Structure of Imipramine HCl
CAS No.: 113-52-0
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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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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 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
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:
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 << |
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 |