Targeting nitric oxide synthase with 99mTc/Re-tricarbonyl complexes containing pendant guanidino or isothiourea moieties

Design, synthesis and insecticidal activity of novel hydrocarbylidene nitrohydrazinecarboximidamides

“…The precursors 5 were prepared in several steps. S ‐Methylisothiourea sulphate ( 1 ) was nitrated directly with nitric acid and sulphuric acid to produce the intermediate 2 , which has been well documented in the literature . Compound 2 was reacted with phthalyl chloride to give intermediate 3 which on reaction with various benzylamines gave compound 4 .…”

Evaluation of novel 99mTc(I)-labeled homobivalent α-melanocyte-stimulating hormone analogs for melanocortin-1 receptor targeting

“…The bifunctional chelator pz(Boc)(CO 2 H) 2 -A was synthesized starting with the precursor pz(Boc)(NH 2 ), whose preparation had already been described by our group (Scheme 1a) [39,40]. The aza-Michael addition reaction of the primary amine in pz(Boc)(NH 2 ) with excess methyl acrylate gave a diester intermediate that upon hydrolysis in basic conditions gave pz(Boc)(CO 2 H) 2 -A in good overall yield (58%) [47].…”

“…Fmoc-Lys(methyltrityl), the acid-labile Sieber resin, and 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) were purchased from Novabiochem (Merck, Lisbon, Portugal). 4-((2-(tert-Butoxycarbonylamino)ethyl)(2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl) amino)butanoic acid [pz(Boc)(CO 2 H)], tert-butyl 2-((3-aminopropyl)(2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)amino) ethylcarbamate [pz(Boc)(NH 2 )], N-tert-butyloxycarbonyl-1,2-ethylenediamine (Boc-NHCH 2 CH 2 NH 2 ), and 2-(1-(2-((2-(tert-butoxycarbonylamino)ethyl)(4-ethoxy-4-oxobutyl) amino)ethyl)-3,5-dimethyl-1H-pyrazol-4-yl)acetic acid [pz(Boc)(CO 2 H)(CO 2 Et)-B] were prepared as described elsewhere [38][39][40][41]. 1 H and 13 C NMR spectra were recorded with a Varian Unity 300 MHz spectrometer at room temperature.…”

“…An IsoLink Ò kit (Mallinckrodt-Covidien, Petten, The Netherlands) was used to prepare the radioactive precursor fac-[ 99m Tc(CO) 3 (H 2 O) 3 ] ? as described elsewhere [39,40,42]. The synthon fac-[Re(CO) 3 (H 2 O) 3 ]Br was also prepared according to a method described previously [43].…”

Proceedings for OctoberCEST, the third international workshop on CEST imaging, 15–17 October 2012

“…NOS appears to be a promiscuous enzyme with broad substrate scope . Recently, several chelators compatible with SPECT relevant isotopes have been designed, synthesized and subsequently found to undergo the NOS ‐mediated transformation ,. We envisioned that selected Ln 3+ complexes of l arginine modified DOTAM might represent suitable substrates for the NOS ‐mediated oxidation, resulting in the formation of l ‐citrulline‐containing complexes.…”