent in the aminobenzoic moiety. Two different kinds of ortho effect were studied and confirmed with the aid of deuterium-labelled derivatives.     

Aqueous Solubilities, Infinite Dilution Activity Coefficients and Octanol–Water Partition Coefficients of Tricyclic Analogs of Acyclovir

Solubilities of tricyclic analogs of acyclovir have been determined in water at 25, 35, and 45°C and in octanol, water-saturated octanol, and octanol-saturated water at 25°C. Octanol-water partition coefficients were determined at 25°C. Melting temperatures and molar enthalpies of fusion were measured. Activity coefficients in water, octanol, and in aqueous octanol solutions were determined and are discussed. The effect of hydrophilic and hydrophobic substituents in the tricyclic analogs on their thermodynamic properties are discussed. The standard Gibbs energy of transfer between the saturated phases were found to correlate with known values of the melting point of the solvents and the solubilities of the solute. For a number of the compounds examined, correlations between the minimum inhibitory concentration against the herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2), varicella-zoster virus (VZV), thymidine kinase-deficient (TK^–) strains of VZV and were established. Detailed conclusions have been derived concerning the relationships between the structure and the thermodynamic parameters of the compounds examined.     

Electron impact mass spectrometry of some 6-substituted tetrazolo[1,5-c]pyrimidin-5(6H)-ones

The electron impact mass spectra of 6-methyltetrazolo[1,5-c]pyrimidin-5(6H)-one, its 7- and 8-methyl derivatives, three 8-halo derivatives and two related nucleosides are reported. On the basis of the high-resolution data and detected metastable ions, the fragmentation routes of their molecular ions are proposed. Coexistence of the tautomeric forms of the title compounds of cyclic (tetrazole) or linear (azide) structure can be suggested owing to the fragmentation pathways identified for the bases. Decomposition of the related nucleosides lies in the breaking of nucleoside bonds to produce the appropriate base and sugar fragments.     

3,4‐Di­hydro‐6‐methyl‐3‐β‐d‐ribo­furan­osyl‐4,5′‐cyclo‐9H‐imidazo[1,2‐a]­purin‐9‐one hydrate

In the title compound, C₁₃H₁₃N₅O₄·H₂O (4,5′‐cyclo­wyosine·H₂O), the cyclization forces a syn arrangement of the aglycon with respect to the sugar moiety. The ribo­furan­ose part of the mol­ecule displays a β‐d configuration with an envelope C1′‐endo pucker. The mol­ecules are arranged in columns along the short a axis and are linked to water mol­ecules through O—H?O and O—H?N hydrogen bonds.     

Mass spectrometry of N-(Pyrimidin-2-yl)amino acids and their methyl esters

N(Pyrimidin-2-yl)-glycine, -alanine and -phenylalanine (1-3) and their methyl esters (4-6) were investigated using electron impact (EI) mass Spectrometry. The results showed that EI-induced decomposition occurs on the carboxylic group or involves the loss of R₂OH. In contrast to earlier investigations on N-(pyrimidin-4-yl)amino acids, elimination of water (in 1-3) or methanol (in 4-6) was found to be of EI-induced nature. The loss of 'COOH from M⁺ of ester 4 suggests the occurrence of a skeletal rearrangement leading to the isomeric N-methylamino acid.     

Water molecules in the crystal structure of tricyclic acyclovir

The biologically important mol­ecule tricyclic acyclo­vir, presented here as 3‐[(2‐hydroxy­ethoxy)­methyl]‐6‐methyl‐3H‐imidazolo­[1,2‐a]­purin‐9(5H)‐one dihydrate, C₁₁H₁₃N₅O₃·2H₂O, shows conformational flexibility, which is observed in the solid state as two symmetrically independent mol­ecules with different side‐chain conformations. Additionally, one of these mol­ecules exhibits side‐chain disorder, such that there are three different conformations in the crystal. Water mol­ecules found in the crystal form (H₂O)₈ clusters which are located between mol­ecules of tricyclic acyclovir. The complex hydrogen‐bond network formed between water and tricyclic acyclovir in the solid state may be related to the solvation of the mol­ecules in solution.     

Thermodynamic investigations of interaction of aqueous solutions of 2′,3′-dideoxyinosine and 2′,3′-dideoxyadenosine with glycyl-glycine

2′3′-dideoxyinosine (ddI) and 2′3′-dideoxyadenosine (ddA) are known to exhibit relatively selective activityvs. HIV strains in cell cultures and low toxicityin vivo; ddI has been approved for the treatment of HIV infection in humans. It is therefore interesting to determine the thermodynamic properties of aqueous solutions of these compounds. For this purpose, we determined their apparent molar volumesV _? and heat capacitiesC _P?. The preliminary measurements of interaction of these compounds with peptides were made. The volume and molar heat capacities of transfer of ddI and ddA from aqueous solutions to glycyl-glycine (Gly-Gly) ones were calculated. For both compounds the significant values ofC _P?3,tr which depended on the concentration of Gly-Gly were observed.