Synthesis of arylmethylureas and the influence of structure on their antispasmodic activity

Synthesis and Structural Characterization of Spiro(fluorene-9,4′-imidazolidine)-2′,5′-dione and (9H-Fluorene-9-yl)urea

“…In the IR spectrum of compound 2 the absorption bands at 1,750 ( 2 C=O) and 1,712 ( 4 C=O) cm -1 are characteristic for the asymmetric and symmetric stretching of the carbonyl groups from the hydantoin ring [26][27][28]. In the IR spectra of the (9H-fluorene-9-yl)urea, 3 the absorption bands are shifted to 1,656 cm -1 (amide I) and 1,569 (amide II, NH-C=O) cm -1 and thus characterize the asymmetric and symmetric stretching of the carbonyl stretch resonance for hydrogen-bonded urea group [26][27][28][29][30]. Interestingly in [29] only three bands [1,645 cm -1 (C=O), 3,320 and 3,440 cm -1 (NH, NH 2 )] are reported as characteristic for 3.…”

“…In the IR spectra of the (9H-fluorene-9-yl)urea, 3 the absorption bands are shifted to 1,656 cm -1 (amide I) and 1,569 (amide II, NH-C=O) cm -1 and thus characterize the asymmetric and symmetric stretching of the carbonyl stretch resonance for hydrogen-bonded urea group [26][27][28][29][30]. Interestingly in [29] only three bands [1,645 cm -1 (C=O), 3,320 and 3,440 cm -1 (NH, NH 2 )] are reported as characteristic for 3. While the positions of the bands at 3,440 a The data is for the molecule through symmetry operation (-x, -y, -z); atoms C1=C3 and C6=C4 for 2 and 3 numbering scheme and 3,320 cm -1 coincide with the observed by us 3,477 and 3,311 cm -1 the reported value of 1,645 cm -1 in [29] is probably a combination of the experimentally observed by us peaks at 1,656 and 1,569 cm -1 .…”

Antihypoxic properties of organic compounds (A review)

“…Inlzoducing substiments into the benzene ring of ureas (irrespective of whether the terminal amino group is free or bound) results in vanishing of the antihypoxic properties. At the same time, we have demonstrated that (i) the group of benzylureas LXVII contains highly active anticonvulsive substances [130]; (ii) compounds LXVII with free amino groups exhibited no stimulating activity with respect to the cytochrome P-450 dependent monoox-ygenase system of mice liver [131 ]; and 0ii) their N'-aeyl derivatives showed a pronounced enzyme-stimulating activity [132]. Substituting a single hydrogen atom in the aliphatic fi-agmerit of benzylureas (compounds LXVIII and LXIX) generally leads to a marked increase in antihypoxic activity, as compared to that of benzylureas LXVII, with respect to all the studied models of acute hypoxi~,…”

“…Antihypoxic properties are observed among nonsteroidal antiinflammatory drugs [9, 10, 111, 1 t 2], nootropic agents [11][12][13][14][15][16][17][18][19][20][21][22][23][24], anticonvulsive drugs [I7, 20,21,25,42,110,130,134,145,153], and antiamnestic preparations [27,47,116,118].…”

Biginelli vs Hantzsch esters study under infrared radiation and solventless conditions

“…Furthermore, in relation to the previously mentioned protocols, it is worth noting that few papers have informed that the Hantzsch type molecules may be side products under standard Biginelli conditions. [12][13][14][15][16] These two classes of molecules represent heterocyclic systems of remarkable pharmacological activity. For example, a broad number of biological effects, including antiviral, antitumor, antibacterial, and anti-inflammatory activities, have been ascribed to them.…”