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20-September-2008 10:21:22 - Cyclobenzaprine July 2008 Cyclobenzaprine Systematic IUPAC name 3-5H-dibenzoa,dcyclohepten-5-ylidene- N,N-dimethyl-1-propanamine Identifiers CAS number 303-53-7 ATC code M03BX08 PubChem 2895 DrugBank APRD00213 Chemical data Formula C20H21N Mol. mass 275.387 g/mol SMILES eMolecules PubChem Pharmacokinetic data Bioavailability 32.5% to 55% Metabolism hepatic Half life 18 hours range 8-37 hours; n=18 Excretion renal Therapeutic considerations Pregnancy cat. Category B Legal status Unscheduled Routes PO Per Oral Cyclobenzaprine 10mg Cyclobenzaprine 10mg Cyclobenzaprine1 is a long-acting skeletal muscle relaxant. It is marketed as Flexeril 5 and 10 mg tablets, and also as Fexmid 7.5 mg tablet. Both the 5 and 10 milligram tablets are available generically. Fexmid is available generically. Once-a-day extended release formulation, Amrix, has been approved by the United States FDA in 2007 and is available in 15 and 30 mg capsules.2 Contents 1 Mechanism of action 2 Indications 3 Side effects 4 Interactions 5 Legality 6 Abuse 7 Overdose 8 External links 9 References Mechanism of action Cyclobenzaprine is structurally related to the first-generation tricyclic antidepressants such as imipramine. It therefore should not be used within 14 days of cessation of therapy with monoamine oxidase inhibitors MAOIs. The exact mechanism of action for cyclobenzaprine is unknown. Current research appears to indicate that cyclobenzaprine acts on the locus coeruleus where it results in increased norepinephrine release, potentially through the gamma fibers which innervate and inhibit the alpha motor neurons in the ventral horn of the spinal cord.3 Decreased firing of the alpha motor neuron results. Indications Cyclobenzaprine is typically prescribed to relieve pain and muscle spasms. Typically, muscle spasms occur in an injury to stabilize the affected body part and prevent further damage. The spasm of the muscles can increase the pain level. It is believed that by decreasing muscular spasm, pain is diminished. A common application would be that of a whiplash injury in a car accident. Muscle relaxants such as Cyclobenzaprine Flexeril and Orphenadrine Citrate Norflex have also been studied in the treatment of fibromyalgia. In a study of 120 fibromyalgia patients, those receiving Cyclobenzaprine 10 to 40 mg over a 12 week period had significantly improved quality of sleep and pain score. Interestingly, there was also a reduction in the total number of tender points and muscle tightness. It is also prescribed off-label as a sleep-aid. To avoid possible stomach sickness, take with food and a full glass of water. Side effects Common side effects include drowsiness, depression, headaches, dizziness, and blurred vision. Other side effects are respiratory depression and decreased functionality in various muscles. Long term use has been associated with vision damage. Another side effect is dryness of the mouth.4 Agitation is a common side effect observed especially in the elderly.5 Interactions When you are taking cyclobenzaprine, it is especially important that your health care professional know if you are taking any of the following: Alcohol Central nervous system CNS depressants medicines that cause drowsiness or Tricyclic antidepressants amitriptyline e.g., Elavil, amoxapine e.g., Asendin, clomipramine e.g., Anafranil, desipramine e.g., Pertofrane, doxepin e.g., Sinequan, imipramine e.g., Tofranil, nortriptyline e.g., Aventyl, protriptyline e.g., Vivactil, trimipramine e.g., Surmontil-The chance of side effects may be increased Monoamine oxidase MAO inhibitors furazolidone e.g., Furoxone, phenelzine e.g., Nardil, procarbazine e.g., Matulane, selegiline e.g., Eldepryl, tranylcypromine e.g., Parnate-Taking cyclobenzaprine while you are taking or within 2 weeks of taking MAO inhibitors may result in serious, life-threatening side effects6. Legality Cyclobenzaprine is regulated in the U.S. for prescription use only. Cyclobenzaprine does not fall within most governmental guidelines as a controlled substance, however possession without a valid / current prescription may be illegal depending upon various state and local laws. Abuse Cyclobenzaprine doesn't seem to be particularly popular in recreational drug-using communities, despite having an arguably high potential for abuse. When used for illicit purposes, the drug is often referred to as cyclone or mellow yellow with recreational doses ranging from 20 to 80 mg. At these dosages, users report mild to moderate drowsiness and relaxation as the primary effects. Compared with other commonly abused CNS depressants, cyclobenzaprine's effects are considered to be mild, limiting its popularity as a recreational drug. More commonly, cyclobenzaprine is used as a potentiator of opioids, the weak and intermediate strength painkillers such as codeine, dihydrocodone, and hydrocodone most frequently. In this respect it is similar to the first-generation antihistamines and to a lesser extent like the structurally-unrelated carisoprodol. However, Cyclobenzaprine can induce moderate to severe anticholinergic effects at higher doses, as well as benzodiazepine-like sedation and often pleasurable muscle-relaxation. At even higher doses, cyclobenzaprine may cause severe ataxia, and due to excessive muscle-relaxation, and possibly disorienting side effects such as a floating sensation or other imagined movements usually experienced when at rest. It is important to note that cyclobenzaprine is not the only muscle relaxant with increased intensity of abuse. Soma, or carisoprodol, is a muscle relaxant that carries increased abuse potential. A handful of states such as Georgia have classified the drug as a Schedule IV controlled substance. This classification includes the majority of benzodiazepines, non-benzodiazapine sleep agents, and dextro-propoxyphene a mild narcotic analgesic. Overdose Although reportedly unpleasant, cyclobenzaprine is relatively benign in case of overdose. However, depending on the amount taken and on the many different factors unique each individual, harmful overdose effects can occur. Note that the susceptibility to these potentially damaging effects is greatly increased when cyclobenzaprine is used in conjunction with other drugs, particularly central nervous system depressants and antidepressants. Use of cyclobenzaprine with an MAOI monoamine oxidase inhibitor can possibly result in fatality. A case of rhabdomyolysis muscle breakdown associated with its overdose has been reported in the scientific literature. This is a rare though potentially fatal complication. Treatment protocols and support should follow the same as for any tricyclic antidepressant.5 External links Chabria Shiven B : Rhabdomyolysis: a manifestation of cyclobenzaprine toxicity References ^ Cyclobenzaprine information from drugs.com ^ Amrix website ^ Cyclobenzaprine: a possible mechanism of action fo...Can J Physiol Pharmacol. 1981 - PubMed Result ^ Flexeril side effects Cyclobenzaprine Hcl and drug interactions - prescription drugs and medications at RxList ^ a b Journal of Occupational Medicine and Toxicology | Full text | Rhabdomyolysis: a manifestation of cyclobenzaprine toxicity ^ Flexeril Information from Drugs.com v d e Skeletal Muscle relaxants M03 Peripherally acting primarily antinicotinic, NMJ blocking Non-depolarising Curare Alkaloids: Alcuronium, Dimethyltubocurarine, Tubocurarine Quaternary ammonium compounds: Atracurium, Cisatracurium, Doxacurium chloride, Fazadinium bromide, Gallamine, Hexafluronium, Metocurine, Mivacurium chloride, Pancuronium, Pipecuronium bromide, Rocuronium bromide,Vecuronium Depolarising Choline Derivatives: Suxamethonium, Succinylcholine ACh release inhibitors Botulinum toxin Centrally acting Carbamic acid esters Carisoprodol, Febarbamate, Meprobamate, Methocarbamol, Phenprobamate, Styramate, Tybamate Benzodiazepines Bentazepam, Diazepam, Lorazepam, Nitrazepam, Tetrazepam Anticholinergics Antimuscarinics Cyclobenzaprine, Orphenadrine, Trazadone Other Baclofen, Chlormezanone, Chlorzoxazone, Donepezil, Mephenesin, Mephenoxalone, Phenyramidol, Pridinol, Quinine, Thiocolchicoside, Tizanidine, Tolperisone Directly acting Dantrolene Retrieved from http://en..org/wiki/Cyclobenzaprine Categories: Muscle relaxantsHidden category: Articles needing additional references from July 2008 Views Article Discussion this page History Personal tools Log in / create account Navigation Main page Contents Featured content Current events Random article Search Go Search Interaction Community portal Recent changes Contact Donate to Help Toolbox What links here Related changes Upload file Special pages Printable version Permanent link Cite this page Languages Español This page was last modified on 10 August 2008, at 00:11
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