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Amitriptyline
drug data and news
Amitriptyline 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.
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| Generic name | Amitriptyline | ||
| Brand Names/Synonyms | Adepress; Adepril; Amineurin; Amitid; Amitril; Amitriprolidine; Amitriptylin; Amitriptyline; Amitriptyline Hcl; Amitriptyline Hydrochloride; Amitryptiline; Amitryptyline; Amytriptiline; Damilan; Damilen; Damitriptyline; Deprex; Dibenzosuberone/Amitriptyline; Domical; Elanil; Elavil; Endep; Flavyl; HSDB 3007; Hexathane; Horizon; Hydrochloride; Lantron; Laroxil; Laroxyl; Lentizol; MK 230; MK-230; Miketorin; N 750; Proheptadiene; Redomex; Saroten; Sarotex; Seroten; Sylvemid; Triptanol; Triptilin; Triptisol; Tryptanol; Tryptizol | ||
| Indication | For the relief of symptoms of depression and Enuresis in children | ||
| Sponsored links | Description | Not Available | |
| Pharmacology | Amitriptyline, a tertiary amine tricyclic antidepressant, is structurally related to both the skeletal muscle relaxant cyclobenzaprine and the thioxanthene antipsychotics such as thiothixene. Amitriptyline is used to treat depression, pain of neuropathic origin, attention-deficit hyperactivity disorder, functional enuresis in children, panic and phobic disorder, and to manage some eating disorders. | ||
| Mechanism Of Action | Amitriptyline is metabolized to nortriptyline which acts by decreasing the reuptake of norepinephrine and serotonin (5-HT). | ||
| Amitriptyline News (When available) |
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| Dosage Forms | SYRUP; TABLET | ||
| Drug_Category | Analgesics; Antidepressants; Norepinephrine-Reuptake Inhibitors; ATC:N06AA09 | ||
| Absorption | Rapidly and well absorbed after oral administration | ||
| Interactions |
-->Interactions for Amitriptyline: Drugs Metabolized by P450 2D6 ¾ The biochemical activity of the drug metabolizing isozyme cytochrome P450 2D6 (debrisoquin hydroxylase) is reduced in a subset of the caucasian population (about 7-10% 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 poor 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 coadministration of TCAs 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 co-therapy, an increased dose of tricyclic antidepressant may be required. It is desirable to monitor TCA plasma levels whenever a TCA is going to be coadministered with another drug known to be an inhibitor of P450 2D6. Monoamine Oxidase Inhibitors: Guanethidine or similarly acting compounds; thyroid medication; alcohol, barbiturates and other CNS depressants; and disulfiram When amitriptyline HCl is given with anticholinergic agents or sympathomimetic drugs, including epinephrine combined with local anesthetics, close supervision and careful adjustment of dosages are required. Hyperpyrexia has been reported when amitriptyline HCl is administered with anticholinergic agents or with neuroleptic drugs, particularly during hot weather. Paralytic ileus may occur in patients taking tricyclic antidepressants in combination with anticholinergic-type drugs. Cimetidine is reported to reduce hepatic metabolism of certain tricyclic antidepressants, thereby delaying elimination and increasing steady-state concentrations of these drugs. Clinically significant effects have been reported with the tricyclic antidepressants when used concomitantly with cimetidine. Increases in plasma levels of tricyclic antidepressants, and in the frequency and severity of side effects, particularly anticholinergic, have been reported when cimetidine was added to the drug regimen. Discontinuation of cimetidine in well-controlled patients receiving tricyclic antidepressants and cimetidine may decrease the plasma levels and efficacy of the antidepressants. Caution is advised if patients receive large doses of ethchlorvynol concurrently. Transient delirium has been reported in patients who were treated with one gram of ethchlorvynol and 75 - 150 mg of amitriptyline HCl. | ||
| Toxicity | LD50=350 mg/kg (in mice) | ||
| Organisms Affected | Humans and other mammals | ||
| Chemical IUPAC Name | 3-(10,11-dihydro-5H-dibenzo-[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine | ||
| Chemical Formula | C20H23N | ||
| Molecular Weight | 277.403 g/mol | ||
| Smiles String | CN(C)CCC=C1C2=CC=CC=C2CCC3=CC=CC=C31 | ||
| Melting Point | 196-197°C | ||
| Water Solubility | 9.7 mg/mL | ||
| State | White or almost white powder | ||
| LogP/Hphobicity | 4.612 | ||
| Isoelectric Point | 9.4 | ||
| Biotransformation | Exclusively hepatic , with first_pass effect | ||
| Half Life | 30 hours | ||
| Protein Binding [%] | Very highly protein bound (90% or more) in plasma and tissues | ||
| RxList Link | RXlist | ||
| Sponsored links | |||
| Drug Reference |
http://www.drugs.com/cons/Amitriptyline.html http://www.rxlist.com/cgi/generic/amitrip.htm | ||
| Drug Type | Approved Drug | ||
| Accession No | APRD00227 | ||
| CAS Registry Number | 50-48-6 | ||
| KEGG Compound ID | C06824 | ||
| PubChem ID | SID:148552 | ||
| PharmGKB ID | PA448385 | ||
| SwissProt ID | Not Available | ||
| GenBank ID | Not Available | ||
| Drug ID Number [DIN] | 654515 |
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