14214-24-5

Usage

InChI:InChI=1/2C7H6O3.2C4H9.Sn/c2*8-6-4-2-1-3-5(6)7(9)10;2*1-3-4-2;/h2*1-4,8H,(H,9,10);2*1,3-4H2,2H3;/rC8H18Sn.2C7H6O3/c1-3-5-7-9-8-6-4-2;2*8-6-4-2-1-3-5(6)7(9)10/h3-8H2,1-2H3;2*1-4,8H,(H,9,10)

Upstream product

• 683-18-1 dibutyltin chloride 
• 69-72-7 salicylic acid 
• 818-08-6 di(n-butyl)tin oxide 

Relevant academic research and scientific papers

Cytotoxic effect, antitumour activity and toxicity of organotin derivatives with ortho- or para-hydroxy-benzoic acids

The cytotoxic and antitumour activities of five organotin complexes (1–5) with o-hydroxy-benzoic or p-hydroxy-benzoic acids were evaluated in a series of in vitro and in vivo experiments. All complexes exhibited strong cytotoxic activity against all cancer cells lines, whereas complexes 1, 2 and 4 induced apoptosis at significantly lower doses than complexes 3 and 5. Human cancer cells treated with increasing concentrations of complexes 1, 2 and 4 gradually lost their ability to form colonies. Only complexes 1 and 2 inhibited colony formation efficiency in rat leiomyosarcoma cells. Histopathology of liver and kidney showed mild damage and lung oedema after a single injection of 10 mg/kg body wt of complex 1 to Wistar rats. At higher doses (100 mg/kg body wt) brain stem oedema was observed. Daily administration of tumour-bearing Wistar rats (leiomyosarcoma) with 1 mg/kg body wt of complex 1 until death reduced the mean tumour growth rate by more than 3× fold and prolonged mean survival time by 120%. These findings indicate that the organotin complexes with ortho- or para-hydroxy-benzoic acids possess potent cytotoxic and antitumour activity and they could be used as potential chemotherapeutic agents.

Dimeric structures of Di-n-butyltin(IV) ortho-substituted dibenzoates

Reaction of (n-Bu)2SnO with ortho-substituted benzoic acids yielded the new tin(IV) derivatives (n-Bu)2Sn(O2CC6H4-o-OH)2 (1) and (U-Bu)2Sn(O2CC6H4-o-Cl)2 (2), whose X-ray analyses showed hydrogen bonding in 1 and long Sn-O bridges in 2, leading to dimeric formulations. Solid-state infrared and 119mSn M?ssbauer spectral data indicate carboxylate stretching frequencies and coordination at tin consistent with the X-ray structures. Comparison of related dicarboxylate tin compositions with similar structures reveals a correlation showing an increase in the C-Sn-C angle as the intermolecular Sn-O bond length decreases. The hydroxyl derivative 1 provides the first example of a hydrogen-bridged dimer formation. The geometry at tin is discussed in terms of a bicapped tetrahedron with four normal covalent bonds (two Sn-O and two Sn-C bond distances) and two longer Sn-O distances. The former define the tetrahedra and the latter the capped faces. The hydroxy derivative 1 crystallizes in the monoclinic space group P21/c with a = 9.345 (3) ?, b = 24.086 (5) ?, c = 10.839 (3) ?, β = 107.77 (2)°, and Z = 4. The chloro derivative 2 crystallizes in the monoclinic space group P21/c with a = 12.369 (2) ?, b = 8.830 (2) ?, c = 22.114 (5) ?, β = 102.18 (2); and Z = 4. The final conventional unweighted residuals are 0.038 (1) and 0.028 (2).