2-Chloro--(4-hy-droxy-phen-yl)acetamide.

The title compound, CHClNO, is significantly distorted from planarity, with a twist angle between the planes through the hy-droxy-benzene and acetamide groups being 23.5 (2)°. This conformation is supported by intra-molecular C-H⋯O and N-H⋯Cl contacts.

Beware of -Benzoyloxybenzamides.

Following a High-Throughput Screening campaign to discover inhibitors of acid ceramidase, we report the novel and extremely potent covalent inhibitor, . Following resynthesis and stability monitoring, we discovered that is chemically unstable and reacts with DMSO at room temperature. This mode of decomposition is likely general for this class of compound, and we urge caution for their use in drug discovery research.

Ringing the Changes: Effects of Heterocyclic Ring Size on Stereoselectivity in [(η-CMe)RhCl], [(η-CMe)IrCl] and [Ru(η-cymene)Cl] Complexes of Chiral 3-Amino-1-Azacycles.

Ring size-dependent diastereoselective coordination of unsymmetrical diamines containing one azacyclic nitrogen and one exocyclic nitrogen to [(η-CMe)MCl] cores where M = Rh, Ir and [Ru(η-cymene)Cl] is reported herein. Total stereoselectivity was observed with the six- and seven-membered azacycles, whereas the five-derivative proved poorly selective. All complexes were active for transfer hydrogenation but showed no enantioselectivity with prochiral ketones.

Rationalizing the Influence of Small-Molecule Dopants on Guanine Crystal Morphology.

Many spectacular optical phenomena in animals are produced by reflective assemblies of guanine crystals. The crystals comprise planar H-bonded layers of π-stacked molecules with a high in-plane refractive index. By preferentially expressing the highly reflective π-stacked (100) crystal face and controlling its cross-sectional shape, organisms generate a diverse array of photonic superstructures.

Tetrahydrocarbazoles incorporating 5-arylidene-4-thiazolinones as potential antileukemia and antilymphoma targeting tyrosine kinase and tubulin polymerase enzymes: Design, synthesis, structural, biological and molecular docking studies.

Finding effective and selective anticancer agents is a top medical priority due to high clinical treatment demand. However, current anticancer agents have serious side effects and resistance development remains a big concern. This creates an urgent need for new multitarget drugs that could solve these problems.

Synthesis, crystal structure and Hirshfeld surface of ethyl 2-[2-(methyl-sulfan-yl)-5-oxo-4,4-diphenyl-4,5-di-hydro-1-imidazol-1-yl]acetate (thio-phenytoin derivative).

The di-hydro-imidazole ring in the title mol-ecule, CHNOS, is slightly distorted and the lone pair on the tri-coordinate nitro-gen atom is involved in intra-ring π bonding. The methyl-sulfanyl substituent lies nearly in the plane of the five-membered ring while the ester substituent is rotated well out of that plane. In the crystal, C-H⋯O hydrogen bonds form inversion dimers, which are connected along the - and axis directions by additional C-H⋯O hydrogen bonds, forming layers parallel to the plane.

A noble nexus: a phosphino-phen ligand for tethering precious metals.

Controlled formation of mixed-metal bimetallics was achieved two derivatised 1,10-phenanthroline ligands bearing an imino- or amino-phosphine appendage at the 5-position. Selective coordination of the phen group to the [Re(CO)Cl] core was achieved enabling precise construction of bimetallic complexes with a second rhenium centre or with gold. The mixed Ru/Au complex was similarly obtained with the imino-phosphine but access to the heterobimetallic iridium systems required prior formation of the P-bound gold complexes subsequent to the introduction of the [Ir(Ppy)] fragment.

Deville rebooted - practical NO synthesis.

Dinitrogen pentoxide (NO), the anhydride of nitric acid, was synthesised by Henri Étienne Sainte-Claire Deville in Paris in 1849 using silver nitrate and chlorine gas. Herein, we revisit, optimise, and modify Deville's method using photocatalysis to enable a safe, clean, practical, and reproducible alternative for NO synthesis in quantitative yields. Moreover, it is predicted that the modifications can accommodate an industrial scale-up, but the silver chloride generated must be recycled.

Diverse Reactivity of Amidinate-Supported Boron Centers with the Hypersilyl Anion and Access to a Monomeric Secondary Boron Hydride.

Diverse reactivity of the bulky tris(trimethylsilyl)silyl substituent [Si(SiMe)], also known as the hypersilyl group, was observed for amidinate-supported dichloro- and phenylchloroborane complexes. Treatment of the dichloroborane with potassium tris(trimethylsilyl)silyl led to the activation of the backbone β-carbon center and formation of saturated four-membered heterocyclic chloroboranes R'{Si(SiMe)}C(NR)BCl [R' = Ph, R = Cy (); R' = Ph, R = Pr (); R' = Bu, R = Cy ()], whereas the four-membered amidinate hypersilyl-substituted phenyl borane {PhC(NCy)B(Ph)[Si(SiMe)]} was observed for the case of an amidinate-supported phenylchloroborane. The highly deshielded B NMR spectroscopic resonance and the distinct difference in the Si NMR spectrum confirmed the presence of a σ-donating hypersilyl effect on compounds , , and .

Backbone-functionalised ruthenium diphosphine complexes for catalytic upgrading of ethanol and methanol to iso-butanol.

Efficient catalysts for Guerbet-type ethanol/methanol upgrading to iso-butanol have been developed Michael addition of a variety of amines to ruthenium-coordinated dppen (1,1-bis(diphenylphosphino)ethylene). All catalysts produce over 50% iso-butanol yield with >90% selectivity in 2 h with catalyst 1 showing the best activity (74% yield after this time). The selectivity and turnover number approach 100% and 1000 respectively using catalyst 6.

Synthesis and crystal structure of -phenyl-2-(phenyl-sulfan-yl)acetamide.

-Phenyl-2-(phenyl-sulfan-yl)acetamide, CHNOS, was synthesized and structurally characterized. In the crystal, N-H⋯O hydrogen bonding leads to the formation of chains of mol-ecules along the [100] direction. The chains are linked by C-H⋯π inter-actions, forming a three-dimensional network.

Welcoming Neighbour or Inhospitable Host? Selective Second Metal Binding in 5- and 6-Phospha-Substituted Bpy Ligands.

The controlled formation of mixed-metal bimetallics was realised through use of a -[Re(CO)(,'-bpy-P)Cl] complex bearing an exogenous 2,4,6-trioxa-1,3,5,7-tetramethyl-8-phosphaadamantane donor at the 5-position of the bpy. The introduction of gold, silver, and rhodium with appropriate secondary ligands was readily achieved from established starting materials. Restricted rotation about the C-P bond was observed in several of the bimetallic complexes and correlated with the relative steric bulk of the second metal moiety.

Crystal structures of sulfonamide protected bicyclic guanidines: ()-8-{[(-butyl-dimethyl-sil-yl)-oxy]meth-yl}-1-[(2,2,4,6,7-penta-methyl-2,3-di-hydro-benzo-furan-5-yl)sulfon-yl]-1,3,4,6,7,8-hexa-hydro-2-pyrimido[1,2-]pyrimidin-1-ium tri-fluoro-methane-sulfonate and ()-8-(iodo-meth-yl)-1-tosyl-1,3,4,6,7,8-hexa-hydro-2-pyrimido[1,2-]pyrimidin-1-ium iodide.

Two compounds, ()-8-{[(-butyl-dimethyl-sil-yl)-oxy]meth-yl}-1-[(2,2,4,6,7-penta-methyl-2,3-di-hydro-benzo-furan-5-yl)sulfon-yl]-1,3,4,6,7,8-hexa-hydro-2-pyrimido[1,2-]pyrimidin-1-ium tri-fluoro-methane-sulfonate, CHNOSSi·CFOS, () and ()-8-(iodo-meth-yl)-1-tosyl-1,3,4,6,7,8-hexa-hydro-2-pyrimido[1,2-]pyrimidin-1-ium iodide, CHINOS·I, (), have been synthesized and characterized. They are bicyclic guanidinium salts and were synthesized from -(-but-oxy-carbon-yl)-l-me-thio-nine (Boc-l-Met-OH). The guanidine is protected by a 2,2,4,6,7-penta-methyl-dihydro-benzo-furan-5-sulfonyl (Pbf, ) or a tosyl () group.

Structure Determination of Biogenic Crystals Directly from 3D Electron Diffraction Data.

Highly reflective assemblies of purine, pteridine, and flavin crystals are used in the coloration and visual systems of many different animals. However, structure determination of biogenic crystals by single-crystal XRD is challenging due to the submicrometer size and beam sensitivity of the crystals, and powder XRD is inhibited due to the small volumes of powders, crystalline impurity phases, and significant preferred orientation. Consequently, the crystal structures of many biogenic materials remain unknown.

Novel sulfonamide-phosphonate conjugates as carbonic anhydrase isozymes inhibitors.

The three-components one-pot Kabachnik-Fields reaction of sulfapyridine, diethyl phosphite, and aldehyde under thermal catalysis reaction condition in the presence of bismuth (III) triflate as a catalyst afford the corresponding sulfonamide-phosphonates (3a-3p) in good to excellent yields (78%-91%). The structures of the new synthesized compounds were elucidated and confirmed by variable spectroscopic studies. Single crystal X-ray studies for 3a, 3d, and 3i verified the proposed structure.

Nanoparticles of a Pyrazolo-Pyridazine Derivative as Potential EGFR and CDK-2 Inhibitors: Design, Structure Determination, Anticancer Evaluation and In Silico Studies.

The strategic planning of this study is based upon using the nanoformulation method to prepare nanoparticles and of the previously prepared 4,5-diphenyl-1-pyrazolo[3,4-]pyridazin-3-amine () after confirming its structure with single crystal X-ray analysis. These nanoparticles exhibited promising cytotoxic activity against HepG-2, HCT-116 and MCF-7 cancer cell lines in comparison with the reference doxorubicin and the original derivative . Moreover, their inhibitory assessment against EGFR and CDK-2/cyclin A2 displayed improved and more favorable impact than the parent and the references.

Synthesis, crystal structure and anti-proliferative activity of 2-[(4-acetyl-phen-yl)carbamo-yl]phenyl acetate.

2-[(4-Acetyl-phen-yl)carbamo-yl]phenyl acetate, CHNO, has been synthesized and structurally characterized. In the structure, N-H⋯O hydrogen-bonding inter-actions form chains of mol-ecules aligned along the [101] direction. The chains are linked by π-π and C-H⋯π inter-actions, forming a three dimensional network.

Indole-Based Compounds as Potential Drug Candidates for SARS-CoV-2.

The COVID-19 pandemic has posed a significant threat to society in recent times, endangering human health, life, and economic well-being. The disease quickly spreads due to the highly infectious SARS-CoV-2 virus, which has undergone numerous mutations. Despite intense research efforts by the scientific community since its emergence in 2019, no effective therapeutics have been discovered yet.

Synthesis and crystal structures of ()-'-(4-chloro-3-nitro-benzyl-idene)acetohydrazide and ()-2-(4-chloro-benzyl-idene)-1-(quinolin-8-yl)hydrazine.

The syntheses of two benzyl-idenehydrazine derivatives, namely, ()-'-(4-chloro-3-nitro-benzyl-idene)acetohydrazide, CHClNO, and ()-2-(4-chloro-benzyl-idene)-1-(quinolin-8-yl)hydrazine, CHClN, are reported. The mol-ecules have been characterized using IR, H NMR, C NMR and mass spectro-scopic and elemental analysis techniques, and their structures have been determined by single-crystal X-ray diffraction.

Pendant Modification of Poly(methyl methacrylate) to Enhance Its Stability against Photoirradiation.

Photostabilization of functional polymeric materials is important for protection against aging and ultraviolet (UV) irradiation. There is, therefore, the impetus to modify polymers to increase their resistance to photodegradation and photooxidation on extended exposure to UV light in harsh conditions. Various polymeric additives have been designed and synthesized in recent years, and their potential as photostabilizers has been explored.

Spiroindole-containing compounds bearing phosphonate group of potential M-SARS-CoV-2 inhibitory properties.

Microwave-assisted reaction of 3,5-bis((E)-ylidene)-1-phosphonate-4-piperidones 3a‒g with azomethine ylide (produced through interaction of isatins 4 and sarcosine 5) cycloaddition afforded the corresponding (dispiro[indoline-3,2'-pyrrolidine-3',3″-piperidin]-1″-yl)phosphonates 6a‒l in excellent yields (80-95%). Structure of the synthesized agents was evidenced by single crystal X-ray studies of 6d, 6i and 6l. Some of the synthesized agents revealed promising anti-SARS-CoV-2 properties in the viral infected Vero-E6 cell technique with noticeable selectivity indices.

()-5-(4-Meth-oxy-phen-yl)-'-(2-oxoindolin-3-yl-idene)-1-phenyl-1-pyrazole-3-carbohydrazide.

The asymmetric unit of the title compound, CHNO, is composed of two independent mol-ecules with slightly different conformations. The extended structure features N-H⋯O hydrogen bonds as well as π-π inter-actions.

Unraveling the Complex Solid-State Phase Transition Behavior of 1-Iodoadamantane, a Material for Which Ostensibly Identical Crystals Undergo Different Transformation Pathways.

Phase transitions in crystalline molecular solids have important implications in the fundamental understanding of materials properties and in the development of materials applications. Herein, we report the solid-state phase transition behavior of 1-iodoadamantane (1-IA) investigated using a multi-technique strategy [synchrotron powder X-ray diffraction (XRD), single-crystal XRD, solid-state NMR, and differential scanning calorimetry (DSC)], which reveals complex phase transition behavior on cooling from ambient temperature to ca. 123 K and on subsequent heating to the melting temperature (348 K).

Synthesis and crystal structure of -(5-acetyl-4-methyl-pyrimidin-2-yl)benzene-sulfonamide.

-(5-Acetyl-4-methyl-pyrimidin-2-yl)benzene-sulfonamide, CHNOS, was sythesized and characterized by single-crystal X-ray diffraction. In the crystal, π-π inter-actions between the phenyl and pyrimidine groups of neighbouring mol-ecules form mol-ecular chains parallel to [010]. Adjacent mol-ecular chains are linked by N-H⋯N hydrogen-bonding inter-actions between the pyrimidine and amine groups of neighbouring mol-ecules, resulting in a three-dimensional network.

Metal Oxide Nanoparticles Containing Clotrimazole to Suppress Photodegradation of Poly(Vinyl Chloride) Thin Films.

Pol(vinyl chloride) or PVC has functional properties that enable its use in many industrial applications. It suffers from aging, however, in harsh conditions (e.g.