Crystal structure and Hirshfeld surface analysis of 3-methyl-4-oxo-N-phenyl-3,4-dihydroquinazoline-2-carbothioamide

The asymmetric unit of the title compound, C16H13N3OS, comprises two molecules (A and B) with similar conformations that differ mainly in the orientation of the phenyl group relative to the rest of the molecule, as expressed by the Cthioamide—Nthioamide—Cphenyl—Cphenyl torsion angle of 49.3 (3)° for molecule A and of 5.4 (3)° for molecule B. In the crystal, two intermolecular N—H...N hydrogen bonds lead to the formation of a dimer with R 2 2(10) graph-set notation. A Hirshfeld surface analysis revealed that H...H interactions are the most important intermolecular interactions, contributing 40.9% to the Hirshfeld surface.

Bridge control of photophysical properties in benzothiazole-phenoxazine emitters – from thermally activated delayed fluorescence to room temperature phosphorescence

The bridging phenyl group in a fluorescent phenoxazine-benzothiazole donor-acceptor dyad is replaced by either a naphthalene or a thiophene moiety to probe the influence of a more extended conjugated system...

Characterization of Aniline Degradation by A Previously Isolated Molybdenum-reducing Pseudomonas sp.

Microorganisms play an integral role in detoxification and removal of toxic compounds from the environment. Aniline is the simplest aromatic amine, consisting of a phenyl group attached to an amino group that is used as herbicide to control weeds. Aniline is detrimental to both environment and health. In this research, six previously isolated bacteria (isolate A-F) were screened on Bushnell Hass media for their potential to grow and utilize aniline as a sole carbon source. Isolate A (Pseudomonas sp.) was found to tolerate and grow best with aniline sole source of carbon. Optimum conditions for aniline degradation by this isolate were found to be pH 6.0, temperature between 30 and 37 °C, inoculums size of 600 μL, aniline concentration of 200 mg/L and incubation time of 96 h. The capacity of this isolate to reduce toxic aniline to less toxic form is novel and makes the bacterium important instrument for bioremediation of this pollutant.

Reactivity-Selectivity Principle: Phenyl Group in Indazole Makes It More Lucid

Linear free energy relationship (LFER) plots are constructed for the deprotonation equilibriums (pKaH+) of pyrazolium and indazolium (benzopyrazolium) cations. The reaction constants Taft * and Hammett  are found to be 2.75 and 1.32 for deprotonation (pKaH+) of pyrazolium and indazolium cations respectively. Higher value of Taft * than the Hammett  is explained in terms of extra stability of the indazolium cation due to its greater number of resonance structures. This article is an exercise to undergraduate students for writing different resonance structures of indazolium cation.

Tetraalkyl Hydroxymethylene-bisphosphonate and Dialkyl 1-Diphenylphosphinoyl-1-hydroxy-ethylphosphonate Derivatives by the Pudovik Reaction and Their Rearranged Products

The reaction of diethyl α-oxoethylphosphonate and diethyl oxobenzylphosphonate with diethyl phosphite, dimethyl phosphite, and diphenylphosphine oxide affords, depending on the substrates and conditions (nature and quantity of the amine catalyst, temperature, and solvent), the Pudovik adduct and/or the corresponding >P(O)–CH–O–P(O)< product formed by rearrangement. The nature of the substituent on the central carbon atom (a methyl or phenyl group) influences the inclination for the rearrangement. The asymmetric products (either adducts or rearranged species) with different P(O)Y functions (Y = RO or Ph) exhibit interesting NMR features.

Theoretical and X-ray studies on the cyclisation of 1-phenyl-5-(3-aryltriaz-1-en-1-yl)-1Hpyrazole- 4-carbonitriles and 2-amino-3-(3-aryltriaz-1-en-1-yl)maleonitriles: A comparison study

The present work investigates attempts to cyclise 1-phenyl-5-(3-aryltriaz-1-en-1-yl)-1H-pyrazole- 4-carbonitriles to the desired pyrazolo[3,4-d][1,2,3]triazinimine derivatives. The cyclisations were unfruitful, and a density functional theory study was performed. This revealed the 1-phenyl-5-(3-aryltriaz-1-en-1-yl)-1H-pyrazole-4-carbonitriles are more stable than the targeted pyrazolo[3,4-d][1,2,3]triazinimine derivatives, indicating that their cyclisation is thermodynamically disfavoured; the reactant 8c is more stable than the predicted six-membered ring products 9c by 5 kJ/mol. The effect of isomerisation of the methoxy-phenyl group in the self-assembly of 8c and 8d in the crystalline lattice was investigated. The intermolecular forces in solid state were analysed in the two structural isomers 8c and 8d using calculated HirshFeld surface; the analysis indicates that the intermolecular forces are stronger in 8c than 8d and hence 8c is denser than 8d by 0.071g/mL.

Exploring the Coordination Potential of Monodentate and Bidentate Bicyclic Guanidine Ligands

<p>This thesis reports investigations of the interaction of arene-bicyclic guanidine ligands, using the 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine (hppH) guandine (Figure i) as a foundation, with a variety of metal centres. Beginning with 1-benzyl-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine (Ph(CH2hpp)), attempts were made to coordinate this ligand to group 1 metal N{SiMe3}2- salts, which resulted in a novel NaN{SiMe3}2 crystal structure. Ligands comprised of a phenyl group with multiple hpp units in varying substitution patterns were also synthesised and reacted with group 1 metal N{SiMe3}2- salts to investigate the possibility of bidentate and tridentate arene-hpp coordination. This resulted in the synthesis of two novel compounds containing KN{SiMe3}2. Both sigma and pi-interactions with potassium were observed in the crystal structure of one of these compounds. NMR data that support analogous coordination to lithium and sodium analogues were also obtained. The ligands with multiple hpp units were introduced to highly reactive main group antinomy and bismuth species in an attempt to achieve a coordination with increased hapticity of the pi-interaction. A novel antimony structure was obtained with asymmetric coordination of an arene-hpp ligand in which an intramolecular C-H activation was achieved. An N-phosphino guaninde was synthesised and employed in this research due its potential to coordinate through both its available nitrogen and phosphorus atoms. This ligand was reacted with a variety of metal centres which revealed information about the strength of the N-P bond in the ligand. Two novel crystal structures were obtained which both contained novel group 1 clusters with coordinating hpp units. Finally, attempts were made to coordinate Ph(CH2hpp) to transition metal halides and N{SiMe3}2- salts. These attempts resulted in one novel crystal structure.</p>

Exploring the Coordination Potential of Monodentate and Bidentate Bicyclic Guanidine Ligands

<p>This thesis reports investigations of the interaction of arene-bicyclic guanidine ligands, using the 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine (hppH) guandine (Figure i) as a foundation, with a variety of metal centres. Beginning with 1-benzyl-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine (Ph(CH2hpp)), attempts were made to coordinate this ligand to group 1 metal N{SiMe3}2- salts, which resulted in a novel NaN{SiMe3}2 crystal structure. Ligands comprised of a phenyl group with multiple hpp units in varying substitution patterns were also synthesised and reacted with group 1 metal N{SiMe3}2- salts to investigate the possibility of bidentate and tridentate arene-hpp coordination. This resulted in the synthesis of two novel compounds containing KN{SiMe3}2. Both sigma and pi-interactions with potassium were observed in the crystal structure of one of these compounds. NMR data that support analogous coordination to lithium and sodium analogues were also obtained. The ligands with multiple hpp units were introduced to highly reactive main group antinomy and bismuth species in an attempt to achieve a coordination with increased hapticity of the pi-interaction. A novel antimony structure was obtained with asymmetric coordination of an arene-hpp ligand in which an intramolecular C-H activation was achieved. An N-phosphino guaninde was synthesised and employed in this research due its potential to coordinate through both its available nitrogen and phosphorus atoms. This ligand was reacted with a variety of metal centres which revealed information about the strength of the N-P bond in the ligand. Two novel crystal structures were obtained which both contained novel group 1 clusters with coordinating hpp units. Finally, attempts were made to coordinate Ph(CH2hpp) to transition metal halides and N{SiMe3}2- salts. These attempts resulted in one novel crystal structure.</p>

Docking Studies, Synthesis and Evaluation of Novel Pyrimidin-2-one Derivatives As a Dipeptidyl Peptidase IV Inhibitors

Diabetes is a disorder which is characterized by increase in blood glucose level beyond normal value. Now days it is a metabolic disorder and considered as one of the major cause for the death of patients worldwide. Hence there is always a need for the development of newer scaffolds which are useful in treatment of diabetes. In the research computational chemistry plays an important role to discover new possible medicines. In this work, docking analysis has been carried out to study the effects of substituted pyrimidin-2-one on Dipeptidyl peptidase-4 (DPP4). Docking study shows that compound A5 having 2,4-difluorophenyl and 2-hydroxy phenyl group has a potent (IC50 28.13 µM), selective and in vitro efficacious DPP-4 inhibitor. Further molecular modeling revealed compound A5 can fit in the enzyme pocket topologically very well with the pyrimidin-2-one moiety providing hydrogen bond interaction with Glu 205 and Ser 209 of DPP-4. Based on these results, compound A5 might be a promising lead compound for further optimization in the treatment of T2DM.