Trazodone

Trazodone is a triazolopyridine derivative of the serotonin antagonist reuptake inhibitor (SARI) class. It is used to treat severe depression, but is very different and less toxic than tricyclic antidepressants or monoamine oxidase inhibitors (MAOI). Trazodone, sold under the brand names Depyrel, Desyrel, Mesyrel, Molipaxin, Oleptro, Trazodil, Trazorel, Trialodine, and Trittico, should never be taken with an MAOI, as this will have adverse effects. This drug, while generally precribed for depression, also has anxiolitic and hypnotic properties, and therefore may also be indicated for anxiety and sleeplessness.

Introduction to Trazodone

Trazodone (thrombran, pragmarel, desirex) is a sedative, anxiolytic and antidepressant compound.
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Using Trazodone

Ways of Administration

Effects of Trazodone

Common side effects of Trazodone may include:

-Drowsiness, dizziness

-Vision changes

-Dry mouth, altered sense of taste.

-Confusion

-Blurred vision

-Sweating

-Unusual tiredness or weakness.

Less common side effects are:

-Burning, crawling, itching, numbness, prickling, "pins and needles", or tingling feelings

-Confusion about identity, place, and time

-Decreased concentration

-Fainting

-General feeling of discomfort or illness

-Headache

-Lack of coordination

-Muscle tremors

-Nervousness

-Pounding in the ears

-Shortness of breath

-Slow or fast heartbeat

-Swelling

Combinations with Trazodone

When used at lower doses 25-50mg, Trazodone can be used for sleep whilst taking an SSRI class of antidepressant.

Different Uses for Trazodone

Used as an antidepressant. Prescription doses range from 150mg to 800mg/day.

Lower doses such as 25-50mg are prescribed for sleep, where a benzo or Z drug is not indicated or appropriate, as Trazodone causes tiredness.

Pharmacology of Trazodone

Selective (but weak) inhibitor of serotonine reuptake. It is an alpha-adrenoceptor antagonist at presynaptic and postsynaptic receptor.

Peak plasma concentrations occur at 0.5-2 hours after ingestion.
Trazodone is eliminated via the kidneys. Half life for the drug and its metabolite is 13 hours.

LD50 (mg/kg) (as the hydrochloride) [1]
Mice : 96 intravenously

Chemistry of Trazodone

A triazolopyridine derivative.

Column 1 Column 2
Systematic (IUPAC) name: 2-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
Synonyms: 2-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one; AF-1161, Desyrel, Molipaxin, Oleptro, Thombran, Trazolan, Trittico (hydrochloride)
Molecular Formula: C19H22ClN5O, C19H22ClN5O.HCl
Molar mass: 371.86 g/mol, 408.32 g/mol (hydrochloride)[1]
CAS Registry Number: 19794-93-5, 25332-39-2 (hydrochloride)
Melting Point: 86-87°C, also reported 96°C (freebase); 223°C (hydrochloride)
Boiling Point: no data
Flash Point: no data
Solubility: Freebase highly lipophilic. Hydrochloride sparingly soluble in water, ethanol, methanol, chloroform; practically insoluble in common organic solvents.
Additionnal data: pKa (50% ethanol) 6.14
Notes: Hydrochloride aspect : white, odorless plates; crystallized from ethanol
[2]

The Dangers of Trazodone

Physical Health Risks

Hepatotoxicity has been reported for Trazodone
Trazodone has also been recorded to cause erythematous maculopapular eruptions.
Trazodone can cause severe and persistent priapism. The manufacturer reported an incidence of one in 6000 men for abnormal erectile activity.

Overdose

At the date of 1980, 68 cases of trazodone overdose were recorded (in amounts up to 5g, 12 times the therapeutic dosage)
The predominant symptoms are drowsiness, dizziness, and rarely coma.

Reported Deaths

Mental Health Risks

Conversion to mania has been recorded for patients with unipolar depression and bipolar illness.
Delirium has also been reported.

Side Effects

Addiction

Physical Addiction

Mental Addiction

Production of Trazodone

Trazodone is synthetized as described in the scheme below.[3]
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Forms of Trazodone

Legal Status of Trazodone

United Nations

By prescribtion

USA

By prescribtion

EU

By prescription

Other Countries

History of Trazodone

More Trazodone Sections

Trazodone

References

  1. ^Meyler's side effects of psychiatric drugs, J.K. Aronson
  2. ^Merck Index, fifteenth edition (2013)
  3. ^Synthesis of Essential Drugs, 1st edition, Ruben Vardanyan & Victor Hruby, Elsevier

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