Page last updated: 2024-09-03

4-hydroxymidazolam and 1-hydroxymethylmidazolam

4-hydroxymidazolam has been researched along with 1-hydroxymethylmidazolam in 22 studies

Compound Research Comparison

Studies
(4-hydroxymidazolam)
Trials
(4-hydroxymidazolam)
Recent Studies (post-2010)
(4-hydroxymidazolam)
Studies
(1-hydroxymethylmidazolam)
Trials
(1-hydroxymethylmidazolam)
Recent Studies (post-2010) (1-hydroxymethylmidazolam)
26261634649

Protein Interaction Comparison

ProteinTaxonomy4-hydroxymidazolam (IC50)1-hydroxymethylmidazolam (IC50)
Cytochrome P450 3A4Homo sapiens (human)10
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)10

Research

Studies (22)

TimeframeStudies, this research(%)All Research%
pre-19901 (4.55)18.7374
1990's5 (22.73)18.2507
2000's9 (40.91)29.6817
2010's6 (27.27)24.3611
2020's1 (4.55)2.80

Authors

AuthorsStudies
Katoh, M; Nakajima, M; Yamazaki, H; Yokoi, T1
Dayer, P; Gascon, MP1
Arendt, RM; Garland, WA; Greenblatt, DJ1
Donati, F; Mastey, V; Panneton, AC; Varin, F1
Gorski, JC; Hall, SD; Jones, DR; VandenBranden, M; Wrighton, SA1
Bush, E; Ghosal, A; Moore, D; Satoh, H; Thomas, PE1
Banditt, P; Martens, J1
Chen, YL; Eerkes, A; Jiang, X; Magis, L; Naidong, W; Shou, WZ; Tang, YQ1
Akiyama, TE; Cheung, C; Elizondo, G; Feigenbaum, L; Gonzalez, FJ; Granvil, CP; Krausz, KW; Yu, AM1
Baumann, P; Bouchoux, G; Eap, CB; Powell Golay, K1
Aubert, AC; Baumann, P; Bleiber, G; Buclin, T; Cucchia, G; Eap, CB; Golay, KP; Hustert, E; Kerb, R; Telenti, A; Zullino, D1
Aubert, AC; Baumann, P; Bleiber, G; Buclin, T; Eap, CB; Golay, KP; Hustert, E; Kerb, R; Telenti, A1
Allen, KE; Cameron, MD; Campbell, AP; Kunze, KL; Nelson, SD; Roberts, AG; Schuman, JT; Wen, B1
Haschke, M; Krähenbühl, S; Link, B; Wenk, M1
Jeong, HE; Kang, W; Lee, SJ; Lee, SS; Liu, KH; Park, YJ; Ryu, JY; Shin, CM; Shin, JG; Shon, JH; Sunwoo, YE1
Akhlaghi, F; Chitnis, SD; Dostalek, M; Ionita, IA; Macwan, JS1
Bae, SK; Choi, CS; Choi, YK; Liu, KH; Seo, KA; Shin, JG1
de Jonge, H; de Loor, H; Kuypers, DR; Vanrenterghem, Y; Verbeke, K1
Atkins, WM; Halpert, JR; Nelson, SD; Roberts, AG; Thummel, KT; Yang, J1
Atkins, WM; Isoherranen, N; Paine, MF; Thummel, KE; Yang, J1
He, F; Huang, S; Liu, M; Xia, C; Xiong, Y; Zeng, C; Zhang, H; Zhang, W1
DuBois, B; Mehvar, R; Venkatapura Chandrashekar, D1

Trials

2 trial(s) available for 4-hydroxymidazolam and 1-hydroxymethylmidazolam

ArticleYear
Oral administration of a low dose of midazolam (75 microg) as an in vivo probe for CYP3A activity.
    European journal of clinical pharmacology, 2004, Volume: 60, Issue:4

    Topics: Adult; Aryl Hydrocarbon Hydroxylases; Cross-Over Studies; Cytochrome P-450 CYP3A; Dose-Response Relationship, Drug; Enzyme Induction; Female; Humans; Ketoconazole; Male; Midazolam; Middle Aged; Oxidoreductases, N-Demethylating

2004
Pharmacokinetics of midazolam in CYP3A4- and CYP3A5-genotyped subjects.
    European journal of clinical pharmacology, 2004, Volume: 60, Issue:4

    Topics: Area Under Curve; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Female; Genotype; Humans; Male; Midazolam

2004

Other Studies

20 other study(ies) available for 4-hydroxymidazolam and 1-hydroxymethylmidazolam

ArticleYear
Inhibitory effects of CYP3A4 substrates and their metabolites on P-glycoprotein-mediated transport.
    European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 2001, Volume: 12, Issue:4

    Topics: Amiodarone; Animals; Antibiotics, Antineoplastic; ATP Binding Cassette Transporter, Subfamily B, Member 1; Calcium Channel Blockers; Cells, Cultured; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Daunorubicin; Digoxin; Enzyme Inhibitors; GABA Modulators; Gonadal Steroid Hormones; Humans; LLC-PK1 Cells; Midazolam; Mixed Function Oxygenases; Nifedipine; Phthalazines; Swine; Testosterone

2001
In vitro forecasting of drugs which may interfere with the biotransformation of midazolam.
    European journal of clinical pharmacology, 1991, Volume: 41, Issue:6

    Topics: Biotransformation; Debrisoquin; Humans; Hydroxylation; Male; Microsomes, Liver; Midazolam; Middle Aged; Time Factors

1991
Quantitation by gas chromatography of the 1- and 4-hydroxy metabolites of midazolam in human plasma.
    Pharmacology, 1984, Volume: 29, Issue:3

    Topics: Benzodiazepines; Chromatography, Gas; Female; Gas Chromatography-Mass Spectrometry; Humans; Hydroxylation; Kinetics; Midazolam

1984
Determination of midazolam and two of its metabolites in human plasma by high-performance liquid chromatography.
    Journal of chromatography. B, Biomedical applications, 1994, May-13, Volume: 655, Issue:2

    Topics: Chromatography, High Pressure Liquid; Humans; Hydrogen-Ion Concentration; Hydroxylation; Midazolam; Sensitivity and Specificity

1994
Regioselective biotransformation of midazolam by members of the human cytochrome P450 3A (CYP3A) subfamily.
    Biochemical pharmacology, 1994, Apr-29, Volume: 47, Issue:9

    Topics: Biotransformation; Cytochrome P-450 CYP2E1; Cytochrome P-450 Enzyme System; Fetus; Humans; Isoenzymes; Kinetics; Microsomes, Liver; Midazolam; Mixed Function Oxygenases

1994
Inhibition and kinetics of cytochrome P4503A activity in microsomes from rat, human, and cdna-expressed human cytochrome P450.
    Drug metabolism and disposition: the biological fate of chemicals, 1996, Volume: 24, Issue:9

    Topics: Anesthetics, Intravenous; Animals; Anti-Anxiety Agents; Antibodies; Aryl Hydrocarbon Hydroxylases; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme Inhibitors; Cytochrome P-450 Enzyme System; Dexamethasone; Humans; In Vitro Techniques; Kinetics; Male; Microsomes, Liver; Midazolam; Mixed Function Oxygenases; Oxidoreductases, N-Demethylating; Piperidines; Pyridines; Rats; Rats, Sprague-Dawley; Recombinant Proteins

1996
Simultaneous determination of midazolam and its metabolites 1-hydroxymidazolam and 4-hydroxymidazolam in human serum using gas chromatography-mass spectrometry.
    Journal of chromatography. B, Biomedical sciences and applications, 1997, Apr-25, Volume: 692, Issue:1

    Topics: Anesthetics, Intravenous; Gas Chromatography-Mass Spectrometry; Humans; Hypnotics and Sedatives; Midazolam; Sensitivity and Specificity

1997
Ultrafast liquid chromatography/tandem mass spectrometry bioanalysis of polar analytes using packed silica columns.
    Rapid communications in mass spectrometry : RCM, 2002, Volume: 16, Issue:17

    Topics: Animals; Chromatography, Liquid; Humans; Macaca fascicularis; Midazolam; Morphine; Morphine Derivatives; Reproducibility of Results; Sensitivity and Specificity; Silicon Dioxide; Solvents; Spectrum Analysis

2002
Expression of the human CYP3A4 gene in the small intestine of transgenic mice: in vitro metabolism and pharmacokinetics of midazolam.
    Drug metabolism and disposition: the biological fate of chemicals, 2003, Volume: 31, Issue:5

    Topics: Administration, Oral; Animals; Area Under Curve; Biological Availability; Blotting, Southern; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Dexamethasone; Drug Interactions; Enzyme Inhibitors; Half-Life; Humans; In Vitro Techniques; Intestine, Small; Ketoconazole; Male; Mice; Mice, Transgenic; Microsomes; Midazolam; Polymerase Chain Reaction; Rifampin; Time Factors

2003
Determination of picogram levels of midazolam, and 1- and 4-hydroxymidazolam in human plasma by gas chromatography-negative chemical ionization-mass spectrometry.
    Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 2004, Apr-05, Volume: 802, Issue:2

    Topics: Gas Chromatography-Mass Spectrometry; Humans; Midazolam; Reproducibility of Results

2004
Cooperative binding of midazolam with testosterone and alpha-naphthoflavone within the CYP3A4 active site: a NMR T1 paramagnetic relaxation study.
    Biochemistry, 2005, Nov-01, Volume: 44, Issue:43

    Topics: Benzoflavones; Binding Sites; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Heme; Kinetics; Magnetic Resonance Imaging; Magnetic Resonance Spectroscopy; Midazolam; Protons; Testosterone

2005
Determination of midazolam and its hydroxy metabolites in human plasma and oral fluid by liquid chromatography/electrospray ionization ion trap tandem mass spectrometry.
    Rapid communications in mass spectrometry : RCM, 2007, Volume: 21, Issue:9

    Topics: Chromatography, High Pressure Liquid; Humans; Hypnotics and Sedatives; Midazolam; Reproducibility of Results; Saliva; Spectrometry, Mass, Electrospray Ionization; Tandem Mass Spectrometry

2007
The CYP3A4*18 allele, the most frequent coding variant in asian populations, does not significantly affect the midazolam disposition in heterozygous individuals.
    Drug metabolism and disposition: the biological fate of chemicals, 2007, Volume: 35, Issue:11

    Topics: Adult; Anti-Anxiety Agents; Asian People; Catalysis; Cytochrome P-450 CYP3A; Cytochrome P-450 Enzyme System; Gene Frequency; Heterozygote; Humans; Isoenzymes; Kinetics; Korea; Midazolam; NADPH-Ferrihemoprotein Reductase; Polymorphism, Single Nucleotide; Spectrophotometry

2007
Development and validation of a rapid and sensitive assay for simultaneous quantification of midazolam, 1'-hydroxymidazolam, and 4-hydroxymidazolam by liquid chromatography coupled to tandem mass-spectrometry.
    Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 2010, Jun-01, Volume: 878, Issue:19

    Topics: Chromatography, Liquid; Humans; Least-Squares Analysis; Microsomes, Liver; Midazolam; Reproducibility of Results; Sensitivity and Specificity; Tandem Mass Spectrometry

2010
Metabolism of 1'- and 4-hydroxymidazolam by glucuronide conjugation is largely mediated by UDP-glucuronosyltransferases 1A4, 2B4, and 2B7.
    Drug metabolism and disposition: the biological fate of chemicals, 2010, Volume: 38, Issue:11

    Topics: Chromatography, High Pressure Liquid; Glucuronides; Glucuronosyltransferase; Humans; Hydroxylation; In Vitro Techniques; Metabolic Detoxication, Phase II; Microsomes, Liver; Midazolam; Molecular Structure; Recombinant Proteins; Tandem Mass Spectrometry

2010
A highly sensitive liquid chromatography tandem mass spectrometry method for simultaneous quantification of midazolam, 1'-hydroxymidazolam and 4-hydroxymidazolam in human plasma.
    Biomedical chromatography : BMC, 2011, Volume: 25, Issue:10

    Topics: Chromatography, High Pressure Liquid; Drug Stability; Humans; Kidney Transplantation; Midazolam; Nonlinear Dynamics; Reproducibility of Results; Sensitivity and Specificity; Spectrometry, Mass, Electrospray Ionization; Tandem Mass Spectrometry

2011
The structural basis for homotropic and heterotropic cooperativity of midazolam metabolism by human cytochrome P450 3A4.
    Biochemistry, 2011, Dec-20, Volume: 50, Issue:50

    Topics: Algorithms; Anticonvulsants; Biocatalysis; Carbamazepine; Catalytic Domain; Computer Simulation; Cytochrome P-450 CYP3A; Humans; Hydroxylation; Hypnotics and Sedatives; Kinetics; Ligands; Midazolam; Models, Molecular; Molecular Conformation; Nuclear Magnetic Resonance, Biomolecular; Protein Binding; Recombinant Proteins

2011
Evidence of CYP3A allosterism in vivo: analysis of interaction between fluconazole and midazolam.
    Clinical pharmacology and therapeutics, 2012, Volume: 91, Issue:3

    Topics: Allosteric Regulation; Area Under Curve; Biomarkers; Cytochrome P-450 CYP3A; Drug Interactions; Fluconazole; Humans; Midazolam

2012
Mechanism of Action of Panaxytriol on Midazolam 1'-Hydroxylation and 4-Hydroxylation Mediated by CYP3A in Liver Microsomes and Rat Primary Hepatocytes.
    Biological & pharmaceutical bulletin, 2015, Volume: 38, Issue:10

    Topics: Animals; Cells, Cultured; Cytochrome P-450 CYP3A; Cytochrome P-450 CYP3A Inhibitors; Dexamethasone; Enediynes; Fatty Alcohols; Hepatocytes; Humans; Hydroxylation; Ketoconazole; Microsomes, Liver; Midazolam; Rats; RNA, Messenger

2015
UPLC-MS/MS analysis of the Michaelis-Menten kinetics of CYP3A-mediated midazolam 1'- and 4-hydroxylation in rat brain microsomes.
    Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 2021, Aug-15, Volume: 1180

    Topics: Animals; Brain; Chromatography, High Pressure Liquid; Cytochrome P-450 CYP3A; Kinetics; Male; Microsomes; Midazolam; Rats; Rats, Sprague-Dawley; Tandem Mass Spectrometry

2021