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Basic Sciences

Pharmacokinetic Profile and Metabolism of N-Nitrosobutyl-(4-hydroxybutyl)amine in Rats

Marina Bonfanti, Cinzia Magagnotti, Maurizio Bonati, Roberto Fanelli and Luisa Airoldi
Marina Bonfanti
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Cinzia Magagnotti
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Maurizio Bonati
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Roberto Fanelli
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Luisa Airoldi
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DOI:  Published July 1988
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Abstract

N-Nitrosodibutylamine and its θ-hydroxylated metabolite N-nitrosobutyl(4-hydroxybutyl)amine (NB4HBA) induce tumors in the urinary bladder of different animal species through their common urinary metabolite N-nitrosobutyl(3-carboxypropyl)amine (NB3CPA), resulting from the oxidation of the alcoholic group of NB4HBA to a carboxylic group.

NB4HBA disappearance from blood, the formation of its main metabolites, NB3CPA and NB4HBA-glucuronide (NB4HBA-G), and their urinary excretion, were investigated in rats after an i.v. dose of 1 mg/kg (5.7 µmol/kg).

NB3CPA and NB4HBA-G formation was readily detectable 2 min after treatment and levels were still measurable at 120 and 30 min, respectively. The parent compound disappeared from blood 90 min after injection. The NB4HBA blood concentration-time profile was adequately described by a one-compartmental linear model. NB4HBA half-life was 8 min, total body clearance and renal clearance were 86.1 and 0.22 ml/min/kg, respectively. The 0-96-h urinary excretion of NB4HBA was 0.3% of the administered dose. NB3CPA half-life was 15 min; NB3CPA and NB4HBA-G urinary excretion were 36 and 11.7%, respectively, urinary excretion of known compounds accounting for less than 50%. After i.v. injection of NB3CPA equimolar to the NB4HBA dose, only 50% of unchanged compound was recovered in the urine and after NB4HBA-G, 41% of the administered dose was excreted unchanged, NB3CPA accounting for 10%. Thus NB3CPA and NB4HBA-G might undergo further biotransformation, suggesting that NB3CPA may not be the ultimate carcinogen responsible for urinary bladder tumor induction.

Footnotes

  • ↵1 This work was supported by the Italian National Research Council, Special Project ‘Oncology,’ Contract 86.02607.44.

  • ↵2 To whom requests for reprints should be addressed.

  • Received October 1, 1987.
  • Revision received February 17, 1988.
  • Accepted February 25, 1988.
  • ©1988 American Association for Cancer Research.
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July 1988
Volume 48, Issue 13
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Pharmacokinetic Profile and Metabolism of N-Nitrosobutyl-(4-hydroxybutyl)amine in Rats
Marina Bonfanti, Cinzia Magagnotti, Maurizio Bonati, Roberto Fanelli and Luisa Airoldi
Cancer Res July 1 1988 (48) (13) 3666-3669;

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Pharmacokinetic Profile and Metabolism of N-Nitrosobutyl-(4-hydroxybutyl)amine in Rats
Marina Bonfanti, Cinzia Magagnotti, Maurizio Bonati, Roberto Fanelli and Luisa Airoldi
Cancer Res July 1 1988 (48) (13) 3666-3669;
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