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Novara di Sicilia, Italy

Cavallo G.,Polytechnic of Milan | Marras G.,Chemessentia SRL | Metrangolo P.,Polytechnic of Milan | Pilati T.,Polytechnic of Milan | Terraneo G.,Polytechnic of Milan
Acta Crystallographica Section E: Structure Reports Online | Year: 2013

In the crystal structure of the title compound, C8F16I2·C14H8N2, the molecules form infinite chains parallel to [2-11] through two symmetry-independent C - I⋯N halogen bonds (XBs). As commonly found, the perfluoroalkyl molecules segregate from the hydrocarbon ones, forming a layered structure. Apart from the XBs, the only contact below the sum of van der Waals radii is a weak H⋯F contact. The topology of the network is a nice example of the paradigm of the expansion of ditopic starting modules; the XB leads to the construction of infinite supramolecular chains along [2-11] formed by alternating XB donors and acceptors. © 2013 Cavallo et al. Source


Cevasco G.,University of Genoa | Cevasco G.,CNR Institute of Neuroscience | Piatek A.M.,University of Genoa | Piatek A.M.,Chemessentia SRL | Thea S.,University of Genoa
Clinica Chimica Acta | Year: 2014

A simple and sensitive new method for the determination of d-3-hydroxybutyric acid (D-3-HBA) in human plasma after derivatization is described. The proposed method is based on the reaction of (2S)-2-amino-3-methyl-1-[4-(7-nitro-benzo-2,1,3-oxadiazol-4-yl)-piperazin-1-yl]-butan-1-one (NBD-PZ-Val) with D-3-HBA in the presence of O-(7-azobenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) and N-ethyldiisopropylamine (DIEA) to produce a fluorescent derivative. The formed derivative was monitored fluorimetrically at λex=489nm and λem=532nm. The HPLC analysis was carried out by use of a C18 analytical column (Synergy Hydro 150mm×3mm, i.d., 4μm) with a binary gradient elution program of 0.1% aqueous trifluoroacetic acid versus methanol. The method showed satisfactory linearity (r2=0.9997) in the range from 20 to 500μmol/L. The limit of detection (LOD) of the method was 7.7μmol/L, while the limit of quantitation (LOQ) was 25.8μmol/L. The analytical method was successfully applied to human plasma samples from normal healthy subjects. © 2013 Elsevier B.V. Source


Fontana E.,Accelera Srl | Pignatti A.,Accelera Srl | Venegoni S.,Chemessentia SRL | Bray M.A.,Drugs for Neglected Diseases Initiative DNDi CH
Journal of Labelled Compounds and Radiopharmaceuticals | Year: 2011

The preparation of deuterium labeled fexinidazole, a 5-nitroimidazole drug candidate for the treatment of Human African Trypanosomiasis, and its two main metabolites (fexinidazole sulfoxide and fexinidazole sulfone) for use as internal standards for liquid chromatography-mass spectrometry are reported. Additionally, the synthesis of a 14 C-labeled version of fexinidazole for absorption, distribution, metabolism, and excretion studies is also described via a five-step procedure starting from commercially available potassium [ 14 C]cyanide. Copyright © 2011 John Wiley & Sons, Ltd. Source


Riva R.,University of Genoa | Banfi L.,University of Genoa | Castaldi G.,Chemessentia SRL | Ghislieri D.,Chemessentia SRL | And 4 more authors.
European Journal of Organic Chemistry | Year: 2011

A very short and cost-effective synthesis of the commercial drug paliperidone has been achieved starting from its parent compound risperidone, through a thoroughly optimized oxidation with air under basic conditions. A very short and cost-effective synthesis of the commercial drug paliperidone (1) has been achieved starting from its parent compound risperidone, through a thoroughly optimized oxidation with air under basic conditions. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Moni L.,University of Genoa | Banfi L.,University of Genoa | Basso A.,University of Genoa | Carcone L.,Chemessentia SRL | And 2 more authors.
Journal of Organic Chemistry | Year: 2015

Lipase mediated desymmetrization of a meso-diol (1,2-cyclopentanedimethanol) allows the synthesis of both enantiomers of some chiral aldehydes, whose behavior in Passerini and Ugi reactions has been explored. Exploiting these two complementary multicomponent reactions and coupling them with a subsequent cyclization process, we observed that 6 out of all 8 possible stereoisomers of peptidomimetic pyrrolidines can be obtained in good yields. The potential of these protocols has been proved by the development of a new efficient synthesis of antiviral drug telaprevir. © 2015 American Chemical Society. Source

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