Imipramine drug data and news

Imipramine drug data, resources, and news articles (when available). Onconews.org provides news on cancer research. This section, which includes profiles on medicines that may or not be cancer-related is in beta form. If things run smoothly we will be releasing a new format late in the summer of 2006.

Generic name Imipramine
Brand Names/Synonyms Antideprin; Apo-Imipramine; Berkomine; Censtim; Censtin; DPID; Declomipramine; Dimipressin; Dyna-Zina; Dynaprin; Estraldine; Eupramin; G-22355; IM; Imavate; Imidobenzyle; Imipramina; Imipramine; Imipramine Hcl; Imiprin; Imizin; Imizine; Imizinum; Impramine; Impril; Intalpram; Iramil; Irmin; Janimine; Melipramin; Melipramine; Nelipramin; Norfranil; Novopramine; Pramine; Prazepine; Presamine; Promiben; Psychoforin; Sk-Pramine; Surmontil; Surplix; Timolet; Tipramine; Tofranil; Tofranil, Base; Tofranil-Pm; Tofraniln A; Trimipramine Maleate
Indication For the relief of symptoms of depression and as temporary adjunctive therapy in reducing enuresis in children aged 6 years and older.
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Description Not Available
Pharmacology Imipramine is a tricyclic antidepressant with general pharmacological properties similar to those of structurally related tricyclic antidepressant drugs such as amitriptyline and doxepin. A tertiary amine, imipramine inhibits the reuptake of serotonin more so than most secondary amine tricyclics, meaning that it blocks the reuptake of neurotransmitters serotonin and noradrenaline almost equally. It is also effective in migraine prophylaxis, but not in abortion of acute migraine attack.
Mechanism Of Action Imipramine works by inhibiting the re-uptake of the neurotransmitters norepinephrine and serotonin by nerve cells. It binds the Sodium-dependent serotonin transporter and Sodium-dependent noradrenaline transporter, preventing or reducing the reuptake of norepinephrine and serotonin by nerve cells. As norepinephrine and serotonin are used to stimulate the synapse, and depression has been linked to a lack of stimulation of the recipient neuron at a synapse, slowing the reuptake of these neurotransmitters allows them to remain in the synaptic gap longer than it normal, increasing the stimulation of the recipient neuron and relieving the symptoms of depression. However, it does not act primarily by stimulation of the central nervous system. The clinical effect is also hypothesized as being due to potentiation of adrenergic synapses by blocking uptake of norepinephrine at nerve endings.
Imipramine News
(When available)

Treating ADD With Medication  07 Mar 2006
...sometimes used to treat ADD include atomoxetine, known as Stratera; buproprion, known as Wellbutrin; clonidine, known as Catapres; imipramine, known as Tofranil ... - DailyIndia.com,

Nurse: Yost turned emotion 'on and off' at daughter's bedside  Mar 3, 2006
Two days later, Monique would die of a fatal dose of Imipramine, an anti-depressant medication prescribed to her to combat bed-wetting and sleep problems. ... - The Bay City Times,

Antidepressants and your libido  Feb 28, 2006
The answer may lie in switching to one of the older antidepressant tricyclate drugs such as Elavil or Imipramine, or one of the MAO Inhibitors like Parnate or ... - Health24.com,

Trimipramine for Refractory Panic Attacks  Mar 2, 2006
Trimipramine, a tricyclic tertiary amine pharmacologically related to imipramine, which was the first pharmacological agent noted to treat panic disorders (1 ... - Am J Psychiatry (subscription)

Characteristics and Regulation of 123 I-MIBG Transport in Cultured ...  Mar 1, 2006
The uptake 1 inhibitors desipramine, imipramine, and phenoxybenzamine at 50 µmol/L reduced 123 I-MIBG uptake to 55.3% ± 2.7%, 62.4% ± 3.5%, and 48.0% ± 2.2 ... - Journal of Nuclear Medicine

Treatment-Resistant Bipolar Depression: A STEP-BD Equipoise ...  Feb 9, 2006
Prien RF, Klett CJ, Caffey EM: Lithium carbonate and imipramine in prevention of affective episodes: a comparison in recurrent affective illness. ... - Am J Psychiatry (subscription)

Jury selection begins in Donna Yost murder trial  Feb 23, 2006
...home. An autopsy showed that Monique, who was 7 years old at the time, consumed a fatal dose of the anti-depressant Imipramine. ... - MLive.com,

Health Tip: Drugs to Avoid While Breast-Feeding  Feb 16, 2006
...drugs: Amitriptyline, Amoxapine, Bupropion, Clomipramine, Desipramine, Dothiepin, Doxepin, Fluoxetine, Fluvoxamine, Imipramine, Nortriptyline, Paroxetine ... - Forbes

Antidepressant makers ordered to cite suicidal risk in labeling+  Feb 8, 2006
The drugs affected by the measure include Paxil (paroxetine hydrochloride), Tofranil (imipramine hydrochloride) and Toledomin (milnacipran hydrochloride). ... - TMCnet

It's in the Genes: Study Opens Door to New Treatment of the Blues  09 Feb 2006
The researchers found that long-term use of antidepressants, such as fluoxetine (Prozac) and imipramine (Trofanil), were successful in reversing the social ... - Newswise (press release)

Antidepressant makers ordered to cite suicidal risk in labeling+  Feb 8, 2006
The drugs affected by the measure include Paxil (paroxetine hydrochloride), Tofranil (imipramine hydrochloride) and Toledomin (milnacipran hydrochloride). ... - TMCnet

Forum: Sense About Science report  Jan 27, 2006
35 Woelk H. Comparison of St. John's wort and imipramine for treating depression: randomized controlled trial. BMJ 2000 Sep;321:536–9. ... - NutraIngredients.com,

Continuity of Antidepressant Treatment for Adults With Depression ...  Jan 24, 2006
...from a private health maintenance organization who were initially treated with fluoxetine were more likely than patients treated with imipramine or desipramine ... - Am J Psychiatry (subscription)

Brief Reports: Patterns of Psychotropic Medication Use by Race ...  Jan 25, 2006
Tricyclics included ami-triptyline, amitriptyline pamoate, clomi-pramine, desipramine, doxepin, imipramine, nortriptyline, protriptyline, trimipramine, and ... - Psychiatric Services (subscription)

Natural approaches for psychological disorders  Jan 10, 2006
In one study of depressed patients 500 - 3 000 mg phenylalanine together with vitamin B6 was found to be more effective than the antidepressant Imipramine.5. ... - The South African Journal of Natural Medicine (subscription),

Review of the Literature on Major Mental Disorders in Adult ...  Jan 23, 2006
...and Naylor, in 1990, 27 reported a female patient with Kearns-Sayre syndrome and bipolar disorder, who improved with a combination of imipramine and lithium. ... - Psychosomatics (subscription)

Experts say Prozac might not be the most effective antidepressant  Dec 8, 2005
Patients found fluoxetine more tolerable than both Elavil or Endep (amitryptilline) and Tofranil (imipramine). Cipriani, a psychiatrist ... - Dominican Today,

Prozac: Popular, but not potent?  Dec 7, 2005
Patients found fluoxetine more tolerable than both Elavil and Endep (amitryptilline) and Tofranil (imipramine). "Fluoxetine, the ... - myDNA.com,

Most Tolerable Antidepressant May Not be Most Efficacious  Dec 8, 2005
...was better tolerated than any other antidepressant, most notably Elavil or Endep (amitriptyline) OR=0.64; 95% CI=0.47-0.85 and Tofranil (imipramine) OR=0.79; 95 ... - MedPage Today,

Barbeau Pharma Announces That Its Studies Of The Cardiotoxicity Of ...  Nov 22, 2005
Pharmacology Society held in Mannheim, Germany that described 1) considerable proarrhythmic activity of hydroxylated (oxidized) imipramine metabolites in ... - Genetic Engineering News,

The Surgeon General's Report on Mental Health  Nov 30, 2005
The pharmacotherapy of depressive illness in adolescents: An open-label comparison of fluoxetine with imipramine-treated historical controls. ... - About - News & Issues,

Evaluation of Reboxetine, a Noradrenergic Antidepressant, for the ...  Sep 23, 2005
J Int Med Res 1976; 4:28–40[Medline]. Alcoff J, Jones E, Rust P, Newman R: Controlled trial of imipramine for chronic low back pain. ... - Psychosomatics (subscription)

Medication-Induced Activation in Children and Adolescents  Oct 3, 2005
...fluoxetine initially reported high rates of systematically obtained activation symptoms compared to placebo and occasionally to imipramine (Tofranil), but they ... - Psychiatric Times,

In Case You Missed "Montel"  Oct 3, 2005
They put him on Adderall, Clonazepam, Clonidine, Depakote, Dexadrine, Imipramine, Mellarel, Neurontin Risperal, Ritalin, Seroquel, Wellbutrin, Zoloft, and ... - CounterPunch,

Irritable Bowel Syndrome (The Noisy Rumbling Tummy)  Sep 16, 2005
...bowel muscles and nerves. Drugs that have been found useful include Imipramine, Paroxetine. These drugs are given in small doses. - The Guardian - Nigeria,

Defense to ask for delay in Yost trial after family suffers ...  Sep 15, 2005
...in Bay City. An autopsy revealed a fatal dose of Imipramine, an anti-depressant medication used to prevent bed-wetting. Yost said ... - The Bay City Times,

Prevalence and Treatment of Depression in Parkinson’s Disease  Sep 24, 2005
...these receptors. The TCAs include the following: amitriptyline, nortriptyline, imipramine, desipramine, and doxepine. These medications ... - Journal of Neuropsychiatry (subscription)

Many meds don't mix with the sun  Sep 21, 2005
Anafranil), desipramine (Norpramin), doxepin (Sinequan), escitalopram (Lexapro), fluoxetine (Prozac, Sarafem), fluvoxamine (Luvox), imipramine (To-franil ... - Pioneer Press,

Evaluation of Reboxetine, a Noradrenergic Antidepressant, for the ...  Sep 6, 2005
J Int Med Res 1976; 4:28–40. Alcoff J, Jones E, Rust P, Newman R: Controlled trial of imipramine for chronic low back pain. J Fam Pract 1982; 14:841–846. ... - Psychosomatics (subscription)

Helping kids with ADHD  Aug 17, 2005
Dexamphetamine. When these medications are not effective, other drugs such as Imipramine, Clonidine, Moclobemide and Desipramine are used. ... - Malaysia Star,

STRONG MEDICINE NEEDED FOR OUT-OF-CONTROL IRRITABLE BOWEL SYNDROME  Aug 9, 2005
Antidepressants like imipramine can be helpful -- not for their antidepressant action but for their action on the digestive tract. ... - Charlotte Sun-Herald,

Antidepressants for Bipolar Depression  Jul 29, 2005
Quitkin FM, Kane J, Rifkin A, Ramos-Lorenzi JR, Nayak DV: Prophylactic lithium carbonate with and without imipramine for bipolar I patients: a double-blind ... - Am J Psychiatry (subscription)

Antidepressants for Bipolar Depression  Jul 29, 2005
...fluoxetine data suggest no evidence of switching while using antipsychotics, in our reanalysis of the lithium-plus-paroxetine (or imipramine) study, there was ... - Am J Psychiatry (subscription)

Research Indicates That Unique Bacopa Extract Displays Strong ...  Aug 3, 2005
This effect was similar to results from a previous study where Bacopa displayed antidepressant effects comparable to imipramine. ... - NPIcenter (press release)

Antidepressants for Bipolar Depression  Jul 29, 2005
Nemeroff CB, Evans DL, Gyulai L, Sachs GS, Bowden CL, Gergel IP, Oakes R, Pitts CD: Double-blind, placebo-controlled comparison of imipramine and paroxetine in ... - Am J Psychiatry (subscription)

Antidepressants: 1st Choice for Nerve Pain  Jul 19, 2005
...relief. These include medications such as amitriptyline, imipramine, clomipramine, desipramine, and nortriptyline. Anticonvulsant ... - FOX News

Acute Akathisia Associated With Quetiapine Use  Jul 6, 2005
53 There have been multiple case reports of akathisia induced by nortriptyline, 53 imipramine, 54 and desipramine. 54 A review by Vandel et al. ... - Psychosomatics (subscription)

Why is my child like that?  Jul 16, 2005
Now, the pharmaceutical market is saturated with options: Adderall, Concerta, Focalin, Ritalin, Wellbutrin, Desipramine and Imipramine are among them. ... - Edmond Sun <**results**>

The Effect of Antinociceptive Drugs Tested at Different Times ...  Jun 23, 2005
...the behavioral effects of two standard drugs used clinically for neuropathic pain, the anticonvulsant gabapentin and antidepressant imipramine, in rats at ... - Anesthesia & Analgesia (subscription)

Acute Akathisia Associated With Quetiapine Use  Jul 6, 2005
53 There have been multiple case reports of akathisia induced by nortriptyline, 53 imipramine, 54 and desipramine. 54 A review by Vandel et al. ... - Psychosomatics (subscription)

Dysbetalipoproteinemia and Clomipramine  Jun 30, 2005
Lancet 1999; 353:1678. Yeragani VK, Balon R, Pohl R, Ramesh C: Imipramine treatment and increased serum cholesterol levels (letter). ... - Am J Psychiatry (subscription)

Symptoms of Late-Life Depression Frequency and Change During ...  Jun 14, 2005
...concentrations. Leon et al. 13 described nine symptoms with the greatest effect size for change during imipramine treatment. And Rush et al. ... - Am J Geriatric Psychiatry (subscription)

Dosage Forms TABLET
Drug_Category Antidepressive Agents, Tricyclic; Norepinephrine-Reuptake Inhibitors; Adrenergic Uptake Inhibitors; ATC:N06AA02; ATC:N06AA03; ATC:N06AA06
Absorption Rapidly and well absorbed after oral administration
Interactions -->Interactions for Imipramine:

In occasional susceptible patients or in those receiving anticholinergic drugs (including antiparkinsonism agents) in addition, the atropine-like effects may become more pronounced (e.g., paralytic ileus).

Close supervision and careful adjustment of dosage is required when this drug is administered concomitantly with anticholinergic drugs.

Avoid the use of preparations such as decongestants and local anesthetics which contain any sympathomimetic amine (e.g., epinephrine, norepinephrine), since it has been reported that tricyclic antidepressants can potentiate the effects of catecholamines.

Caution should be exercised when imipramine hydrochloride is used with agents that lower blood pressure. Imipramine hydrochloride may potentiate the effects of CNS depressant drugs.

The plasma concentration of imipramine may increase when the drug is given concomitantly with hepatic enzyme inhibitors (e.g., cimetidine, fluoxetine) and decrease by concomitant administration of hepatic enzyme inducers (e.g., barbiturates, phenytoin), and adjustment of the dosage of imipramine may therefore be necessary.

Drugs Metabolized by P450 2D6

The biochemical activity of the drug metabolizing isozyme cytochrome P450 2D6 (debrisoquin hydroxylase) is reduced in a subset of the caucasian population (about 7 to 10% of caucasians are so called "poor metabolizers"); reliable estimates of the prevalence of reduced P450 2D6 isozyme activity among Asian, African and other populations are not yet available. Poor metabolizers have higher than expected plasma concentrations of tricyclic antidepressants (TCAs) when given usual doses. Depending on the fraction of drug metabolized by P450 2D6, the increase in plasma concentration may be small, or quite large (8-fold increase in plasma AUC of the TCA).

In addition, certain drugs inhibit the activity of this isozyme and make normal metabolizers resemble p.o. metabolizers. An individual who is stable on a given dose of TCA may become abruptly toxic when given one of these inhibiting drugs as concomitant therapy. The drugs that inhibit cytochrome P450 2D6 include some that are not metabolized by the enzyme (quinidine; cimetidine) and many that are substrates for P450 2D6 (many other antidepressants, phenothiazines, and the Type 1C antiarrhythmics propafenone and flecainide). While all the selective serotonin reuptake inhibitors (SSRIs), e. g., fluoxetine, sertraline, and paroxetine, inhibit P450 2D6, they may vary in the extent of inhibition. The extent to which SSRI-TCA interactions may pose clinical problems will depend on the degree of inhibition, and the pharmacokinetics of the SSRI involved. Nevertheless, caution is indicated in the co-administration of TCA5 with any of the SSRIs and also in switching from one class to the other. Of particular importance, sufficient time must elapse before initiating TCA treatment in a patient being withdrawn from fluoxetine, given the long half-life of the parent and active metabolite (at least 5 weeks may be necessary).

Concomitant use of tricyclic antidepressants with drugs that can inhibit cytochrome P450 2D6 may require lower doses than usually prescribed for either the tricyclic antidepressant or the other drug. Furthermore, whenever one of these other drugs is withdrawn from cotherapy, an increased dose of tricyclic antidepressant may be required. It is desirable to monitor TCA plasma levels whenever a TCA is going to be co-administered with another drug known to be an inhibitor of P450 2D6.

Toxicity Oral, rat LD50: 355 to 682 mg/kg. Toxic signs proceed progressively from depression, irregular respiration and ataxia to convulsions and death.
Organisms Affected Humans and other mammals
Chemical IUPAC Name Not Available
Chemical Formula C19H24N2
Molecular Weight 280.407 g/mol
Smiles String CN(C)CCCN1C2=CC=CC=C2CCC3=CC=CC=C31
Melting Point 174.5 °C
Water Solubility 18.2 mg/L
State Solid (white to off-white crystalline powder)
LogP/Hphobicity 4.184
Isoelectric Point 9.4
Biotransformation Exclusively hepatic. Imipramine is converted in the liver to desipramine and 2-hydroxydesipramine, both active metabolites.
Half Life 11–25 hours
Protein Binding [%] 89–95%
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Drug Reference http://www.drugs.com/cons/Imipramine.html
http://www.rxlist.com/cgi/generic/imip.htm
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/tof1448.shtml
Drug Type Approved Drug
Accession No APRD00672
CAS Registry Number 50-49-7
KEGG Compound ID C07049
PubChem ID SID:64850
PharmGKB ID PA449969
SwissProt ID Not Available
GenBank ID Not Available
Drug ID Number [DIN] 726397

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