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Chemical Compound Review

Propanesultone     oxathiolane 2,2-dioxide

Synonyms: CCRIS 535, P50706_ALDRICH, PROPYL SULTONE, HSDB 1673, NSC-42386, ...
 
 
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Disease relevance of NSC 42386

 

High impact information on NSC 42386

  • Induction of anchorage-independent growth in human fibroblasts by propane sultone [6].
  • We have demonstrated a dose-dependent increase in the frequency of diploid human cells capable of anchorage-independent (AI) growth after treatment with the carcinogen propane sultone, followed by exponential growth to allow full expression of this phenotype (8 to 13 population doublings) [6].
  • A15 is derived from a tertiary amine, with one alkylic substituent (either C11 or C13) and two poly(ethylene oxide) tails (totaling 15 ethoxy residues), which is reacted with propane sultone [7].
  • Caffeine potentiation of propane sultone mutagenesis in barley [8].
  • Original data are presented on the efficacy of twenty potential cancer chemopreventive agents were screened for efficacy in the HEC Assay. Efficacy was determined by the ability of agents, at nontoxic concentrations, to reverse either of the propane sultone-induced biomarkers, enhanced growth and reduced involucrin expression [9].
 

Biological context of NSC 42386

 

Anatomical context of NSC 42386

 

Gene context of NSC 42386

  • Genotoxicological investigation of 1,3-propane sultone was undertaken using human lymphocyte cultures as the test system [10].
  • Sulfonations using propane sultone were performed directly onto PU or onto hydrophobic dodecanediol (DDO) grafted PU or onto hydrophilic poly(ethyleneoxide) (PEO) grafted PU [12].
 

Analytical, diagnostic and therapeutic context of NSC 42386

  • The Zwittergent preparations were treated with NaOH in order to destroy any propane sultone residue and this was checked by HPLC [13].

References

  1. Macromolecular complexes produced by 1,3-propanesultone. Zeldin, P.E., Bhattacharya, P.K., Kubinski, H., Nietert, W.C. Cancer Res. (1975) [Pubmed]
  2. Modification of the mutagenic activity of propane sultone by some phenolic antioxidants. Kaul, B.L., Tandon, V. Mutat. Res. (1981) [Pubmed]
  3. Quantitative comparison of carcinogenicity, mutagenicity and electrophilicity of 10 direct-acting alkylating agents and of the initial O6:7-alkylguanine ratio in DNA with carcinogenic potency in rodents. Bartsch, H., Terracini, B., Malaveille, C., Tomatis, L., Wahrendorf, J., Brun, G., Dodet, B. Mutat. Res. (1983) [Pubmed]
  4. Hyperthermic potentiation of chromosome aberrations by anticancer antibiotics. Vig, B.K., Cornforth, M., Farook, S.A. Cytogenet. Cell Genet. (1982) [Pubmed]
  5. 1,3-Propane sultone, an extremely potent experimental carcinogen: what should be expected in humans? Bolt, H.M., Golka, K. Toxicol. Lett. (2004) [Pubmed]
  6. Induction of anchorage-independent growth in human fibroblasts by propane sultone. Silinskas, K.C., Kateley, S.A., Tower, J.E., Maher, V.M., McCormick, J.J. Cancer Res. (1981) [Pubmed]
  7. Additives for immobilized pH gradient two-dimensional separation of particulate material: comparison between commercial and new synthetic detergents. Gianazza, E., Rabilloud, T., Quaglia, L., Caccia, P., Astrua-Testori, S., Osio, L., Grazioli, G., Righetti, P.G. Anal. Biochem. (1987) [Pubmed]
  8. Caffeine potentiation of propane sultone mutagenesis in barley. Singh, C., Kaul, B.L. Mutat. Res. (1985) [Pubmed]
  9. Correlation of chemopreventive efficacy data from the human epidermal cell assay with in vivo data. Elmore, E., Luc, T.T., Li, H.R., Buckmeier, J.A., Steele, V.E., Kelloff, G.J., Redpath, J.L. Anticancer Res. (2000) [Pubmed]
  10. Induction of chromosomal aberrations and sister chromatid exchanges by propane sultone in human lymphocytes in vitro. Kaul, B.L. Toxicol. Lett. (1985) [Pubmed]
  11. Differential growth response to exogenous calcium in normal and carcinogen-exposed primary human keratinocyte cell cultures. Steele, V.E., Wyatt, G.P., Kellof, G.J., Elmore, E. Anticancer Res. (1998) [Pubmed]
  12. Preparation and surface properties of PEO-sulfonate grafted polyurethanes for enhanced blood compatibility. Han, D.K., Jeong, S.Y., Ahn, K.D., Kim, Y.H., Min, B.G. Journal of biomaterials science. Polymer edition. (1993) [Pubmed]
  13. Local reactions of Zwittergent-containing meningococcal vaccine after intramuscular injection in rats: comparison with the effect of diphtheria-pertussis-tetanus-polio vaccine. Speijers, G.J., Danse, L.H., Beuvery, E.C., Derks, H.J., Vos, J.G. Vaccine (1988) [Pubmed]
 
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