Details of the Metabolic Reaction (MR)

General Information of This Metabolic Reaction (MR) (ID: MR000820)
Formula
SVG example
N-Demethylation
Reactant Diazepam Product Oxazepam
Reactant Info Product Info
Metabolic Enzyme Cytochrome P450 1A2 (CYP1A2) DME Info
Metabolic Type Oxidation - N-Demethylation
Other MR(s) Related to The Reactant of This MR
Other MR(s) That Metabolize The Reactant of This MR
MR ID Reactant Product MR Type Related Drug REF
MR000819 Diazepam Desmethyldiazepam Unclear Diazepam [1], [2]
MR000821 Diazepam Temazepam Oxidation - 3-Hydroxylation Diazepam [1], [2], [3]
MR005845 Diazepam Medazepam metabolite Unclear Medazepam [4], [5]
MR005847 Diazepam Medazepam metabolite Oxidation - N-demethylation Medazepam [4], [5]
MR001328 Diazepam Nordazepam Unclear Ketazolam [6], [2]
MR001329 Diazepam Temazepam Unclear Ketazolam [6]
Other MR(s) Related to The Product of This MR
Other MR(s) That Produce The Product of This MR
MR ID Reactant Product MR Type Related Drug REF
MR011244 Chlordiazepoxide Oxazepam Unclear - Unclear Chlordiazepoxide [7]
MR005297 Clorazepic acid Oxazepam Unclear Clorazepic acid [8]
MR004426 Nordazepam Oxazepam Oxidation - C3-hydroxylation Nordazepam [9], [10]
MR002378 Temazepam Oxazepam Oxidation - Demethylation Temazepam [11], [12]
MR011028 3-hydroxy-hazaepam Oxazepam Unclear - Unclear Halazepam [13]
MR002104 3-hydroxyprazepam Oxazepam Oxidation - N-Dealkylation Prazepam [14], [15]
MR011026 Desmethyl-diazepam Oxazepam Unclear - Unclear Halazepam [13]
MR000825 Nordazepam Oxazepam Unclear Diazepam [16], [2], [3]
MR002111 Nordazepam Oxazepam Oxidation - Hydroxylation Prazepam [17], [14], [15]
MR000823 Temazepam Oxazepam Oxidation - N-Demethylation Diazepam [1], [3]
MR005846 Medazepam metabolite Oxazepam Unclear Medazepam [4], [5]
MR001327 Nordazepam Oxazepam Oxidation - Hydroxylation Ketazolam [6]
MR001326 Temazepam Oxazepam Oxidation - Demethylation Ketazolam [6]
MR005841 Medazepam metabolite Oxazepam Unclear Medazepam [4], [18]
⏷ Show the Full List of MR
References
1 DrugBank(Pharmacology-Metabolism)Diazepam
2 Pharmacokinetics of Diazepam and Its Metabolites in Urine of Chinese Participants. Drugs R D. 2022 Mar;22(1):43-50. doi: 10.1007/s40268-021-00375-y.
3 Kinetic disposition of diazepam and its metabolites after intravenous administration of diazepam in the horse: Relevance for doping control. J Vet Pharmacol Ther. 2021 Sep;44(5):733-744. doi: 10.1111/jvp.12991.
4 Metabolism of 14C-medazepam hydrochloride in dog, rat and man
5 Plasma concentrations of medazepam and its metabolites after oral administration
6 Urinary diazepam metabolite distribution in a chronic pain population J Anal Toxicol. 2014 Apr;38(3):135-42. doi: 10.1093/jat/bku001.
7 Biological half-life of chlordiazepoxide and its metabolite, demoxepam, in man
8 Determination of clorazepate and its major metabolites in blood and urine by electron capture gas-liquid chromatography
9 Kinetics of sequential metabolism. I. Formation and metabolism of oxazepam from nordiazepam and temazepam in the perfused murine liver
10 Kinetics of sequential metabolism. II. Formation and metabolism of nordiazepam and oxazepam from diazepam in the perfused murine liver
11 Human liver microsomal diazepam metabolism using cDNA-expressed cytochrome P450s: role of CYP2B6, 2C19 and the 3A subfamily. Xenobiotica. 1996 Nov;26(11):1155-66.
12 Pharmacokinetics and metabolism of temazepam in man and several animal species Br J Clin Pharmacol. 1979;8(1):23S-29S. doi: 10.1111/j.1365-2125.1979.tb00451.x.
13 Pharmacokinetics and metabolism of halazepam in naive and dependent dogs
14 Prazepam metabolism by man Clin Pharmacol Ther. 1970 Nov-Dec;11(6):890-7. doi: 10.1002/cpt1970116890.
15 Prazepam metabolites in dog urine J Pharm Sci. 1970 Mar;59(3):322-5. doi: 10.1002/jps.2600590309.
16 Study on the Pharmacokinetics of Diazepam and Its Metabolites in Blood of Chinese People Eur J Drug Metab Pharmacokinet. 2020 Aug;45(4):477-485. doi: 10.1007/s13318-020-00614-8.
17 Metabolic profile of oxazepam and related benzodiazepines: clinical and forensic aspects. Drug Metab Rev. 2017 Nov;49(4):451-463.
18 Further studies on medazepam metabolism in the rat

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