Page last updated: 2024-09-04

metyrapol and metyrapone

metyrapol has been researched along with metyrapone in 16 studies

Compound Research Comparison

Studies
(metyrapol)
Trials
(metyrapol)
Recent Studies (post-2010)
(metyrapol)
Studies
(metyrapone)
Trials
(metyrapone)
Recent Studies (post-2010) (metyrapone)
18013,415128250

Protein Interaction Comparison

ProteinTaxonomymetyrapol (IC50)metyrapone (IC50)
Cytochrome P450 1A2Homo sapiens (human)4.8
Cytochrome P450 3A4Homo sapiens (human)2.8659
Cytochrome P450 2C8Homo sapiens (human)5
Cytochrome P450 2D6Homo sapiens (human)4.6
Cytochrome P450 11B1, mitochondrial Bos taurus (cattle)7.83
Cytochrome P450 11B1, mitochondrialRattus norvegicus (Norway rat)4.7357
Cytochrome P450 11B1, mitochondrialHomo sapiens (human)0.0181
Cytochrome P450 11B2, mitochondrialHomo sapiens (human)0.0838
Cytochrome P450 2C19Homo sapiens (human)5

Research

Studies (16)

TimeframeStudies, this research(%)All Research%
pre-19904 (25.00)18.7374
1990's7 (43.75)18.2507
2000's4 (25.00)29.6817
2010's1 (6.25)24.3611
2020's0 (0.00)2.80

Authors

AuthorsStudies
Counsell, RE; Napoli, JL1
Beierwaltes, WH; Gildersleeve, DL; Hays, SJ; Tobes, MC; Wieland, DM1
Berger, ML; Hahner, S; Hammerschmidt, F; Peric-Simov, B; Schirbel, A; Zolle, IM1
Atucha, E; Berger, ML; Hammerschmidt, F; Sieghart, W; Zolle, I1
Gebel, T; Maser, E1
Gebel, T; Maser, E; Netter, KJ1
Maser, E; Netter, KJ1
Damani, LA; Usansky, JI1
Legrum, W; Maser, E1
Lunardi, J; Satre, M; Vignais, PV1
Chiarotto, JA; Wainer, IW1
Havlícek, V; Pospísil, S; Sedmera, P; Tax, J1
Asada, S; Fukuyama, Y; Horisaka, E; Iwakawa, S; Maetani, K; Matsuzawa, R; Nagamine, S1
Cass, QB; Cassiano, NM; Degani, AL; Wainer, IW1
Budziszewska, B; Chocyk, A; Grzegorzewska, M; Hess, G; Maćkowiak, M; Wedzony, K1
Higuchi, T; Murata, H; Otagiri, M1

Other Studies

16 other study(ies) available for metyrapol and metyrapone

ArticleYear
New inhibitors of steroid 11beta-hydroxylase. Structure--activity relationship studies of metyrapone-like compounds.
    Journal of medicinal chemistry, 1977, Volume: 20, Issue:6

    Topics: Adrenal Cortex; Animals; Cattle; Corticosterone; Desoxycorticosterone; In Vitro Techniques; Kinetics; Metyrapone; Mitochondria; Steroid Hydroxylases; Structure-Activity Relationship

1977
Structure-activity relationship study of the inhibition of adrenal cortical 11 beta-hydroxylase by new metyrapone analogues.
    Journal of medicinal chemistry, 1984, Volume: 27, Issue:1

    Topics: Adrenal Cortex; Animals; Cattle; Cytochrome P-450 Enzyme System; Indicators and Reagents; Kinetics; Metyrapone; Mitochondria; Steroid 11-beta-Hydroxylase; Steroid Hydroxylases; Structure-Activity Relationship

1984
New selective inhibitors of steroid 11beta-hydroxylation in the adrenal cortex. Synthesis and structure-activity relationship of potent etomidate analogues.
    Journal of medicinal chemistry, 2008, Apr-10, Volume: 51, Issue:7

    Topics: Adrenal Cortex; Animals; Binding Sites; Etomidate; Humans; Hydroxylation; Iodine Radioisotopes; Kinetics; Male; Molecular Structure; Rats; Rats, Wistar; Stereoisomerism; Steroid 11-beta-Hydroxylase; Structure-Activity Relationship

2008
Structure-activity relationship of etomidate derivatives at the GABA(A) receptor: Comparison with binding to 11beta-hydroxylase.
    Bioorganic & medicinal chemistry letters, 2009, Aug-01, Volume: 19, Issue:15

    Topics: Anesthetics, Intravenous; Animals; Binding Sites; Chemistry, Pharmaceutical; Drug Design; Etomidate; Inhibitory Concentration 50; Male; Models, Chemical; Protein Binding; Rats; Rats, Sprague-Dawley; Receptors, GABA-A; Stereoisomerism; Steroid 11-beta-Hydroxylase; Structure-Activity Relationship

2009
Characterization of carbonyl reducing activity in continuous cell lines of human and rodent origin.
    Biochemical pharmacology, 1992, Nov-17, Volume: 44, Issue:10

    Topics: Alcohol Oxidoreductases; Animals; Cell Line; Cytosol; Humans; Metyrapone; Microsomes; NADP; Quercetin; Rodentia; Subcellular Fractions

1992
Carbonyl reduction of metyrapone in human liver.
    Biochemical pharmacology, 1991, Dec-11, Volume: 42 Suppl

    Topics: Alcohol Oxidoreductases; Dicumarol; Dihydrotestosterone; Female; Humans; Immune Sera; Immunoblotting; Indomethacin; Liver; Male; Metyrapone; Oxidation-Reduction; Quercetin; Subcellular Fractions

1991
Reductive metabolism of metyrapone by a quercitrin-sensitive ketone reductase in mouse liver cytosol.
    Biochemical pharmacology, 1991, Jun-01, Volume: 41, Issue:11

    Topics: Alcohol Oxidoreductases; Animals; Biotransformation; Chromatography, High Pressure Liquid; Cytosol; Immunoblotting; Liver; Metyrapone; Mice; Microsomes, Liver; Oxidation-Reduction; Quercetin

1991
Assay of metyrapone, metyrapol and the isomeric mono-N-oxides of metyrapone in biological fluids by high-performance liquid chromatography.
    Journal of chromatography, 1991, Feb-15, Volume: 563, Issue:2

    Topics: Animals; Chromatography, High Pressure Liquid; Isomerism; Male; Metyrapone; Oxides; Rats; Rats, Inbred Strains

1991
Alteration of the inhibitory effect of metyrapone by reduction to metyrapol during the metabolism of methacetin in vivo in mice.
    Naunyn-Schmiedeberg's archives of pharmacology, 1985, Volume: 331, Issue:2-3

    Topics: 7-Alkoxycoumarin O-Dealkylase; Acetamides; Animals; Breath Tests; Carbon Dioxide; Chromatography, High Pressure Liquid; Female; In Vitro Techniques; Liver; Metyrapone; Mice; Microsomes, Liver; Oxidation-Reduction; Oxygenases

1985
( 3 H)metyrapol as a tool for studies of interactions of deoxycorticosterone with adrenal cortex mitochondria.
    FEBS letters, 1972, Oct-01, Volume: 26, Issue:1

    Topics: Adrenal Glands; Androstenes; Animals; Binding Sites; Binding, Competitive; Borohydrides; Carbon Monoxide; Cattle; Chemical Phenomena; Chemistry; Desoxycorticosterone; Hydroxylation; Ketosteroids; Kinetics; Metyrapone; Mitochondria; Oxygen Consumption; Sulfites; Tritium

1972
Determination of metyrapone and the enantiomers of its chiral metabolite metyrapol in human plasma and urine using coupled achiral-chiral liquid chromatography.
    Journal of chromatography. B, Biomedical applications, 1995, Mar-10, Volume: 665, Issue:1

    Topics: Chromatography, Liquid; Humans; Metyrapone; Reproducibility of Results; Spectrophotometry, Ultraviolet; Stereoisomerism

1995
Production of 26-deoxymonensins A and B by Streptomyces cinnamonensis in the presence of Metyrapone.
    Applied and environmental microbiology, 1994, Volume: 60, Issue:5

    Topics: Anti-Bacterial Agents; Magnetic Resonance Spectroscopy; Mass Spectrometry; Metyrapone; Monensin; Pyridines; Streptomyces

1994
Stereoselective reductive metabolism of metyrapone and inhibitory activity of metyrapone metabolites, metyrapol enantiomers, on steroid 11 beta-hydroxylase in the rat.
    Biological & pharmaceutical bulletin, 1997, Volume: 20, Issue:2

    Topics: Adrenal Glands; Animals; Enzyme Inhibitors; Male; Metyrapone; Rats; Rats, Wistar; Stereoisomerism; Steroid 11-beta-Hydroxylase

1997
Determination of the plasma levels of metyrapone and its enantiomeric metyrapol metabolites by direct plasma injection and multidimensional achiral-chiral chromatography.
    Chirality, 2002, Volume: 14, Issue:9

    Topics: Calibration; Chromatography, High Pressure Liquid; Enzyme Inhibitors; Humans; Metyrapone; Stereoisomerism

2002
Cocaine decreases the expression of PSA-NCAM protein and attenuates long-term potentiation via glucocorticoid receptors in the rat dentate gyrus.
    The European journal of neuroscience, 2008, Volume: 27, Issue:11

    Topics: Animals; Bromodeoxyuridine; Cell Count; Cell Proliferation; Cocaine; Cocaine-Related Disorders; Corticosterone; Dentate Gyrus; Dopamine Uptake Inhibitors; Down-Regulation; Ki-67 Antigen; Long-Term Potentiation; Male; Memory; Memory Disorders; Metyrapone; Mifepristone; Mineralocorticoid Receptor Antagonists; Neural Cell Adhesion Molecule L1; Neurons; Rats; Rats, Wistar; Receptors, Glucocorticoid; Receptors, Mineralocorticoid; Sialic Acids; Spironolactone

2008
Oral pharmacokinetics and in-vitro metabolism of metyrapone in male rats.
    The Journal of pharmacy and pharmacology, 2016, Volume: 68, Issue:8

    Topics: 11-beta-Hydroxysteroid Dehydrogenase Type 1; Administration, Oral; Alcohol Oxidoreductases; Animals; Chromatography, High Pressure Liquid; Cytosol; Humans; Liver; Male; Metyrapone; Microsomes, Liver; Rats, Wistar

2016