Compounds > 10-hydroxyamitriptyline
Page last updated: 2024-12-11

10-hydroxyamitriptyline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

10-hydroxyamitriptyline (10-OH-amitriptyline) is a **metabolite of the tricyclic antidepressant amitriptyline**. It is formed in the liver by the enzyme cytochrome P450 2D6 (CYP2D6).

**Importance for Research:**

10-OH-amitriptyline has **significant pharmacological activity**, including antidepressant and anticholinergic effects. It is **believed to contribute to the therapeutic effects of amitriptyline**.

Here are some key aspects of its importance in research:

* **Pharmacodynamic studies:** Research focuses on understanding the mechanism of action of 10-OH-amitriptyline, its binding affinity to various receptors, and its role in the therapeutic effects of amitriptyline.
* **Pharmacokinetic studies:** Researchers investigate the absorption, distribution, metabolism, and excretion of 10-OH-amitriptyline to optimize drug dosage and minimize potential side effects.
* **Individual Variability:** The production of 10-OH-amitriptyline varies among individuals due to genetic differences in CYP2D6 activity. This variability may explain differences in drug response and adverse effects.
* **Drug Interactions:** 10-OH-amitriptyline can interact with other medications, leading to altered drug levels and potential toxicity. Researchers study these interactions to improve medication safety and efficacy.
* **Novel Therapeutic Potential:** Research explores the potential of 10-OH-amitriptyline as a standalone therapeutic agent for conditions like depression and neuropathic pain.

**Overall, 10-OH-amitriptyline is important for research because it contributes to the understanding of amitriptyline's efficacy, helps optimize drug use, and has potential for novel therapeutic applications.**

10-hydroxyamitriptyline: metabolite of amitryptyline; RN given refers to parent cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6454906
CHEMBL ID3544582
CHEBI ID174098
MeSH IDM0104512

Synonyms (24)

Synonym
CHEBI:174098
(2e)-2-[3-(dimethylamino)propylidene]tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaen-9-ol
64520-05-4
e-10-hydroxyamitriptyline
SMP2_000003
10-hydroxyamitriptyline
1159-82-6
5h-dibenzo(a,d)cyclohepten-10-ol, 5-(3-(dimethylamino)propylidene)-10,11-dihydro-, (e)-
unii-8646k54i21
10-hydroxyamitriptyline, (e)-
8646k54i21 ,
trans-10-hydroxyamitriptyline
(e)-10-hydroxyamitriptyline
10-hydroxyamitriptyline, (e)-(+/-)-
5h-dibenzo(a,d)cyclohepten-10-ol, 5-(3-(dimethylamino)propylidene)-10,11-dihydro-, (5e)-
CHEMBL3544582
(2e)-2-[3-(dimethylamino)propylidene]tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-9-ol
5-(3-(dimethylamino)propylidene)-10,11-dihydro-5h-dibenzo[a,d]cyclohepten-10-ol
DTXSID50873786
Q27269700
(+/-)-e-5-[3-(dimethylamino)propylidene]-10.11-dihydro-5h-dibenzo[a,d]cyclohepten-10-ol
amitriptyline metabolite (+/-)-
5h-dibenzo[a,d]cyclohepten-10-ol, 5-[3-(dimethylamino)propylidene]-10,11-dihydro-, (5e)-
(e)-5-(3-(dimethylamino)propylidene)-10,11-dihydro-5h-dibenzo[a,d][7]annulen-10-ol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
organic tricyclic compound
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (30.77)18.7374
1990's8 (61.54)18.2507
2000's1 (7.69)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (7.14%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (92.86%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
amitriptyline
Amitriptyline: Tricyclic antidepressant with anticholinergic and sedative properties. It appears to prevent the re-uptake of norepinephrine and serotonin at nerve terminals, thus potentiating the action of these neurotransmitters. Amitriptyline also appears to antagonize cholinergic and alpha-1 adrenergic responses to bioactive amines.. amitriptyline : An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(dimethylamino)propylidene group at position 5.		10.31131carbotricyclic compound;
tertiary amine		adrenergic uptake inhibitor;
antidepressant;
environmental contaminant;
tropomyosin-related kinase B receptor agonist;
xenobiotic
debrisoquin
Debrisoquin: An adrenergic neuron-blocking drug similar in effects to GUANETHIDINE. It is also noteworthy in being a substrate for a polymorphic cytochrome P-450 enzyme. Persons with certain isoforms of this enzyme are unable to properly metabolize this and many other clinically important drugs. They are commonly referred to as having a debrisoquin 4-hydroxylase polymorphism.		2.3820carboxamidine;
isoquinolines		adrenergic agent;
antihypertensive agent;
human metabolite;
sympatholytic agent
mephenytoin
Mephenytoin: An anticonvulsant effective in tonic-clonic epilepsy (EPILEPSY, TONIC-CLONIC). It may cause blood dyscrasias.. mephenytoin : An imidazolidine-2,4-dione (hydantoin) in which the imidazolidine nucleus carries a methyl group at N-3 and has ethyl and phenyl substituents at C-5. An anticonvulsant, it is no longer available in the USA or the UK but is still studied largely because of its interesting hydroxylation polymorphism.		2.3820imidazolidine-2,4-dioneanticonvulsant
nortriptyline
Nortriptyline: A metabolite of AMITRIPTYLINE that is also used as an antidepressive agent. Nortriptyline is used in major depression, dysthymia, and atypical depressions.. nortriptyline : An organic tricyclic compound that is 10,11-dihydro-5H-dibenzo[a,d][7]annulene substituted by a 3-(methylamino)propylidene group at position 5. It is an active metabolite of amitriptyline.		5.15111organic tricyclic compound;
secondary amine		adrenergic uptake inhibitor;
analgesic;
antidepressant;
antineoplastic agent;
apoptosis inducer;
drug metabolite
hydantoins
Hydantoins: Compounds based on imidazolidine dione. Some derivatives are ANTICONVULSANTS.. imidazolidine-2,4-dione : An imidazolidinone with oxo groups at position 2 and 4.		1.9610imidazolidine-2,4-dione
dextromethorphan
Dextromethorphan: Methyl analog of DEXTRORPHAN that shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (RECEPTORS, N-METHYL-D-ASPARTATE) and acts as a non-competitive channel blocker. It is one of the widely used ANTITUSSIVES, and is also used to study the involvement of glutamate receptors in neurotoxicity.. dextromethorphan : A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the sterocenters at positions 4a, 10 and 10a have S-configuration. It is a prodrug of dextrorphan and used as an antitussive drug for suppressing cough.		1.98106-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthreneantitussive;
environmental contaminant;
neurotoxin;
NMDA receptor antagonist;
oneirogen;
prodrug;
xenobiotic
10-hydroxynortriptyline
10-hydroxynortriptyline: RN given refers to cpd without isomeric designation		4.8681
ConditionIndicatedRelationship StrengthStudiesTrials
Behavior Disorders
[description not available]		01.9810
Mental Disorders
Psychiatric illness or diseases manifested by breakdowns in the adaptational process expressed primarily as abnormalities of thought, feeling, and behavior producing either distress or impairment of function.		01.9810
Alloxan Diabetes
[description not available]		01.9910
Depression, Endogenous
[description not available]		04.0531
Depressive Disorder
An affective disorder manifested by either a dysphoric mood or loss of interest or pleasure in usual activities. The mood disturbance is prominent and relatively persistent.		04.0531