A new synthetic route for obtaining α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one, a useful synthon for the preparation of biologically active compounds, has been developed from the bio-based platform derivative (2,5-bis-hydroxymethylfuran) BHMF. The reaction occurs with good selectivity in water,...

R,S-4′-Methyl-α-pyrrolidinohexanophenone (MPHP) is a new designer drug which has appeared on the illicit drug market. The aim of this study was to identify the MPHP metabolites using solid-phase extraction, ethylation or acetylation, as well as to develop a toxicological detection procedure in...

Dozens of strategies have been described for the synthesis of α-hydroxyamides over the years, but they share common drawbacks in terms of generality and tolerability, especially to acid labile functionalities. Here we report a truncated Passerini reaction suitable for the easy and mild preparat...

Novel Cu(II), Fe(III), Co(III) and Ni(II) coordination compounds with a 2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)carbothioamide have been synthesized and characterized by single crystal X-ray diffraction, IR, UV–Vis, 1H, (13C) NMR and X-ray photoelectron spectroscopy. The optimal c...

(2S,3R)-N-(1′,1′-Dimethyl-2′-propenyl)-3-hydroxytryptophan, a key amino acid of the anti-inflammatory cyclic peptide, cyclomarin C, has been synthesized stereoselectively, with full protection, from l-tryptophan for the first time.

The design and synthesis of 16-membered macrolides modified at the C-3 position are described. Starting from fully protected intermediate (5), appropriate modifications including Heck reaction were performed to furnish 3-O-(3-aryl-2-propenyl)leucomycin A7 analogues (9a–9m). These leucomycin A7 ...

Free radical copolymerisation of tert-butyl methacrylate (1) with 2-isopropenyl isocyanate (2) has been investigated. Reactivity ratios of r1=3.48±0.60 for 1 and r2=0.004±0.04 for 2 were obtained. As 2-propenyl isocyanate has almost no tendency to homopolymerise maximum isocyanate content is r...

In this study, two acid catalysts, acetic acid (HAc) and sulfuric acid (H2SO4), were compared in thermal pretreatments of corn stover, in particular to assess the less understood fate of lignin. HAc-insoluble lignin, analyzed by pyrolysis GC–MS, showed decreasing levels (%) of Cα-oxidized (fro...

2-methoxy-4-(2-propenyl)phenoxy acetic acid (MPPA) is a synthetic drug previously developed to mimic hypolipidemic activity and reduce side-effects of α-asarone, a vegetal extract used in traditional medicine to treat cardiovascular, neurological and other human disorders. MPPA was here evaluat...

In this work, an enlarged series of 1,2,4-triazolo[4,3-a]pyrazin-3-ones was designed to target the human (h) A2A adenosine receptor (AR) or both hA1 and hA2A ARs. The novel 8-amino-1,2,4-triazolopyrazin-3-one derivatives 1–25 featured a phenyl or a benzyl pendant at position 2 while different a...

5‐Methyl‐2‐[(4‐methyl‐2‐nitrophenyl)amino]‐3‐thiophenecarbonitrile is an example of conformational and color polymorphism. The compound crystallizes in red (R), dark red (DR), light red (LR), and orange (O) modifications. There are two specific goals for this study. One is to characteriz...

ABSTRACTSolid–solid transformation of 5-methyl-2-[(4-methyl-2-nitrophenyl)amino]-3-thiophenecarbonitrile from the dark-red to the red form was investigated. By controlled crystallization, the dark-red form was prepared and the crystals were sieved into fractions: coarse (>250 µm), medium (125–...

A series of phenoxyethylamine derivatives was designed and synthesized to discover potent and selective human α1D adrenoceptor (α1D adrenergic receptor; α1D–AR) antagonists. Compound 7 was taken from our internal compound collection as an attractive starting point and exhibited moderate bind...

A facile synthesis of 4-amino-N-benzylbenzo[b][1,8]naphthyridin-2(1H)-ones 3 is described from N-benzyl-N-(3-cyanoquinolin-2-yl)acetamides 2 with t-BuOK in excellent yields in mild conditions. These reactions proceeded at room temperature under aerobic atmosphere in very short period. The cycliz...

Series novel of 2-(substituted)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one (4a–e) and its urea (7a–f), sulfonamide (9a–d) and acetamide (12a–d) derivatives were synthesized and were characterized by 1H NMR, 13C NMR and LC–MS analysis and were screened for their antimicrobial activities. The ...

Two novel quinazoline derivatives named as; 3-[(4-hydroxy-3-methoxy-benzylidene)-amino]-2-p-tolyl-3H-quinazolin-4-one (5) and 2-p-Tolyl-3-[3,4,5-trimethoxy-benzylidene-amino]-3H-quinazolin-4-one (6) in addition to one acetamide derivative named as 2-(2-Hydroxycarbonylphenylamino)-N-(4-aminosulph...

A novel series of amine and amide derivatives of 4-amino-3,4-dihydro-2H-naphthalen-1-one were synthesised. The amine derivatives were evaluated for mast cell stabilising activity in rodent mast cell preparations against the reference compound disodium cromoglycate and found to possess significan...

Herein we describe the discovery of compound 3g, a potent positive inotropic agent compared with the standard drug, milrinone. Compound 3g was developed from a series of 2-(4-substitutedbenzyl-1,4-diazepan-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl) acetamides found in an evaluation ...

In an attempt to search for more potent positive inotropic agents, a series of 2-(4-substitutedmethylpiperazin-1-yl)-N-(3,4-dihydro-3-oxo-2H-benzo[b][1,4]oxazin-7-yl)acetamides were synthesized and their positive inotropic activities were evaluated by measuring left atrium stroke volume on isola...

Publisher SummaryThis chapter reviews the theoretical studies concerned with the basic properties of phenol structures, which lead to the study and analysis of aromatic molecules. Five basic methodologies used in the determination of phenolic rings, accounting for the preparation of napthol and ...