Hydro­gen bonding in 2-(hydroxy­methyl)-1,3-propane­diol and N,N′-bis­[2-hydroxy-1,1-bis­(hydroxy­methyl)­ethyl]­malon­amide

The mol­ecule of 2-(hydroxy­methyl)-1,3-propane­diol, C₄H₁₀O₃, lies across a mirror plane in space group P2₁/m, with disorder of both terminal hydroxyl H atoms. The molecules are linked by three O—H⋯O hydrogen bonds which combine to form sheets; in each O—H⋯O bond, the H atom resonates between the two O atoms. In the crystal structure of N,N′-­bis­[2-hydroxy-1,1-bis­(hydroxy­methyl)­ethyl]­malon­amide, C₁₁H₂₂N₂O₈, the molecule lies about a twofold axis and has four strong hydrogen bonds which form a mixture of chains and dimers; these combine to give a three-dimensional supramolecular framework.     

Encapsulation of organotin compounds in metal acetate glasses

Triorganotin halides, oxides and sulphides can be dissolved in molten, mixed-metal acetates at ca 140–160°C without decomposition; quenching provides glasses into which are encapsulated the organotin species. Halide/acetate and oxide/acetate, but not sulphide/acetate, exchanges occur in the melt. Only partial exchange was found for hindered trineophyl tin chloride [(PhCMe₂CH₂)₃SnCl], in contrast to the complete exchanges observed for the butyl (Bu), phenyl (Ph) and cyclohexyl (Cy) analogues. Complete oxide/acetate exchange was found for (Bu₃Sn)₂O, partial exchange occurred for (Cy₃Sn)₂O, whilst no exchange resulted with bis(trineophyltin) oxide or (Ph₃Sn)₂O. Tin–tin bonds (e.g. as in Ph₃SnSnPh₃) and carbon–tin bonds (even the allyl–Sn bond in Bu₃SnCH₂CH?CH₂) are not affected. The acetate glasses dissolve in aqueous media with release of the organotin species and they have potential as slow-release systems which is currently being investigated.     

Synthesis of Novel Ethyl (substituted)phenyl‐4‐oxothiazolidin‐3‐yl)‐1‐ethyl‐4‐oxo‐1,4‐dihydroquinoline‐3‐Carboxylates as Potential Anticancer Agents

A series of ethyl (substituted)phenyl‐4‐oxothiazolidin‐3‐yl)‐1‐ethyl‐4‐oxo‐1,4‐dihydroquinoline‐3‐carboxylates ( 7a , 7b , 7c , 7d , 7e , 7f , 7g ) has been prepared from reactions between aminoquinolones 6 with arenealdehydes and mercaptoacetic acid. The critical intermediates, 6 a and 6b , were obtained from appropriate amines by a sequence of steps involving (i) reaction with diethylethoxymethylenemalonate, (ii) thermal cyclization in diphenyl ether, (iii) ethylation and (iv) Pd/C catalyzed reduction. New compounds 7a , 7b , 7c , 7d , 7e , 7f , 7g were fully identified and characterized by NMR (¹H and ¹³C) and specifically for 7d by X‐ray crystallography. Compounds 7b , 7c , 7d , 7e , 7f were found not to exhibit activity at 10 uM concentrations against gastric ascitis (AGP‐01), gastric adenocarcinoma kind intestinal (ACP‐02), colon (HCT‐116) and murine melanome (B16F10) cancer cells. However, none exhibited cytotoxicity against normal cells human fibroblast (MRC‐5), murine fibroblast (NIH3T3) and normal human melanocyte (Melan‐A).     

[(2,3-O-Isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranosyl]-triphenylstannane

The synthesis, IR, MS, solution and solid state NMR spectra and X-ray structure of (2,3-O-isopropylidene-5-O-(triphenylmethyl)--D-ribofuranosyl]triphenylstannane 1 (R₃Sn) are reported. Compound, 1 (R₃Sn) crystallizes in the orthorhombic space group C222₁ (Z = 8), with a = 8.935(4), b = 17.058(7), c = 47.94(5)Å. There are two short tin–oxygen separations, at 3.030(7) [involving O4, on an alpha carbon] and 3.094(7) Å [involving O2, on a beta carbon]. Only the O4 atom is considered to form a weak and additional bond to tin; this results in a deviation of the geometry at tin toward trigonal bypramid from tetrahedral, with O4 and C34 in the axial sites [C34– Sn–O4=152.3(3)°]. The conformation of the ribofuranosyl ring in the solid state is E _o [P, the phase angle of pseudorotation, = 268.4(9)° and _max , the puckering amplitude, = 38.0(6)°], while the isopropylidene ring conformation is between the envelope form, E _C6, and the twist form, ^O3 T _C6 [P = 46.5(10)° and _max = 36.9(6)°]. In solution, the ribofuranosyl ring adopts a conformation between E _o and ¹ T _o.