BackgroundThiazolidine-2,4-dione ring system is used as a pharmacophore to build various heterocyclic compounds aimed to interact with biological targets. In the present study, benzylidene-2,4-thiazolidinedione derivatives (compounds 2–5) were synthesized and screened against cancer cell lines ...

A method for the preparation of 4-hydroxyquinoline-2,3-dicarboxylates has been developed by aza-Michael addition reaction of N-(2-aminobenzoyl)benzotriazoles with dimethyl acetylenedicarboxylate. 4-Hydroxyquinoline-2,3-dicarboxylates were obtained in moderate to good yields (53–87%).

Recently, the development of the fluorinated PET tracer [18F]1a for imaging of CB2 receptors in the central nervous system was reported. [18F]1a showed high CB2 affinity and selectivity over the CB1 subtype, but rapid biotransformation in mice. In addition to the amide hydrolysis, oxidative N-de...

Twenty four derivatives of 5-azo-8-hydroxy-2-methylquinoline dyes with twenty three novel structures have been synthesized in an efficient one-pot synthesis protocol. Their properties were characterized by the combination of IR, NMR, MS, HRMS, GC-MS and electronic absorption spectroscopy. Two of...

The effect of double asymmetric induction for the synthesis of new cis-β-lactams by [2 + 2] cycloaddition reactions of chiral imines with a chiral ketene was investigated. The cycloaddition reaction was found to be totally diastereoselective leading exclusively to the formation of the cis-β-la...

The relevance of CB2R-mediated therapeutic effects is well-known for the treatment of inflammatory and neuropathic pain and neurodegenerative disorders. In our search for new cannabinoid receptor modulators, we report the optimization of a series of 1,2-dihydro-2-oxopyridine-3-carboxamide deriva...

The rapid discovery of β-glucocerebrosidase (GCase) inhibitors and pharmacological chaperones for Gaucher disease is described. The N-aminobutyl DNJ-based iminosugar was synthesized and conjugating with a variety of carboxylic acids to generate a N-diversely substituted iminosugar-based library...

A new class of chiral dienophiles, 5-alkoxy-2(5H)-furanones, has been developed. Both enantiomers of 5-menthyloxy-2(5H)-ftiranone are readily available in enantiomerically pure form, starting from furfural and d- or l-menthol. Excellent diastereoselectivities (d.e. β99%) are obtained in thermal...

Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepared in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly-Gly) either through a classical amide bond formation or throug...

The rates of the acid-catalyzed decarboxylation and amide hydrolysis of α-ketoglutaramic acid, the keto analog of glutamine, were investigated and the products of the reactions were characterized. In strong acid at 100°C, amide hydrolysis and decarboxylation occur with about equal facility, yi...

A method for simultaneous determination of 5-hydroxy-N-methyl-2-pyrrolidone (5-HNMP) and 2-hydroxy-N-methylsuccinimide (2-HMSI) was developed. These compounds are metabolites from N-methyl-2-pyrrolidone (NMP), a powerful and widely used organic solvent. 5-HNMP and 2-HMSI were purified from plasm...

The TiCl4-mediated [3+3] cyclocondensation of 1,3-bis(silyloxy)-1,3-butadienes with 1-chloro-1,1-difluoro-4,4-dimethoxybut-3-en-2-one or 1,1-difluoro-4,4-dimethoxybut-3-en-2-one afforded CF2Cl- and CF2H-substituted salicylates, respectively. The Me3SiOTf-mediated [3+3] cyclocondensation of the s...

The reaction of 3-chloropropyl phenyl ether (1) with lithium powder and a catalytic amount of DTBB (2.5% molar) in THF at −78°C followed by successive treatment with a carbonyl compound [E1 = ButCHO, Me2CO, (CH2)5CO] at −78 to 20°C and, after 1 h at this temperature, a second one [E2 = ButCHO,...

Metabolic studies on the coronary vasodilator, 1-chloro-2, 3-propanediol dinitrate (CPD), show that two metabolites can be isolated from the urine of dogs receiving the compound orally. The data suggest that the biotransformation of CPD commences with the splitting of the nitrate ester forming a...

The syntheses of the new compounds: 5-(2-chloropropyl)-[1,3,5]-dithiazinane (1), 3,5-di-(2-chloropropyl)-[1,3,5]-thiadiazinane (2) and 1,3,5-tri-(2-chloropropyl)-[1,3,5]-triazinane (3) and their N-borane adducts 1(BH3), 2(BH3)2 and 3(BH3)2 are reported. The heterocyclohexanes are derived from th...

The miscibility of poly(3-chloropropyl methacrylate) (PCPMA) with various polymethacrylates was studied by differential scanning calorimetry. PCPMA is miscible with poly(tetrahydrofurfuryl methacrylate) but immiscible with polymers of methyl methacrylate, ethyl methacrylate, n-propyl methacrylat...

Monosized-porous and hydrophilic polymer microspheres with reactive chlorine functionality were first obtained in the form of poly(3-chloro-2-hydroxypropyl methacrylate-co-ethylene dimethacrylate), poly(HPMA-Cl-co-EDMA) copolymer by a new seeded polymerization. A macromolecular ligand, polyethyl...

Sodium silicate from rice husk ash (RHA) was transformed to functionalized silica with 3-(chloropropyl)triethoxysilane (CPTES) via a simple sol–gel technique in a one-pot synthesis. The 29Si MAS NMR of the organo–silica complex (RHACCl) showed the presence of T2, T3, Q3 and Q4 silicon centers....

The present study investigated the possible involvement of the central amygdala (CeA) cannabinoid receptors type-1 (CB1Rs) in the interactive effects of morphine and nicotine on memory formation in a passive avoidance learning task. Our results showed that systemic administration of morphine (3 ...

RationaleThere is extensive literature regarding nicotine-opioid functional interactions. The possibility that use of nicotine products during adolescence might increase the risk of substance abuse such as morphine later in adulthood is particularly relevant to the current opioid crisis.