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Chemical Compound Review

Neoprene     2-chlorobuta-1,3-diene

Synonyms: Cloroprene, CHLOROPRENE, Chloropreen, CCRIS 873, CHEMBL555660, ...
 
 
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Disease relevance of Neoprene

 

Psychiatry related information on Neoprene

 

High impact information on Neoprene

 

Chemical compound and disease context of Neoprene

 

Biological context of Neoprene

 

Anatomical context of Neoprene

  • Following 2 years of inhalation exposure to 12.8, 32 or 80 p.p.m. chloroprene, increased incidences of lung and Harderian gland (HG) neoplasms were observed in B6C3F1 mice at all exposure concentrations [11].
  • Cancer potency of chloroprene is greater in the mouse lung than in the rat lung, but greater in the rat kidney than in the mouse kidney and nearly equivalent in the mammary gland of each species [2].
  • In incubations of chloroprene with liver microsomes containing GSH, several GSH conjugates were identified [20].
  • Isoprene induced both SCE and micronuclei, whereas chloroprene gave negative results for all cytogenetic end points assessed in bone marrow cells [18].
  • NADPH in microsomes reduces the hydroxocob(III)alamin form of vitamin B12 to cob(II)alamin and the supernucleophilic cob(I)alamin, which are both highly reactive toward xenobiotic epoxides formed by mammalian metabolism of dienes such as the industrially important chemicals chloroprene and 1,3-butadiene [21].
 

Associations of Neoprene with other chemical compounds

 

Gene context of Neoprene

  • DNA damage is suppressed in the presence of glutathione (GSH), catalase or superoxide dismutase. b) Chloroprene is mutagenic in Salmonella typhimurium but not carcinogenic, possibly due to inactivation by GSH-conjugations. c) Chlorodinitrobenzene is not mutagenic is Salmonella typhimurium in the presence of GSH [26].
  • Subjects are sealed in a LBNP chamber with the use of a flexible, neoprene waist seal and the chamber pressure is reduced to provide an increased vertical force [27].
  • Nine healthy males wearing neoprene wet suits (5 mm thick) were subjected to immersion to the neck in water at 1, 2, and 2.5 ATA while resting for 3 h [28].
  • Chloroprene (2-chloro-1,3-butadiene, 1) is oxidised by cytochrome P450 enzymes in mammalian liver microsomes to several metabolites, some of which are reactive towards DNA and are mutagenic [29].
  • The mean recoveries of methenamine hippurate from spiked test plates for '180 Grit' Stainless Steel, Teflon and WARCO White (neoprene and PVC) gasket material were 77.2, 96.1 and 50.6%, with RSDs of +/- 9.4 (n = 25), +/- 4.3 (n = 25) and +/- 36% (n = 20), respectively [30].
 

Analytical, diagnostic and therapeutic context of Neoprene

References

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  2. Multiple organ carcinogenicity of inhaled chloroprene (2-chloro-1,3-butadiene) in F344/N rats and B6C3F1 mice and comparison of dose-response with 1,3-butadiene in mice. Melnick, R.L., Sills, R.C., Portier, C.J., Roycroft, J.H., Chou, B.J., Grumbein, S.L., Miller, R.A. Carcinogenesis (1999) [Pubmed]
  3. Endocrinometabolic effects of whole versus segmental pancreas allotransplantation in diabetic patients--a two-year follow-up. Secchi, A., Dubernard, J.M., La Rocca, E., LeFrancois, N., Melandri, M., Martin, X., Touraine, J.L., Traeger, J., Pozza, G. Transplantation (1991) [Pubmed]
  4. Toxicity of chloroprene, 1,3-dichlorobutene-2, and 1,4-dichlorobutene-2. Clary, J.J. Environ. Health Perspect. (1977) [Pubmed]
  5. The effect of anterior cruciate ligament trauma and bracing on knee proprioception. Beynnon, B.D., Ryder, S.H., Konradsen, L., Johnson, R.J., Johnson, K., Renström, P.A. The American journal of sports medicine. (1999) [Pubmed]
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  9. Impact of immunosuppression on improvement of results in clinical pancreas transplantation. Melandri, M., Dubernard, J.M., Sanseverino, R., Camozzi, L., LeFrancois, N., Faure, J.L., Martin, X., La Rocca, E., Gelet, A., Touraine, J.L. Diabetes (1989) [Pubmed]
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  11. High frequency of codon 61 K-ras A-->T transversions in lung and Harderian gland neoplasms of B6C3F1 mice exposed to chloroprene (2-chloro-1,3-butadiene) for 2 years, and comparisons with the structurally related chemicals isoprene and 1,3-butadiene. Sills, R.C., Hong, H.L., Melnick, R.L., Boorman, G.A., Devereux, T.R. Carcinogenesis (1999) [Pubmed]
  12. Toxicity of inhaled chloroprene (2-chloro-1,3-butadiene) in F344 rats and B6C3F(1) mice. Melnick, R.L., Elwell, M.R., Roycroft, J.H., Chou, B.J., Ragan, H.A., Miller, R.A. Toxicology (1996) [Pubmed]
  13. Mortality patterns among industrial workers exposed to chloroprene and other substances I. General mortality patterns. Marsh, G.M., Youk, A.O., Buchanich, J.M., Cunningham, M., Esmen, N.A., Hall, T.A., Phillips, M.L. Chem. Biol. Interact. (2007) [Pubmed]
  14. Mortality patterns among industrial workers exposed to chloroprene and other substances II. Mortality in relation to exposure. Marsh, G.M., Youk, A.O., Buchanich, J.M., Cunningham, M., Esmen, N.A., Hall, T.A., Phillips, M.L. Chem. Biol. Interact. (2007) [Pubmed]
  15. Allergic contact dermatitis due to diphenylthiourea in a neoprene slimming suit. Alcántara, M., Martínez-Escribano, J., Frías, J., García-Sellés, F.J. Contact Derm. (2000) [Pubmed]
  16. Allergic contact dermatitis to thiourea in a neoprene knee brace. Sakata, S., Cahill, J., Nixon, R. Australas. J. Dermatol. (2006) [Pubmed]
  17. Aspects of the toxicology of chloroprene: immediate and long-term effects. Sanotskii, I.V. Environ. Health Perspect. (1976) [Pubmed]
  18. Results of NTP-sponsored mouse cytogenetic studies on 1,3-butadiene, isoprene, and chloroprene. Shelby, M.D. Environ. Health Perspect. (1990) [Pubmed]
  19. Identification of adducts derived from reactions of (1-chloroethenyl)oxirane with nucleosides and calf thymus DNA. Munter, T., Cottrell, L., Hill, S., Kronberg, L., Watson, W.P., Golding, B.T. Chem. Res. Toxicol. (2002) [Pubmed]
  20. Detoxication pathways involving glutathione and epoxide hydrolase in the in vitro metabolism of chloroprene. Munter, T., Cottrell, L., Golding, B.T., Watson, W.P. Chem. Res. Toxicol. (2003) [Pubmed]
  21. A new role for glutathione: protection of vitamin B12 from depletion by xenobiotics. Watson, W.P., Munter, T., Golding, B.T. Chem. Res. Toxicol. (2004) [Pubmed]
  22. Mutagenicity of vinyl chloride, vinylidene chloride and chloroprene in V79 Chinese hamster cells. Drevon, C., Kuroki, T. Mutat. Res. (1979) [Pubmed]
  23. Mutagenicity of chloroprene, 1-chloro-1,3-trans-butadiene, 1-4-dichlorobutene-2 and 1,4-dichloro-2,3-epoxybutane in Drosophila melanogaster. Vogel, E. Mutat. Res. (1979) [Pubmed]
  24. Evaluation of techniques of controlling exocrine drainage after segmental pancreatectomy in dogs. Implications for pancreatic transplantation. Nghiem, D.D., Pitzen, R.H., Corry, R.J. Archives of surgery (Chicago, Ill. : 1960) (1985) [Pubmed]
  25. A comparison of ductal management techniques in an in situ canine pancreas model. Garvin, P.J., Castaneda, M., Codd, J.E., Pennell, R., Niehoff, M. Archives of surgery (Chicago, Ill. : 1960) (1984) [Pubmed]
  26. Threshold levels in toxicology: significance of inactivation mechanisms. Greim, H., Andrae, U., Göggelmann, W., Hesse, S., Schwarz, L.R., Summer, K.H. Adv. Exp. Med. Biol. (1981) [Pubmed]
  27. Simulated hypergravity running increases skeletal and cardiovascular loads. Groppo, E.R., Eastlack, R.K., Mahar, A., Hargens, A.R., Pedowitz, R.A. Medicine and science in sports and exercise. (2005) [Pubmed]
  28. Effect of pressure on thermal insulation in humans wearing wet suits. Park, Y.H., Iwamoto, J., Tajima, F., Miki, K., Park, Y.S., Shiraki, K. J. Appl. Physiol. (1988) [Pubmed]
  29. The metabolism and molecular toxicology of chloroprene. Munter, T., Cottrell, L., Ghai, R., Golding, B.T., Watson, W.P. Chem. Biol. Interact. (2007) [Pubmed]
  30. Capillary gas chromatographic assay of residual methenamine hippurate in equipment cleaning validation swabs. Mirza, T., George, R.C., Bodenmiller, J.R., Belanich, S.A. Journal of pharmaceutical and biomedical analysis. (1998) [Pubmed]
  31. Segmental duct-obstructed pancreas grafts versus pancreaticoduodenal grafts with enteric diversion. Martin, X., Dubernard, J.M., Sanseverino, R., Melandri, M., Faure, J.L., Camozzi, L., LeFrancois, N., La Rocca, E., Gelet, A. Diabetes (1989) [Pubmed]
  32. The effect of bracing on varus gonarthrosis. Kirkley, A., Webster-Bogaert, S., Litchfield, R., Amendola, A., MacDonald, S., McCalden, R., Fowler, P. The Journal of bone and joint surgery. American volume. (1999) [Pubmed]
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  34. Cohort studies of chloroprene-exposed workers in Russia. Zaridze, D., Bulbulyan, M., Changuina, O., Margaryan, A., Boffetta, P. Chem. Biol. Interact. (2001) [Pubmed]
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