• Analgesics, Non-Narcotic
• Antidepressive Agents, Tricyclic
• Adrenergic Uptake Inhibitors
• ATC:N06AA09

• Adepress
• Adepril
• Amitid
• Amitril
• Amitriprolidine
• Amitriptylin
• Amitriptyline HCL
• Amitriptyline Hydrochloride
• Amitryptiline
• Amitryptyline
• Amytriptiline
• Damilan
• Damilen
• Damitriptyline
• Elanil
• Elavil
• Endep
• Flavyl
• Hexathane
• Horizon
• Lantron
• Laroxil
• Laroxyl
• Lentizol
• Proheptadiene
• Redomex
• Saroten
• Sarotex
• Seroten
• Sylvemid
• Triptanol
• Triptilin
• Triptisol
• Tryptanol
• Tryptizol

C₂₀H₂₃N

http://www.rxlist.com/cgi/generic/amitrip.htm

Hoffsommer et al., J. Org. Chem. 27, 4134 (1962)

277.403 g/mol

196-197 ^oC

9.7 mg/mL

Solid

4.612

Syrup; Tablet (10 mg, 25 mg, 50 mg, 75 mg, 100 mg, and 150 mg)

For the treatment of anxiety, bipolar disorders, and depression.

Amitriptyline, a tertiary amine tricyclic antidepressant, is structurally related to both the skeletal muscle relaxant cyclobenzaprine and the thioxanthene antipsychotics such as thiothixene. It is extremely sedating, and thus improvement of sleep patterns can be the first benefit of treatment. Amitriptyline exhibits strong anticholinergic activity, cardiovascular effects including orthostatic hypotension, changes in heart rhythm and conduction, and a lowering of the seizure threshold. As with other antidepressants, several weeks of therapy may be required in order to realize the full clinical benefit of amitriptyline. Although not a labelled indication, amitriptyline is widely used in the management of chronic nonmalignant pain (e.g., post-herpetic neuralgia, fibromyalgia).

Rapidly and well absorbed following oral administration (bioavailability is 30-60% due to first pass metabolism).

LD₅₀=350 mg/kg (in mice). Symptoms of overdose include abnormally low blood pressure, confusion, convulsions, dilated pupils and other eye problems, disturbed concentration, drowsiness, hallucinations, impaired heart function, rapid or irregular heartbeat, reduced body temperature, stupor, and unresponsiveness or coma.

While on therapy with amitriptyline HCl, patients should be advised as to the possible impairment of mental and/or physical abilities required for performance of hazardous tasks, such as operating machinery or driving a motor vehicle.

Humans and other mammals