Page last updated: 2024-09-04

6-hydroxynorketamine and ketamine

6-hydroxynorketamine has been researched along with ketamine in 35 studies

*Ketamine: A cyclohexanone derivative used for induction of anesthesia. Its mechanism of action is not well understood, but ketamine can block NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE) and may interact with sigma receptors. [MeSH]

*Ketamine: A cyclohexanone derivative used for induction of anesthesia. Its mechanism of action is not well understood, but ketamine can block NMDA receptors (RECEPTORS, N-METHYL-D-ASPARTATE) and may interact with sigma receptors. [MeSH]

Compound Research Comparison

Studies
(6-hydroxynorketamine)
Trials
(6-hydroxynorketamine)
Recent Studies (post-2010)
(6-hydroxynorketamine)
Studies
(ketamine)
Trials
(ketamine)
Recent Studies (post-2010) (ketamine)
3823615,0292,3216,678

Protein Interaction Comparison

ProteinTaxonomy6-hydroxynorketamine (IC50)ketamine (IC50)
Glutamate receptor ionotropic, NMDA 1 Rattus norvegicus (Norway rat)4.216
Glutamate receptor ionotropic, NMDA 2A Rattus norvegicus (Norway rat)4.216
Glutamate receptor ionotropic, NMDA 2BRattus norvegicus (Norway rat)5.02
Glutamate receptor ionotropic, NMDA 2CRattus norvegicus (Norway rat)5.02
Glutamate receptor ionotropic, NMDA 1Homo sapiens (human)3.7762
Glutamate receptor ionotropic, NMDA 2AHomo sapiens (human)3.5563
Glutamate receptor ionotropic, NMDA 2BHomo sapiens (human)4.1059
Glutamate receptor ionotropic, NMDA 2DRattus norvegicus (Norway rat)5.02
Glutamate receptor ionotropic, NMDA 3BRattus norvegicus (Norway rat)5.02
Glutamate receptor ionotropic, NMDA 3ARattus norvegicus (Norway rat)5.02

Research

Studies (35)

TimeframeStudies, this research(%)All Research%
pre-19901 (2.86)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's13 (37.14)24.3611
2020's21 (60.00)2.80

Authors

AuthorsStudies
Baillie, TA; Leung, LY1
Brutsche, NE; Ibrahim, L; Luckenbaugh, DA; Mager, DE; Moaddel, R; Venkata, SL; Wainer, IW; Zarate, CA; Zhao, X1
Dahan, A; van Velzen, M1
Bernier, M; Green, CE; Khadeer, M; Moaddel, R; O'Loughlin, K; Paul, RK; Sanghvi, M; Singh, NS; Torjman, MC; Wainer, IW1
Malinow, R1
Albuquerque, EX; Alkondon, M; Dossou, KS; Elmer, GI; Fang, Y; Fischell, J; Georgiou, P; Gould, TD; Huang, XP; Mayo, CL; Moaddel, R; Morris, PJ; Pribut, HJ; Singh, NS; Thomas, CJ; Thompson, SM; Wainer, IW; Yuan, P; Zanos, P; Zarate, CA1
Abe, M; Chaki, S; Hashimoto, K; Nozawa, D; Qu, Y; Yang, C1
Jokinen, V; Kalso, EA; Lilius, TO; Niemi, M; Rauhala, PV; Viisanen, H1
Chaki, S; Hashimoto, K; Koike, H; Mizuno-Yasuhira, A; Qu, Y; Toki, H; Yamaguchi, JI; Yang, C1
Chen, GD; Chou, D; Ho, YC; Hsieh, MC; Lai, CY; Lee, AS; Lin, TB; Peng, HY; Wang, HH; Wen, YC; Yang, PS1
Chaki, S; Yamaguchi, JI1
Chang, L; Chen, J; Fujita, Y; Hashimoto, K; Ma, M; Pu, Y; Xiong, Z; Zhang, K1
Chou, D; Huang, Y; Ko, CY; Ye, L; Zheng, C; Zheng, Y1
Albuquerque, EX; Aracava, Y; Fischell, J; Gould, TD; Pereira, EFR; Riggs, LM; Thompson, SM; Zanos, P1
Burke, AK; Choo, TH; Cooper, TB; Galfalvy, HC; Grunebaum, MF; Mann, JJ; Parris, MS; Suckow, RF1
DiLeone, RJ; Duman, RS; Hare, BD; Pothula, S1
Ali, T; Hao, Q; He, K; Li, S; Li, Y; Rahman, SU; Yang, X; Ye, T; Zhou, Q1
Chou, D1
Herzog, DP; Lutz, B; Mellema, RM; Müller, MB; Remmers, F; Treccani, G1
Brachman, RA; Chen, BK; Cooper, TB; David, DJ; Deng, SX; Denny, CA; Gardier, AM; LaGamma, CT; Landry, DW; Luna, VM; Mendez-David, I; Shah, A; Suckow, RF; Xu, X1
Aleksandrova, LR; Phillips, AG; Wang, YT1
Elmer, GI; Gould, TD; Mayo, CL; Tapocik, JD; Zanos, P1
Aguilar-Valles, A; Bermudez, S; De Gregorio, D; Eslamizade, MJ; Gobbi, G; Khlaifia, A; Lacaille, JC; Lopez-Canul, M; Matta-Camacho, E; Rurak, GM; Salmaso, N; Simard, S; Skaleka, A; Sonenberg, N; Torres-Berrio, A1
Bokel, A; Hutter, MC; Urlacher, VB1
Brannigan, G; Bu, W; Eckenhoff, RG; Joseph, TT; Lin, W; Liu, R; Yeliseev, A; Zoubak, L1
Siegmund, W; Weiss, M1
An, X; Gould, TD; Pereira, EFR; Riggs, LM1
Gould, TD; Hagen, NR; Highland, JN; Konrath, KM; Moaddel, R; Morris, PJ; Powels, CF; Riggs, LM; Thomas, CJ; Wang, AQ; Zanos, P1
Chen, S; Chou, D; Du, Y; Li, L; Li, Z; Liu, B; Luo, T; Qin, W; Xiao, X; Xu, Y; Ye, L; Yuan, Y; Zheng, C1
Ju, L; Liu, P; Yang, J; Zhu, T1
Browne, CA; Lucki, I; Wulf, HA; Zarate, CA1
Gould, TD; Riggs, LM; Thompson, SM1
Bonaventura, J; Carlton, ML; Gomez, JL; Gould, TD; Kang, HJ; Lam, S; Michaelides, M; Moaddel, R; Morris, PJ; Sanchez-Soto, M; Sibley, DR; Thomas, CJ; Zanos, P; Zarate, CA1
Browne, CA; Lucki, I; Yost, JG1
Chen, Y; Lai, J; Wei, S; Yan, P; Zhou, Q; Zhu, Y1

Trials

2 trial(s) available for 6-hydroxynorketamine and ketamine

ArticleYear
Simultaneous population pharmacokinetic modelling of ketamine and three major metabolites in patients with treatment-resistant bipolar depression.
    British journal of clinical pharmacology, 2012, Volume: 74, Issue:2

    Topics: Adult; Algorithms; Antidepressive Agents; Biotransformation; Bipolar Disorder; Cross-Over Studies; Double-Blind Method; Drug Resistance; Female; Humans; Hydroxylation; Infusions, Parenteral; Ketamine; Male; Middle Aged; Models, Biological; Young Adult

2012
Ketamine metabolite pilot study in a suicidal depression trial.
    Journal of psychiatric research, 2019, Volume: 117

    Topics: Adult; Anti-Anxiety Agents; Antidepressive Agents; Depressive Disorder, Major; Double-Blind Method; Humans; Infusions, Parenteral; Ketamine; Midazolam; Outcome Assessment, Health Care; Pilot Projects; Severity of Illness Index; Suicidal Ideation

2019

Other Studies

33 other study(ies) available for 6-hydroxynorketamine and ketamine

ArticleYear
Comparative pharmacology in the rat of ketamine and its two principal metabolites, norketamine and (Z)-6-hydroxynorketamine.
    Journal of medicinal chemistry, 1986, Volume: 29, Issue:11

    Topics: Anesthesia; Animals; Brain; Ketamine; Male; Rats; Rats, Inbred Strains

1986
Ketamine metabolomics in the treatment of major depression.
    Anesthesiology, 2014, Volume: 121, Issue:1

    Topics: Animals; Excitatory Amino Acid Antagonists; Ketamine; Male; TOR Serine-Threonine Kinases

2014
(R,S)-Ketamine metabolites (R,S)-norketamine and (2S,6S)-hydroxynorketamine increase the mammalian target of rapamycin function.
    Anesthesiology, 2014, Volume: 121, Issue:1

    Topics: Aconitine; Animals; Blotting, Western; Brain; Excitatory Amino Acid Antagonists; Ketamine; Male; Nicotine; Nicotinic Agonists; Nicotinic Antagonists; PC12 Cells; Phosphorylation; Prefrontal Cortex; Rats; Rats, Wistar; Signal Transduction; TOR Serine-Threonine Kinases

2014
Depression: Ketamine steps out of the darkness.
    Nature, 2016, 05-26, Volume: 533, Issue:7604

    Topics: Animals; Antidepressive Agents; Female; Ketamine; Male

2016
NMDAR inhibition-independent antidepressant actions of ketamine metabolites.
    Nature, 2016, 05-26, Volume: 533, Issue:7604

    Topics: Animals; Antidepressive Agents; Female; Ketamine; Male; Mice; Receptors, AMPA; Receptors, N-Methyl-D-Aspartate; Time Factors

2016
(R)-Ketamine Shows Greater Potency and Longer Lasting Antidepressant Effects Than Its Metabolite (2R,6R)-Hydroxynorketamine.
    Biological psychiatry, 2017, 09-01, Volume: 82, Issue:5

    Topics: Animals; Antidepressive Agents; Depressive Disorder; Disease Models, Animal; Dominance-Subordination; Inflammation; Ketamine; Lipopolysaccharides; Male; Mice, Inbred C57BL; Stereoisomerism; Stress, Psychological; Time Factors

2017
Interactions of (2S,6S;2R,6R)-Hydroxynorketamine, a Secondary Metabolite of (R,S)-Ketamine, with Morphine.
    Basic & clinical pharmacology & toxicology, 2018, Volume: 122, Issue:5

    Topics: Analgesics, Opioid; Anesthetics, Dissociative; Animals; Behavior, Animal; Brain; Disease Models, Animal; Drug Interactions; Drug Tolerance; Ketamine; Male; Morphine; Motor Activity; Nociception; Nociceptive Pain; Pain Threshold; Rats, Sprague-Dawley

2018
(2R,6R)-Hydroxynorketamine is not essential for the antidepressant actions of (R)-ketamine in mice.
    Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 2018, Volume: 43, Issue:9

    Topics: Animals; Antidepressive Agents; Cytochrome P-450 Enzyme Inhibitors; Cytochrome P-450 Enzyme System; Depressive Disorder; Inflammation; Ketamine; Lipopolysaccharides; Male; Mice, Inbred C57BL; Mice, Inbred ICR

2018
(2R,6R)-hydroxynorketamine rescues chronic stress-induced depression-like behavior through its actions in the midbrain periaqueductal gray.
    Neuropharmacology, 2018, 09-01, Volume: 139

    Topics: Animals; Antidepressive Agents; Cell Membrane; Cytosol; Depressive Disorder; Disease Models, Animal; Excitatory Postsynaptic Potentials; Female; Glutamic Acid; Helplessness, Learned; Ketamine; Male; Miniature Postsynaptic Potentials; Neurons; Periaqueductal Gray; Rats, Sprague-Dawley; Receptors, AMPA; Stress, Psychological; Synapses; Tissue Culture Techniques

2018
Now is the time for (2R,6R)-hydroxynorketamine to be viewed independently from its parent drug.
    Pharmacology, biochemistry, and behavior, 2018, Volume: 175

    Topics: Animals; Antidepressive Agents; Humans; Ketamine; Stereoisomerism

2018
Beneficial effects of (R)-ketamine, but not its metabolite (2R,6R)-hydroxynorketamine, in the depression-like phenotype, inflammatory bone markers, and bone mineral density in a chronic social defeat stress model.
    Behavioural brain research, 2019, 08-05, Volume: 368

    Topics: Animals; Antidepressive Agents; Biomarkers; Bone Density; Depression; Depressive Disorder; Disease Models, Animal; Inflammation; Ketamine; Male; Mice; Mice, Inbred C57BL; Mice, Inbred ICR; Osteopontin; Osteoprotegerin; RANK Ligand; Stress, Psychological

2019
Ketamine metabolite (2R,6R)-hydroxynorketamine enhances aggression via periaqueductal gray glutamatergic transmission.
    Neuropharmacology, 2019, Volume: 157

    Topics: 6-Cyano-7-nitroquinoxaline-2,3-dione; Aggression; Animals; Behavior, Animal; Dose-Response Relationship, Drug; Excitatory Amino Acid Agents; Female; Ketamine; Male; Microinjections; Miniature Postsynaptic Potentials; Periaqueductal Gray; Rats; Synaptic Transmission

2019
(2R,6R)-hydroxynorketamine rapidly potentiates hippocampal glutamatergic transmission through a synapse-specific presynaptic mechanism.
    Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 2020, Volume: 45, Issue:2

    Topics: Animals; Excitatory Postsynaptic Potentials; Female; Glutamic Acid; Hippocampus; Ketamine; Male; Organ Culture Techniques; Presynaptic Terminals; Rats; Rats, Sprague-Dawley; Synapses; Synaptic Transmission

2020
Ketamine increases vmPFC activity: Effects of (R)- and (S)-stereoisomers and (2R,6R)-hydroxynorketamine metabolite.
    Neuropharmacology, 2020, Volume: 166

    Topics: Animals; Dose-Response Relationship, Drug; Excitatory Amino Acid Antagonists; Ketamine; Male; Mice; Mice, Inbred C57BL; Mice, Transgenic; Photometry; Prefrontal Cortex; Stereoisomerism

2020
Proteomic Study Reveals the Involvement of Energy Metabolism in the Fast Antidepressant Effect of (2R, 6R)-Hydroxy Norketamine.
    Proteomics. Clinical applications, 2020, Volume: 14, Issue:4

    Topics: Adenosine Triphosphate; Animals; Antidepressive Agents; Computational Biology; Energy Metabolism; Gene Ontology; Glycolysis; Ketamine; Male; Mice; Mice, Inbred BALB C; Proteomics; Tandem Mass Spectrometry

2020
Brain-derived neurotrophic factor in the ventrolateral periaqueductal gray contributes to (2R,6R)-hydroxynorketamine-mediated actions.
    Neuropharmacology, 2020, 06-15, Volume: 170

    Topics: Aggression; Animals; Antidepressive Agents; Brain-Derived Neurotrophic Factor; Depression; Female; Ketamine; Male; Periaqueductal Gray; Rats; Rats, Sprague-Dawley

2020
Sexually Dimorphic Behavioral Profile in a Transgenic Model Enabling Targeted Recombination in Active Neurons in Response to Ketamine and (2R,6R)-Hydroxynorketamine Administration.
    International journal of molecular sciences, 2020, Mar-20, Volume: 21, Issue:6

    Topics: Animals; Anxiety; Behavior, Animal; Brain-Derived Neurotrophic Factor; Cell Nucleus; Disease Models, Animal; Female; Green Fluorescent Proteins; Hippocampus; Ketamine; Male; Memory, Episodic; Mice, Transgenic; Neurons; Recombination, Genetic; Sex Characteristics; Social Behavior

2020
Sex-specific neurobiological actions of prophylactic (R,S)-ketamine, (2R,6R)-hydroxynorketamine, and (2S,6S)-hydroxynorketamine.
    Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 2020, Volume: 45, Issue:9

    Topics: Animals; Electrophysiological Phenomena; Female; Hippocampus; Ketamine; Male; Mice; Receptors, N-Methyl-D-Aspartate

2020
Ketamine and its metabolite, (2R,6R)-HNK, restore hippocampal LTP and long-term spatial memory in the Wistar-Kyoto rat model of depression.
    Molecular brain, 2020, 06-16, Volume: 13, Issue:1

    Topics: Animals; Depression; Disease Models, Animal; Hippocampus; Immobilization; Ketamine; Long-Term Potentiation; Male; Motor Activity; Open Field Test; Rats, Inbred WKY; Spatial Memory; Stress, Psychological; Swimming; Synaptic Transmission

2020
Ketamine metabolite (2R,6R)-hydroxynorketamine reverses behavioral despair produced by adolescent trauma.
    Pharmacology, biochemistry, and behavior, 2020, Volume: 196

    Topics: Animals; Behavior, Animal; Depressive Disorder, Major; Female; Ketamine; Male; Mice; Mice, Inbred C57BL; Predatory Behavior; Stress, Psychological

2020
Antidepressant actions of ketamine engage cell-specific translation via eIF4E.
    Nature, 2021, Volume: 590, Issue:7845

    Topics: Adaptor Proteins, Signal Transducing; Animals; Antidepressive Agents; Cell Cycle Proteins; Depressive Disorder, Major; Eukaryotic Initiation Factor-4E; Eukaryotic Initiation Factors; Excitatory Postsynaptic Potentials; Hippocampus; Inhibitory Postsynaptic Potentials; Interneurons; Ketamine; Male; Mechanistic Target of Rapamycin Complex 1; Mice; Mutation; Neural Inhibition; Neurons; Protein Biosynthesis; Pyramidal Cells; Synaptic Transmission

2021
Molecular evolution of a cytochrome P450 for the synthesis of potential antidepressant (2R,6R)-hydroxynorketamine.
    Chemical communications (Cambridge, England), 2021, Jan-14, Volume: 57, Issue:4

    Topics: Antidepressive Agents; Bacterial Proteins; Catalytic Domain; Cytochrome P-450 Enzyme System; Evolution, Molecular; Hydroxylation; Ketamine; Molecular Docking Simulation; Mutation; Oxidation-Reduction; Protein Binding; Streptomyces coelicolor; Thermobifida

2021
Ketamine Metabolite (2
    ACS chemical neuroscience, 2021, 05-05, Volume: 12, Issue:9

    Topics: Antidepressive Agents; Depression; Ketamine; Receptors, Opioid, kappa

2021
Pharmacokinetic Modeling of Ketamine Enantiomers and Their Metabolites After Administration of Prolonged-Release Ketamine With Emphasis on 2,6-Hydroxynorketamines.
    Clinical pharmacology in drug development, 2022, Volume: 11, Issue:2

    Topics: Analgesics; Antidepressive Agents; Humans; Ketamine; Stereoisomerism

2022
(R,S)-ketamine and (2R,6R)-hydroxynorketamine differentially affect memory as a function of dosing frequency.
    Translational psychiatry, 2021, 11-12, Volume: 11, Issue:1

    Topics: Animals; Antidepressive Agents; Female; Ketamine; Male; Mice

2021
Hydroxynorketamine Pharmacokinetics and Antidepressant Behavioral Effects of (2
    ACS chemical neuroscience, 2022, 02-16, Volume: 13, Issue:4

    Topics: Animals; Antidepressive Agents; Behavior, Animal; Depression; Female; Ketamine; Male; Mice

2022
Prelimbic cortex miR-34a contributes to (2R,6R)-hydroxynorketamine-mediated antidepressant-relevant actions.
    Neuropharmacology, 2022, 05-01, Volume: 208

    Topics: Animals; Antidepressive Agents; Female; Ketamine; Male; Mice; Mice, Inbred C57BL; MicroRNAs

2022
BDNF-TrkB signaling-mediated upregulation of Narp is involved in the antidepressant-like effects of (2R,6R)-hydroxynorketamine in a chronic restraint stress mouse model.
    BMC psychiatry, 2022, 03-15, Volume: 22, Issue:1

    Topics: Animals; Antidepressive Agents; Brain-Derived Neurotrophic Factor; C-Reactive Protein; Depression; Disease Models, Animal; Female; Ketamine; Male; Mice; Mice, Inbred C57BL; Nerve Tissue Proteins; Receptor, trkB; Up-Regulation

2022
Mediation of the behavioral effects of ketamine and (2R,6R)-hydroxynorketamine in mice by kappa opioid receptors.
    Psychopharmacology, 2022, Volume: 239, Issue:7

    Topics: Animals; Behavior, Animal; Depressive Disorder, Major; Humans; Ketamine; Mice; Naltrexone; Receptors, Opioid, kappa

2022
(2R,6R)-hydroxynorketamine rapidly potentiates optically-evoked Schaffer collateral synaptic activity.
    Neuropharmacology, 2022, 08-15, Volume: 214

    Topics: Animals; Antidepressive Agents; Glutamic Acid; Hippocampus; Ketamine; Male; Rats; Rats, Sprague-Dawley

2022
Target deconvolution studies of (2R,6R)-hydroxynorketamine: an elusive search.
    Molecular psychiatry, 2022, Volume: 27, Issue:10

    Topics: Antidepressive Agents; Humans; Ketamine; Tissue Distribution

2022
(2R,6R)-hydroxynorketamine (HNK) reverses mechanical hypersensitivity in a model of localized inflammatory pain.
    Neuropharmacology, 2022, 12-15, Volume: 221

    Topics: Animals; Antidepressive Agents; Female; Inflammation; Ketamine; Male; Mice; Mice, Inbred C57BL; Neuralgia

2022
Ketamine metabolite alleviates morphine withdrawal-induced anxiety via modulating nucleus accumbens parvalbumin neurons in male mice.
    Neurobiology of disease, 2023, 10-01, Volume: 186

    Topics: Analgesics, Opioid; Animals; Anxiety; Anxiety Disorders; Ketamine; Male; Mice; Morphine; Neurons; Nucleus Accumbens; Parvalbumins; Potassium

2023