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QuickView for Cyclobenzaprine (compound)
PubChem
| Name: | cyclobenzaprine |
|---|---|
| PubChem Compound ID: | 22576 |
| Molecular formula: | C20H22ClN |
| Molecular weight: | 311.848 g/mol |
| Synonyms: |
Lisseril; Flexiban; D00772; 3-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)propyl(dimethyl)ammonium chloride; 1-Propanamine, 3-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-, hydrochloride; Prestwick_790; 10,11delta-Amitriptyline hydrochloride; Novo-Cycloprine; N,N-Dimethyl-5H-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine hydrochloride; Proheptatriene hydrochloride.
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DrugBank
Identification
| Name: | cyclobenzaprine |
|---|---|
| Name (isomeric): | DB00924 |
| Drug Type: | small molecule |
| Synonyms: |
Cyclobenzaprine HCL
|
| Brand: | Proeptatriene, Cyclobenz, Proheptatriene, Flexiban, Flexeril |
| Category: | Tranquilizing Agents, Muscle Relaxants, Central, Muscle Relaxants, Skeletal Muscle Relaxants, Antidepressive Agents, Tricyclic |
| CAS number: | 303-53-7 |
Pharmacology
| Indication: | For use as an adjunct to rest and physical therapy for relief of muscle spasm associated with acute, painful musculoskeletal conditions. |
|---|---|
| Pharmacology: | Cyclobenzaprine, closely related to the antidepressant amitriptyline, is used as a skeletal muscle relaxant to reduce pain and tenderness and improve mobility. Unlike dantrolene, cyclobenzaprine cannot be used to treat muscle spasm secondary to cerebral or spinal cord disease. |
| Mechanism of Action: |
Like other tricyclic antidepressants, cyclobenzaprine exhibits anticholinergic activity, potentiation of norepinephrine, and antagonism of reserpine. Cyclobenzaprine does not directly act on the neuromuscular junction or the muscle but relieves muscle spasms through a central action, possibly at the brain stem level. Cyclobenzaprine binds to the se...
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| Absorption: | Slowly but well absorbed after oral administration |
| Protein binding: | Very high (93%) |
| Biotransformation: | Extensively metabolized (gastrointestinal and hepatic). |
| Route of elimination: | Cyclobenzaprine is extensively metabolized, and is excreted primarily as glucuronides via the kidney. |
| Half Life: | 18 hours (range 8-37 hours) |
| Clearance: | 0.7 L/min |
| Toxicity: | Oral mouse and rat LD50 are 338 mg/kg and 425 mg/kg respectively. Signs of overdose include agitation, coma, confusion, congestive heart failure, convulsions, dilated pupils, disturbed concentration, drowsiness, hallucinations, high or low temperature, increased heartbeats, irregular heart rhythms, muscle stiffness, overactive reflexes, severe low blood pressure, stupor, and vomiting. |
| Affected organisms: | Humans and other mammals |
Interactions
| Food interaction: |
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Targets
Enzymes
