N-oxidation of drugs associated with idiosyncratic drug reactions

Drug Metabolism Reviews

Volumn 34, Issue 3, 2002, Pages 651-665

  Uetrecht, Jack ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

Aromatic amines; Hydrazines; Idiosyncratic drug reactions; Iminoquinones; Nitro containing compounds; Reactive metabolites

Indexed keywords

ACETAZOLAMIDE; AMILORIDE; AMINOPHENAZONE; AROMATIC AMINE; BENZOCAINE; CELECOXIB; CENTRAL NERVOUS SYSTEM AGENTS; CHLORAMPHENICOL; CHLORPROMAZINE; CLOZAPINE; DANTROLENE; DAPSONE; DRUG METABOLITE; FUNCTIONAL GROUP; HYDRAZINE DERIVATIVE; LAMOTRIGINE; METOCLOPRAMIDE; NITRO DERIVATIVE; NITROGEN; NOMIFENSINE; OLANZAPINE; PROCAINAMIDE; PROCAINE; PYRIMETHAMINE; QUINONE DERIVATIVE; REACTIVE OXYGEN METABOLITE; SULFAMETHOXAZOLE; TOLCAPONE; TRIAMTERENE; UNINDEXED DRUG; NITROGEN DERIVATIVE;

CONFERENCE PAPER; DRUG INDUCED DISEASE; DRUG METABOLISM; DRUG OXIDATION; ELECTRON; HUMAN; INCIDENCE; OXIDATION REDUCTION REACTION; BIOTRANSFORMATION; CHEMICAL STRUCTURE; CHEMISTRY; DRUG TOXICITY; IMMUNOLOGY; METABOLISM; REVIEW;

BIOTRANSFORMATION; DRUG TOXICITY; HUMANS; MOLECULAR STRUCTURE; NITROGEN COMPOUNDS; OXIDATION-REDUCTION;

EID: 0036040079     PISSN: 03602532     EISSN: None     Source Type: Journal    
DOI: 10.1081/DMR-120005667     Document Type: Conference Paper

References (58)

1. The immunologic and metabolic basis of drug hypersensitivities
2. Role of drug disposition in drug hypersensitivity: A chemical, molecular, and clinical perspective
3. New concepts in immunology relevant to idiosyncratic drug reactions: The "danger hypothesis" and innate immune system
4. Studies on the sensitization of animals with simple chemical compounds
5. HLA-restricted, processing- and metabolism-independent pathway of drug recognition by human alphabeta T lymphocytes
6. Reactivity and possible significance of hydroxylamine and nitroso metabolites of procainamide
7. Peroxidase-dependent oxidation of sulfonamides by monocytes and neutrophils from humans and dogs
8. N-chlorination and oxidation of procainamide by myeloperoxidase: Toxicological implications
9. The frequency of procainamide-induced systemic lupus erythematosus
10. In vitro analysis of metabolic predisposition to drug hypersensitivity reactions
11. The dapsone syndrome
12. The role of metabolite-specific antibodies in nomifensine-dependent immune hemolytic anemia
13. Should celecoxib be contraindicated in patients who are allergic to sulfonamides? Revisiting the meaning of "sulfa" allergy
14. Allergic contact hypersensitivity to nickel, neomycin, ethylenediamine, and benzocaine. Relationships between age, sex, history of exposure, and reactivity to standard patch tests and use tests in a general population
15. Adverse reaction to dental local anaesthetic injection - "Allergy" is not the cause
16. Metabolism of lamotrigine to a reactive arene oxide intermediate
17. Clozapine is oxidized by activated human neutrophils to a reactive nitrenium ion that irreversibly binds to the cells
18. Agranulocytosis during treatment with clozapine
19. Clinical profile of clozapine: Adverse reactions and agranulocytosis
20. A comparison of the oxidation of clozapine and olanzapine to reactive metabolites and the toxicity of these metabolites to human leukocytes
21. Generation of free radical intermediates from foreign compounds by neutrophil-derived oxidants
22. The formation of aminopyrine cation radical by peroxidase activity of prostaglandin H synthase and subsequent reactions of the radical
23. Oxidation of aminopyrine by hypochlorite to a reactive dication: Possible implications for aminopyrine-induced agranulocytosis
24. Neutropenia following amidopyrine
25. Formation and disposition of nitrosochloramphenicol in rat liver
26. Metabolism of foreign compounds by gastrointestinal microorganisms
27. Statewide study of chloramphenicol therapy and fatal aplastic anemia
28. Chloramphenicol: Relation of structure to activity and toxicity
29. Dantrolene-associated hepatic injury. Incidence and character
30. COMT inhibitors liver toxicity
31. Metabolism of hydralazine to a reactive intermediate by the oxidizing system of activated leukocytes
32. Metabolism of hydralazine by activated neutrophils: Implications for hydralazine-induced lupus
33. Metabolism of isoniazid by activated leukocytes: Possible role in drug-induced lupus
34. Metabolism of hydrazine anti-cancer agents
35. Acetaminophen-induced hepatic injury: Protective role of glutathione in man and rationale for therapy
36. Autoxidative formation of a chemically reactive intermediate from amodiaquine, a myelotoxin and hepatotoxin in man
37. Metabolism of vesnarinone by activated neutrophils; implications for vesnarinone-induced agranulocytosis
38. Oxidation of 5-aminosalicylic acid by hypochlorous acid to a reactive metabolite: Possible role in the treatment of inflammatory bowel disease
39. Mechanism for the anti-thyroid action of minocycline
40. Metabolism of trimethoprim to a reactive iminoquinone methide by activated human neutrophils and hepatic microsomes
41. Minocycline induced autoimmune hepatitis and systemic lupus erythematosus-like syndrome
42. Efficacy and safety of rechallenge with low-dose trimethoprim-sulphamethoxazole in previously hypersensitive HIV-infected patients
43. Detection of 2-hydroxyiminostilbene in the urine of patients taking carbamazepine and its oxidation to a reactive iminoquinone intermediate
44. Bioactivation and covalent binding of hydroxyfluperlapine in human neutrophils: Implications for fluperlapine-induced agranulocytosis
45. Oxidation of a metabolite of indomethacin (desmethyldeschlorobenzoylindomethacin) to reactive intermediates by activated neutrophils, hypochlorous acid, and the myeloperoxidase system
46. Oxidation of diclofenac to reactive intermediates by neutrophils, myeloperoxidase, and hypochlorous acid
47. Anticonvulsant hypersensitivity syndrome
48. Aplastic anemia following the administration of tegretol
49. Hematological effects of carbamazepine in patients with affective illness
50. Fluperlapine in 104 schizophrenic patients. Open multicenter trial
51. International agranulocytosis and aplastic anemia study; risks of agranulocytosis and aplastic anemia: A first report with special reference to analgesics
52. Diclofenac-associated hepatotoxicity
53. Diclofenac covalent protein binding is dependent on acyl glucuronide formation and is inversely related to P450-mediated acute cell injury in cultured rat hepatocytes
54. The lupus syndrome induced by hydralazine: A common complication with low dose therapy
55. Tolerance, danger and the extended family