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Chemical Structure| 113-52-0 Chemical Structure| 113-52-0

Structure of Imipramine HCl
CAS No.: 113-52-0

Chemical Structure| 113-52-0

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Imipramine HCl is a tricyclic inhibitor of both serotonin and norepinephrine transporters with Ki values of 7.7 nM and 67 nM, respectively.

Synonyms: Imipramine (hydrochloride); Imipramine HCl; Melipramine

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Product Details of Imipramine HCl

CAS No. :113-52-0
Formula : C19H25ClN2
M.W : 316.87
SMILES Code : CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31.[H]Cl
Synonyms :
Imipramine (hydrochloride); Imipramine HCl; Melipramine
MDL No. :MFCD00012669
InChI Key :XZZXIYZZBJDEEP-UHFFFAOYSA-N
Pubchem ID :8228

Safety of Imipramine HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Imipramine HCl

GPCR

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
TgF344-AD rat primary neurons 1 μM 14 days Evaluate the effect of Imipramine on pTau neuropathology, results showed Imipramine significantly reduced pTau neuropathology PMC9241285
5xFAD mouse primary neurons 0.01, 0.1, 1.0 μM 9 days Evaluate the effect of Imipramine on Aβ neuropathology, results showed Imipramine significantly reduced Aβ neuropathology PMC9241285
Primary astrocytes 10 µM 24 h Attenuated microglia-conditioned medium-induced astrocyte activation (GFAP/C3b downregulation) and ceramide (Cer) generation PMC10440899
Primary microglia 10 µM 18 h Inhibited Aβ oligomer-induced acid sphingomyelinase (A-SMase) activity and reduced proinflammatory cytokine (C1q, TNF-α, IL-1α) release PMC10440899
colon epithelial Caco-2 cells 120 mg/L 30 and 90 min Evaluate IMI's effect on Zn permeability; results showed enhanced Zn transcellular transport PMC7551732
bovine ventricular muscle 0.01 μM to 50 μM 30 min To study the effects of imipramine on action potential characteristics in bovine ventricular muscle. Results showed that imipramine at concentrations higher than 5 μM significantly decreased action potential amplitude, overshoot, and Vmax without affecting the resting membrane potential. Additionally, imipramine shortened both the action potential duration (APD) and the effective refractory period (ERP). PMC2044363
bovine Purkinje fibres 0.01 μM to 50 μM 30 min To study the effects of imipramine on action potential characteristics in bovine Purkinje fibres. Results showed that imipramine at concentrations higher than 1 μM significantly decreased action potential amplitude, overshoot, and maximum rate of depolarization (Vmax) without affecting the resting membrane potential. Additionally, imipramine decreased conduction velocity and altered membrane responsiveness and recovery time curves. PMC2044363

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice Repeated Social Defeat (RSD) model Drinking water administration 15mg/kg Daily administration for 6 days Imipramine diminished stress-induced inflammation in the periphery and central nervous system and related anxiety- and depressive- like behaviors. PMC5010955
Female Lister hooded rats Y-maze exploratory activity model Intraperitoneal injection 10 mg/kg (first 3 days) and 2.5 mg/kg (4th day) Once daily for 3 consecutive days, once on the 4th day Imipramine pretreatment abolished naturally-occurring and drug-induced differences in exploratory activity, making rat behavior more uniform. PMC2044328
Rats Wistar rats Subcutaneous injection 5 mg/kg Once daily for 28 days To investigate the effects of long-term imipramine treatment on m-CPP-induced suppression of locomotor activity and food intake. Results showed that long-term imipramine treatment enhanced the locomotor and food intake suppressant effects of m-CPP. PMC1853590
5xFAD transgenic mice (Alzheimer’s disease model) Alzheimer’s disease model Intraperitoneal injection 15 µg/g Once daily for 28 days Reduced microglial/astrocytic activation, decreased GFAP/Cer/Aβ levels in brain-derived EVs, improved mitochondrial dysfunction, and ameliorated AD pathology (e.g., plaque deposition and neuronal death) PMC10440899
Sprague-Dawley rats Pilocarpine-induced seizure model Intraperitoneal injection 10 mg/kg Once weekly for four weeks To evaluate the effects of imipramine on neuronal survival, oxidative stress, apoptosis, and cognitive function after seizures. Results showed that four weeks of imipramine treatment significantly increased hippocampal neuron survival, reduced oxidative stress marker 4HNE levels, decreased the Bax/Bcl-2 ratio, and improved spatial cognitive function. PMC11853442
Sprague-Dawley rats Severe hypoglycemia model Intraperitoneal injection 10 mg/kg Once per day for 7 days To investigate the protective effects of imipramine on hypoglycemia-induced neuronal death. Results showed that imipramine significantly reduced hypoglycemia-induced hippocampal neuronal death and improved cognitive function. PMC8869983
Wistar rats Bipolar disorder model Intraperitoneal injection 10 mg/kg Once daily for 5 days To investigate the effect of IMI administration in rats submitted to OUA-induced bipolar disorder model. Results showed that IMI elicited significant mania switch-like effect in OUA-treated animals. PMC10485776
Male Albino Swiss mice Forced swim test (FST) depression model Oral (p.o.) 60 mg/kg Single dose, 60 min before testing Evaluate antidepressant efficacy and Zn redistribution; results demonstrated synergistic increase in brain Zn levels and BDNF/pCREB PMC7551732
Rat Rat caudate putamen Oral 10 mg/kg Twice a day for 14 days To investigate the effect of prolonged imipramine treatment on the level of mRNA coding for D2 dopamine receptors in the rat caudate putamen, showing that repeated administration resulted in a significant increase in D2 dopamine receptor mRNA levels. PMC1565237

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02191358 - Completed - United States, California ... More >> Dr. Michael Dao Garden Grove, California, United States, 92844 United States, Colorado Kaiser Permanente Colorado Denver, Colorado, United States, 80011 United States, Kentucky Gill Heart Institute Lexington, Kentucky, United States, 40508 United States, Maryland IRC Clinics Towson, Maryland, United States, 21204 United States, Massachusetts Internal Medicine & Cardiology Associates Fall River, Massachusetts, United States, 02720 Prima CARE Fall River, Massachusetts, United States, 02720 United States, Virginia Carilion Clinic Christiansburg, Virginia, United States, 24073 Less <<
NCT00000464 Arrhythmia Ca... More >>rdiovascular Diseases Heart Arrest Heart Diseases Myocardial Infarction Ventricular Fibrillation Less << Phase 3 Completed - -
NCT00000518 Arrhythmia Ca... More >>rdiovascular Diseases Death, Sudden, Cardiac Heart Diseases Tachycardia, Ventricular Ventricular Arrhythmia Ventricular Fibrillation Less << Phase 3 Completed - -
NCT03599011 - Not yet recruiting September 2019 -
NCT01305707 Depression Phase 4 Terminated(Difficulties in rec... More >>ruiting) Less << - Spain ... More >> Hospital Universitari de Bellvitge Hospitalet de Llobregat, Barcelona, Spain, 08907 Corporació Sanitària Parc Tauli Sabadell, Barcelona, Spain, 08208 Hospital Universitari de Bellvitge, IDIBELL Barcelona, Spain, 08907 Less <<
NCT02653339 Rhinitis, Allergic, Perennial Not Applicable Unknown August 2018 China, Beijing ... More >> Peking Union Medical College Hospital traditional Chinese medicine department Not yet recruiting Beijing, Beijing, China, 100730 Contact: Xiaoyang Zhang, Doctor    (+86)13910769068    zhangxymz@163.com Less <<
NCT03220308 Attention Deficit Hyperactivit... More >>y Disorder Less << Not Applicable Recruiting December 2018 Netherlands ... More >> Karakter, Expertisecentrum voor kinder- en jeugdpsychiatrie Recruiting Arnhem, Gelderland, Netherlands, 6812DE Contact: Corina U Greven    0031646616038    c.greven@donders.ru.nl    Contact: Nienke M Siebelink    0031646622594    n.siebelink@karakter.com    Principal Investigator: Jan K Buitelaar          Karakter, Expertisecentrum voor kinder- en jeugdpsychiatrie Recruiting Ede, Gelderland, Netherlands, 6717LX Contact: Corina U Greven    0031646616038    c.greven@donders.ru.nl    Contact: Nienke M Siebelink    0031646622594    n.siebelink@karakter.com    Karakter, Expertisecentrum voor kinder- en jeugdpsychiatrie Recruiting Nijmegen, Gelderland, Netherlands, 6525GC Contact: Corina U Greven    0031646616038    c.greven@donders.ru.nl    Contact: Nienke M Siebelink    0031646622594    n.siebelink@karakter.com    Principal Investigator: Jan K Buitelaar Less <<
NCT00704860 Major Depression Phase 4 Completed - Canada, Ontario ... More >> University of Ottawa Institute of Mental Health Research Ottawa, Ontario, Canada, K1Z 7K4 Less <<
NCT02374567 Dementia Depr... More >>ession Schizophrenia Psychosomatic Disorders Anxiety Disorders Less << Phase 3 Terminated - Germany ... More >> Bezirkskrankenhaus Augsburg Augsburg, Germany Krankenhaus Hedwigshöhe Berlin, Germany Hannover Medical School Hannover, Germany, 30625 Asklepios Fachklinikum Lübben Lübben, Germany Asklepios Fachklinikum Teupitz Teupitz, Germany Less <<
NCT03055468 Diabetes Mellitus ... More >> Depression Less << Not Applicable Not yet recruiting March 30, 2018 -
NCT01944657 1. Major Depressive Disorder Not Applicable Withdrawn(unable to enroll sub... More >>jects) Less << December 2015 United States, Maryland ... More >> Sheppard Pratt Health System Towson, Maryland, United States, 21204 Less <<
NCT00000504 Arrhythmia Ca... More >>rdiovascular Diseases Heart Diseases Ventricular Arrhythmia Less << Phase 2 Completed - -
NCT03545399 Anhedonia in Healthy Volunteer... More >>s Less << Not Applicable Completed - -
NCT03548675 Depressive Disorder, Major Phase 4 Recruiting May 2021 Netherlands ... More >> Radboudumc Dept of Psychiatry Recruiting Nijmegen, Netherlands, 6500 HB Contact: Joost Janzing, MD, PhD    0031243666495    Joost.janzing@radboudumc.nl Less <<
NCT01896349 Treatment Resistant Depression Not Applicable Unknown November 2014 Brazil ... More >> Federal University of Rio Grande do Sul / Hospital de Clínicas de Porto Alegre (HCPA) Recruiting Porto Alegre, RS, Brazil, 90035-003 Contact: Lívia H Souza, MD    +55 5198658701    livia.hs@terra.com.br    Contact: Marcelo PA Fleck, MD, PhD    +55 51 33598294    mfleck.voy@terra.com.br    Sub-Investigator: Lívia H Souza, MD          Principal Investigator: Marcelo PA Fleck, MD, PhD          Sub-Investigator: Marco Antonio K Caldieraro, MD, MSc          Sub-Investigator: Lucas Spanemberg, MD          Sub-Investigator: Edgar A Vares, MD Less <<
NCT00944996 Major Depression Not Applicable Completed - Israel ... More >> Tirat Carmel Mental Health Center Tirat Hacarmel, Israel, 30200 Less <<
NCT01028014 - Completed - -
NCT01028014 Urethral Sphincter Activity Not Applicable Completed - United States, Alabama ... More >> University of Alabama at Birmingham, The Kirklin Clinic Birmingham, Alabama, United States, 35233 Less <<
NCT01179828 Low Back Pain Phase 3 Completed - Switzerland ... More >> Andreas Siegenthaler Dep. of Anesthesiolgy and Pain therapy, Bern University Hospital, Switzerland, 3010 Bern Less <<
NCT00227955 Depression Phase 4 Completed - United States, Pennsylvania ... More >> Western Psychiatric Institute and Cinic Pittsburgh, Pennsylvania, United States, 15213 Less <<
NCT00004834 Panic Disorder Not Applicable Completed - -
NCT00404755 - Completed - -
NCT00296777 Major Depression ... More >> Dysthymia Less << Phase 4 Completed - United States, New York ... More >> Depression Evaluation Service - New York State Psychiatric Institute New York, New York, United States, 10032 Less <<
NCT00404755 Major Depressive Disorder ... More >> Dysthymia Less << Phase 4 Completed - United States, New York ... More >> New York State Psychiatric Institute New York, New York, United States, 10032 Less <<
NCT00296725 Major Depression ... More >> Dysthymia Depressive Disorder NOS Less << Phase 4 Completed - United States, New York ... More >> Depression Evaluation Service, New York State Psychiatric Institute New York, New York, United States, 10032 Less <<
NCT00005575 Chest Pain Phase 3 Completed - United States, Alabama ... More >> University of Alabama at Birmingham Birmingham, Alabama, United States, 35294 Less <<
NCT00000390 Depression PHASE2 COMPLETED - New York Hosp - Cornell Med Ct... More >>r, New York, New York, 10021, United States Less <<
NCT00206999 Healthy Volunteers Not Applicable Completed - Denmark ... More >> Center for Neuropsychiatric Schizophrenia Research, University of Copenhagen, Psychiatric Center Glostrup Glostrup, Denmark, DK-2600 Less <<
NCT01518634 Somatisation Disorder ... More >> Somatoform Disorders Less << Phase 2 Completed - Denmark ... More >> Research Clinic for Functional Disorders Aarhus, Denmark, 8000 Less <<
NCT01753128 Gastroesophageal Reflux Diseas... More >>e Less << Phase 3 Completed - Thailand ... More >> Medical Institue; Siriraj Hospital Bangkok, Thailand, 10700 Less <<
NCT00164775 Functional Gastrointestinal Di... More >>sorder Less << Phase 3 Completed - Hong Kong ... More >> Prince of Wales Hospital Hong Kong, Hong Kong Less <<
NCT03122444 Breast Cancer Not Applicable Not yet recruiting December 2021 -
NCT01107353 Depression Not Applicable Completed - United States, Texas ... More >> Novum Pharmaceutical Research Services Houston, Texas, United States, 77042-4712 Less <<
NCT01047488 Polyneuropathy Phase 4 Unknown March 2013 Denmark ... More >> Department of Neurology, Aalborg Hospital Not yet recruiting Aalborg, Denmark, DK-9000 Contact: Flemming W. Bach, MD    +45 99321928    fwb@rn.dk    Principal Investigator: Flemming W. Bach, MD          Department of Neurology, Odense University Hospital Not yet recruiting Odense, Denmark, DK-5000 Contact: Søren H. Sindrup, MD    +45 65412471    soeren.sindrup@ouh.regionsyddanmark.dk    Contact: Jakob V. Holbech, MD       Holbech@dadlnet.dk    Principal Investigator: Søren H. Sindrup, MD          Principal Investigator: Jakob V. Holbech, MD          Department of Neurology, Aarhus University Hospital Not yet recruiting Århus, Denmark, DK-8000 Contact: Troels S. Jensen, MD    +45 89494137    tsjensen@ki.au.dk    Contact: Nanna Finnerup, MD       finnerup@ki.au.dk    Principal Investigator: Troels S. Jensen, MD          Sub-Investigator: Nanna Finnerup, MD Less <<
NCT01107353 - Completed - -
NCT03102645 Urinary Incontinence, Stress ... More >> Fecal Incontinence Less << Phase 1 Completed - Denmark ... More >> Zelo Phase I Unit, Dept. of Clinical Pharmacology, Bispebjerg Hospital Copenhagen, Copenhagen NV, Denmark, 2400 Less <<
NCT00946764 Depression Phase 1 Completed - -
NCT00693680 Major Depression Not Applicable Completed - Poland ... More >> Department of Psychiatry, Collegium Medicum, Jagiellonian University Krakow, Poland, 31-501 Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.16mL

0.63mL

0.32mL

15.78mL

3.16mL

1.58mL

31.56mL

6.31mL

3.16mL

References

 

Historical Records

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