2-ethylhexyl 4,4-dibutyl-10-ethyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecanoate

Basic toxicokinetics

Administrative data

Endpoint:

basic toxicokinetics in vitro / ex vivo

Type of information:

experimental study

Adequacy of study:

key study

Study period:

Study Plan: 19.01.2015 Experimental phase: 22.-23. 01.2015 Draft Report 26.01.2015 Final Report 27.01.2015

Reliability:

2 (reliable with restrictions)

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2015

Report date:

2015

Materials and methods

Objective of study:

metabolism

Test guideline

Qualifier:

no guideline followed

Principles of method if other than guideline:

The test Item was exposed to a simulated gastric environment (0.1 M HCl solution / 37 °C) for 4 hours. The organic metabolites were extracted with hexane and analyzed by 119Sn-NMR spectroscopy.

GLP compliance:

no

Test material

Test material information

Constituent 1

Reference substance name:

2-ethylhexyl 4,4-dibutyl-10-ethyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecanoate

EC Number:

234-186-1

EC Name:

2-ethylhexyl 4,4-dibutyl-10-ethyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecanoate

Cas Number:

10584-98-2

Molecular formula:

C28H56O4S2Sn

IUPAC Name:

2-ethylhexyl 4,4-dibutyl-10-ethyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecan-1-oate

Test material form:

other: liquid

Details on test material:

Name: Dibutyltin bis(2-ethylhexylthioglycolate)

CAS-Nr.: 10584-98-2
IUPAC: 2-ethylhexyl 4,4-dibutyl-10-ethyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecan-1-oate

Trivial Name: DBTE

Commercial Name: Mark 292

Water solubility: 3.58 x 10ˆ-3 g/l (20°C)

Partition Coefficient: Log Kow = 3.4 (22.1 °C)

Batch No.: AK115/001/00

Radiolabelling:

no

Applicant's summary and conclusion

Conclusions:

Interpretation of results (migrated information): other: DBTEC (Dibutyltin chloro 2-thyhlhexylester)is the only metabolite of DBTE that was formed in the simulated mammalian gastric environment
DBTE in-vitro metabolism can be monitored using 119Sn-NMR Spectroscopy by the decrease in a relative intensity of the 119Sn-NMR signal at ~72-74 ppm attributable to DBTE and an increase in the relative intensity of the signal at ~31-33 ppm characteristic to DBTEC.
Under the simulated gastric conditions (0.1 M HCl/pH 1.2/37°C) DBTE in-vitro metabolism equilibrated within 4 hours and resulted in the formation of DBTEC (a mono-chloro-ester of DBTE) at about 68%.
DBTC was not detected in the metabolyzed DBTE sample (no peak was found at DBTC = 129 ppm).

Executive summary:

The study showed that under the simulated gastric conditions (0.1 M HCl / pH 1.2 / 37 °C) DBTE hydrolyzes to its mono-chloro-ester DBTEC

It can be concluded that DBTEC is the only metabolite of DBTE that was formed in the simulated mammalian gastric environment. No DBTC was formed under the conditions of this study.

The¹¹⁹Sn-NMR Spectroscopy was used as a valuable analytical tool to directly identify and quantify all organotin components, which are formed as a result of the in-vitro metabolism of the test item.