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Volumn 76, Issue 1, 2003, Pages 65-74

Characterizing the influence of structure and route of exposure on the disposition of dithiocarbamates using toluene-3,4-dithiol analysis of blood and urinary carbon disulfide metabolites

Author keywords

Carbon disulfide; Disulfiram; N,N diethyldithiocarbamate; N methydithiocarbamate; Pyrrolidine dithiocarbamate

Indexed keywords

CARBON DISULFIDE; CARBOXYLIC ACID DERIVATIVE; DIETHYLDITHIOCARBAMIC ACID; DISULFIRAM; DITHIOCARBAMIC ACID DERIVATIVE; GLOBIN; NITROGEN; PYRROLIDINE DITHIOCARBAMATE; TOLUENE DERIVATIVE;

EID: 0242363222     PISSN: 10966080     EISSN: None     Source Type: Journal    
DOI: 10.1093/toxsci/kfg226     Document Type: Article
Times cited : (19)

References (36)
  • 1
    • 0034808702 scopus 로고    scopus 로고
    • Identification of a new urinary metabolite of carbon disulfide using an improved method for determination of 2-thioxothiazolidine-4-carboxylic acid
    • Amarnath, V., Amarnath, K., Graham, D. G., Qi, Q., Valentine, H., Zhang, J., and Valentine, W. M. (2001). Identification of a new urinary metabolite of carbon disulfide using an improved method for determination of 2-thioxothiazolidine-4-carboxylic acid. Chem. Res. Toxicol. 9, 1277-1283.
    • (2001) Chem. Res. Toxicol. , vol.9 , pp. 1277-1283
    • Amarnath, V.1    Amarnath, K.2    Graham, D.G.3    Qi, Q.4    Valentine, H.5    Zhang, J.6    Valentine, W.M.7
  • 2
    • 33947086833 scopus 로고
    • Substituent effects on acid dissociation constants of N,N-substituted dithiocarbamic acids
    • Aspila, K. L., Chakrabarti, C. L., and Sastri, V. S. (1973). Substituent effects on acid dissociation constants of N,N-substituted dithiocarbamic acids. Anal. Chem. 45, 363-367.
    • (1973) Anal. Chem. , vol.45 , pp. 363-367
    • Aspila, K.L.1    Chakrabarti, C.L.2    Sastri, V.S.3
  • 3
    • 0028561855 scopus 로고
    • A dose-ranging pharmacokinetics study of sodium diethyldithiocarbamate in normal healthy volunteers
    • Awni, W. M., Hoff, J. V., Shapiro, B. E., and Halstenson, C. E. (1994). A dose-ranging pharmacokinetics study of sodium diethyldithiocarbamate in normal healthy volunteers. J. Clin. Pharmacol. 34, 1183-1190.
    • (1994) J. Clin. Pharmacol. , vol.34 , pp. 1183-1190
    • Awni, W.M.1    Hoff, J.V.2    Shapiro, B.E.3    Halstenson, C.E.4
  • 4
    • 0033971369 scopus 로고    scopus 로고
    • Pyrrolidine dithiocarbamate increases the therapeutic index of 5-fluorouracil in a mouse model
    • Bach, S. P., Chinery, R., O'Dwyer, S. T., Potten, C. S., Coffey, R. J., and Watson, A. J. (2000). Pyrrolidine dithiocarbamate increases the therapeutic index of 5-fluorouracil in a mouse model. Gastroenterology 118, 81-89.
    • (2000) Gastroenterology , vol.118 , pp. 81-89
    • Bach, S.P.1    Chinery, R.2    O'Dwyer, S.T.3    Potten, C.S.4    Coffey, R.J.5    Watson, A.J.6
  • 5
    • 0027222153 scopus 로고
    • Recent developments in disulfiram treatment
    • Brewer, C. (1993). Recent developments in disulfiram treatment. Alcohol Alcohol. 28, 383-395.
    • (1993) Alcohol Alcohol. , vol.28 , pp. 383-395
    • Brewer, C.1
  • 6
    • 0022380448 scopus 로고
    • The relationship of carbon disulfide metabolism to development of toxicity
    • Bus, J. S. (1985). The relationship of carbon disulfide metabolism to development of toxicity. Neurotoxicology 6, 73-80.
    • (1985) Neurotoxicology , vol.6 , pp. 73-80
    • Bus, J.S.1
  • 7
    • 0030663670 scopus 로고    scopus 로고
    • Antioxidants enhance the cytotoxicity of chemotherapeutic agents in colorectal cancer: A p53-independent induction of p21WAF1/CIP1 via C/EBPβ
    • Chinery, R., Brockman, J. A., Peeler, M. O., Shyr, Y., Beauchamp, R. D., and Coffey, R. J. (1997). Antioxidants enhance the cytotoxicity of chemotherapeutic agents in colorectal cancer: A p53-independent induction of p21WAF1/CIP1 via C/EBPβ. Nat. Med. 3, 1233-1241.
    • (1997) Nat. Med. , vol.3 , pp. 1233-1241
    • Chinery, R.1    Brockman, J.A.2    Peeler, M.O.3    Shyr, Y.4    Beauchamp, R.D.5    Coffey, R.J.6
  • 8
    • 0018219382 scopus 로고
    • Disposition kinetics in dogs of diethyldithiocarbamate, a metabolite of disulfiram
    • Cobby, J., Mayerson, M., and Selliah, S. (1978). Disposition kinetics in dogs of diethyldithiocarbamate, a metabolite of disulfiram. J. Pharmacokinet. Biopharm. 6, 369-387.
    • (1978) J. Pharmacokinet. Biopharm. , vol.6 , pp. 369-387
    • Cobby, J.1    Mayerson, M.2    Selliah, S.3
  • 9
    • 0026555277 scopus 로고
    • Cisplatin-induced loss of kidney copper and nephrotoxicity is ameliorated by single-dose diethyldithiocarbamate but not mesna
    • DeWoskin, R. S., and Riviere, J. E. (1991). Cisplatin-induced loss of kidney copper and nephrotoxicity is ameliorated by single-dose diethyldithiocarbamate but not mesna. Toxicol. Appl. Pharmacol. 112, 182-189.
    • (1991) Toxicol. Appl. Pharmacol. , vol.112 , pp. 182-189
    • DeWoskin, R.S.1    Riviere, J.E.2
  • 11
    • 0031772348 scopus 로고    scopus 로고
    • Characterization of a valine-lysine thiourea cross-link on rat globin produced by carbon disulfide or N,N-diethyldithiocarbamate in vivo
    • Erve, J. C. L., Amarnath, V., Sills, R. C., Morgan, D. L., and Valentine, W. M. (1998). Characterization of a valine-lysine thiourea cross-link on rat globin produced by carbon disulfide or N,N-diethyldithiocarbamate in vivo. Chem. Res. Toxicol. 11, 1128-1136.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 1128-1136
    • Erve, J.C.L.1    Amarnath, V.2    Sills, R.C.3    Morgan, D.L.4    Valentine, W.M.5
  • 13
    • 0028909052 scopus 로고
    • Comparative studies on the pharmacokinetics of hydrophilic prolinedithiocarbamate, sarcosinedithiocarbamate and the less hydrophilic diethyldithiocarbamate
    • Frank, N., Christmann, A., and Frei, E. (1995). Comparative studies on the pharmacokinetics of hydrophilic prolinedithiocarbamate, sarcosinedithiocarbamate and the less hydrophilic diethyldithiocarbamate. Toxicology 95, 113-122.
    • (1995) Toxicology , vol.95 , pp. 113-122
    • Frank, N.1    Christmann, A.2    Frei, E.3
  • 14
    • 0024785829 scopus 로고
    • Disulfiram neuropathy: A review (1971-1988) and report of a case
    • Frisoni, G. B., and Di Monda, V. (1989). Disulfiram neuropathy: A review (1971-1988) and report of a case. Alcohol Alcohol. 24, 429-437.
    • (1989) Alcohol Alcohol. , vol.24 , pp. 429-437
    • Frisoni, G.B.1    Di Monda, V.2
  • 15
    • 0003838293 scopus 로고
    • Disulfiram and Its Metabolite Diethyldithiocarbamate Pharmacology and Status in the Treatment of Alcoholism, HIV Infections, AIDS, and Heavy Metal Toxicity
    • Chapman & Hill, New York
    • Gessener, P. K. and Gessner, T. (1992). Disulfiram and Its Metabolite Diethyldithiocarbamate Pharmacology and Status in the Treatment of Alcoholism, HIV Infections, AIDS, and Heavy Metal Toxicity. Chapman & Hill, New York.
    • (1992)
    • Gessener, P.K.1    Gessner, T.2
  • 16
    • 0018410457 scopus 로고
    • Disulfiram (tetraethylthioperoxydicarbonic diamide): A reappraisal of its toxicity and therapeutic application
    • Haley, T. J. (1979). Disulfiram (tetraethylthioperoxydicarbonic diamide): A reappraisal of its toxicity and therapeutic application. Drug Metab. Rev. 9, 319-335.
    • (1979) Drug Metab. Rev. , vol.9 , pp. 319-335
    • Haley, T.J.1
  • 18
    • 0032006546 scopus 로고    scopus 로고
    • Release of carbon disulfide is a contributing mechanism in the axonopathy produced by N,N-diethyldithiocarbamate
    • Johnson, D. J., Graham, D. G., Amarnath, V., Amarnath, K., and Valentine, W. M. (1998). Release of carbon disulfide is a contributing mechanism in the axonopathy produced by N,N-diethyldithiocarbamate. Toxicol. Appl. Pharmacol. 148, 288-296.
    • (1998) Toxicol. Appl. Pharmacol. , vol.148 , pp. 288-296
    • Johnson, D.J.1    Graham, D.G.2    Amarnath, V.3    Amarnath, K.4    Valentine, W.M.5
  • 19
    • 0020964135 scopus 로고
    • Structure-activity relationships among dithiocarbamate antidotes for acute cadmium chloride intoxication
    • Jones, S. G., and Jones, M. M. (1984). Structure-activity relationships among dithiocarbamate antidotes for acute cadmium chloride intoxication. Environ. Health Perspect. 54, 285-290.
    • (1984) Environ. Health Perspect. , vol.54 , pp. 285-290
    • Jones, S.G.1    Jones, M.M.2
  • 20
    • 0242344180 scopus 로고
    • Statistical analysis of behavioral data
    • (D. Krewski and C. Franklin, Eds.), Gordon & Breach, New York
    • Kapinski, K. F. (1991). Statistical analysis of behavioral data. In Statistics in Toxicology (D. Krewski and C. Franklin, Eds.), pp. 421. Gordon & Breach, New York.
    • (1991) Statistics in Toxicology , pp. 421
    • Kapinski, K.F.1
  • 21
    • 84984157281 scopus 로고
    • A simple preparation of pure 2-thiothiazolidine-4-carboxylic acid (TTCA) as a reference standard for carbon disulfide exposure tests
    • Kopecky, J., and Smejkal, J. (1984). A simple preparation of pure 2-thiothiazolidine-4-carboxylic acid (TTCA) as a reference standard for carbon disulfide exposure tests. Bull. Soc. Chim. Belg. 93, 231-232.
    • (1984) Bull. Soc. Chim. Belg. , vol.93 , pp. 231-232
    • Kopecky, J.1    Smejkal, J.2
  • 22
    • 0000682704 scopus 로고
    • Metabolism in rats and mice of the soil fumigants metham, methyl isothiocyanate, and dazomet
    • Lam, W. W., Kim, J. H., Sparks, S. E., Quistad, G. B., and Casida. J. E. (1993). Metabolism in rats and mice of the soil fumigants metham, methyl isothiocyanate, and dazomet. J. Agric. Food Chem. 41, 1497-1502.
    • (1993) J. Agric. Food Chem. , vol.41 , pp. 1497-1502
    • Lam, W.W.1    Kim, J.H.2    Sparks, S.E.3    Quistad, G.B.4    Casida, J.E.5
  • 23
    • 0028815621 scopus 로고
    • Dithiocarbamates induce apoptosis in thymocytes by raising the intracellular level of redox-active copper
    • Nobel, C., Kinland, M., Lind, B., Orrenius, S., and Slater, A. (1995). Dithiocarbamates induce apoptosis in thymocytes by raising the intracellular level of redox-active copper. J. Biol. Chem. 270, 26202-26208.
    • (1995) J. Biol. Chem. , vol.270 , pp. 26202-26208
    • Nobel, C.1    Kinland, M.2    Lind, B.3    Orrenius, S.4    Slater, A.5
  • 25
    • 0015928968 scopus 로고
    • Further observations on the response of the peripheral and central nervous system of the rabbit to sodium diethyldithiocarbamate
    • Rasul, A. R., and Howell, J. M. (1973). Further observations on the response of the peripheral and central nervous system of the rabbit to sodium diethyldithiocarbamate. Acta Neuropathol. 24, 161-173.
    • (1973) Acta Neuropathol. , vol.24 , pp. 161-173
    • Rasul, A.R.1    Howell, J.M.2
  • 26
    • 0032563123 scopus 로고    scopus 로고
    • Fast-reacting thiols in rat hemoglobins can intercept damaging species in erythrocytes more efficiently than glutathione
    • Rossi, R., Barra, D., Bellelli, A., Boumis, G., Canofeni, S., Simplicio, P. D., Lisini, L., Pascarella, S., and Amiconi, G. (1998). Fast-reacting thiols in rat hemoglobins can intercept damaging species in erythrocytes more efficiently than glutathione. J. Biol. Chem. 273, 19198-19206.
    • (1998) J. Biol. Chem. , vol.273 , pp. 19198-19206
    • Rossi, R.1    Barra, D.2    Bellelli, A.3    Boumis, G.4    Canofeni, S.5    Simplicio, P.D.6    Lisini, L.7    Pascarella, S.8    Amiconi, G.9
  • 27
    • 0036902772 scopus 로고    scopus 로고
    • In vivo and in vitro hepatotoxicity and glutathione interactions of N-methyldithiocarbamate and N,N-dimethyldithiocarbamate in the rat
    • Thompson, R. W., Valentine, H. L., and Valentine, W. M. (2002). In vivo and in vitro hepatotoxicity and glutathione interactions of N-methyldithiocarbamate and N,N-dimethyldithiocarbamate in the rat. Toxicol. Sci. 70, 269-280.
    • (2002) Toxicol. Sci. , vol.70 , pp. 269-280
    • Thompson, R.W.1    Valentine, H.L.2    Valentine, W.M.3
  • 28
    • 0033799739 scopus 로고    scopus 로고
    • Disulfiram produces a noncarbon disulfide-dependent Schwannopathy in the rat
    • Tonkin, E. G., Erve, J. C. L., and Valentine, W. M. (2000). Disulfiram produces a noncarbon disulfide-dependent Schwannopathy in the rat. J. Neuropathol. Exp. Neurol. 59, 786-797.
    • (2000) J. Neuropathol. Exp. Neurol. , vol.59 , pp. 786-797
    • Tonkin, E.G.1    Erve, J.C.L.2    Valentine, W.M.3
  • 29
    • 0038441458 scopus 로고    scopus 로고
    • Parenteral N,N-diethyldithiocarbamate produces segmental demyelination in the rat that is not dependent on cysteine carbamaylation
    • Tonkin, E. G., Valentine, H. L., Zimmerman, L. J., and Valentine, W. M. (2003). Parenteral N,N-diethyldithiocarbamate produces segmental demyelination in the rat that is not dependent on cysteine carbamaylation. Toxicol. Appl. Pharmacol. 189, 139-150.
    • (2003) Toxicol. Appl. Pharmacol. , vol.189 , pp. 139-150
    • Tonkin, E.G.1    Valentine, H.L.2    Zimmerman, L.J.3    Valentine, W.M.4
  • 31
    • 0028930878 scopus 로고
    • Characterization of protein adducts produced by N-methyldithiocarbamate and N-methyldithiocarbamate esters
    • Valentine, W. M., Amarnath, V., Amarnath, K., and Graham, D. G. (1995). Characterization of protein adducts produced by N-methyldithiocarbamate and N-methyldithiocarbamate esters. Chem. Res. Toxicol. 8, 254-260.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 254-260
    • Valentine, W.M.1    Amarnath, V.2    Amarnath, K.3    Graham, D.G.4
  • 32
    • 0032867055 scopus 로고    scopus 로고
    • Toluene-3,4-dithiol analysis of blood for assessing carbon disulfide exposure
    • Valentine, W. M., Valentine, H. L., Amarnath, K., and Amarnath, V. (1999). Toluene-3,4-dithiol analysis of blood for assessing carbon disulfide exposure. Toxicol. Sci. 50, 155-163.
    • (1999) Toxicol. Sci. , vol.50 , pp. 155-163
    • Valentine, W.M.1    Valentine, H.L.2    Amarnath, K.3    Amarnath, V.4
  • 35
    • 0026783989 scopus 로고
    • Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols
    • Zhang, Y., Cho, C., Posner, G., and Talalay, P. (1992). Spectroscopic quantitation of organic isothiocyanates by cyclocondensation with vicinal dithiols. Anal. Biochem. 205, 100-107.
    • (1992) Anal. Biochem. , vol.205 , pp. 100-107
    • Zhang, Y.1    Cho, C.2    Posner, G.3    Talalay, P.4
  • 36
    • 0030219693 scopus 로고    scopus 로고
    • Quantitative determination of isothiocyanates, dithiocarbamates, carbon disulfide, and related thiocarbonyl compounds by cyclocondensation with 1,2-benzenedithiol
    • Zhang, Y., Wade, K., Prestera, T., and Talalay, P. (1996). Quantitative determination of isothiocyanates, dithiocarbamates, carbon disulfide, and related thiocarbonyl compounds by cyclocondensation with 1,2-benzenedithiol. Anal. Biochem. 239, 160-167.
    • (1996) Anal. Biochem. , vol.239 , pp. 160-167
    • Zhang, Y.1    Wade, K.2    Prestera, T.3    Talalay, P.4


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