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Cyclobenzaprine (hydrochloride)

Item No. 15885

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • MK-130
Technical Information
Formal Name
3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine, monohydrochloride
CAS Number
6202-23-9
Molecular Formula
C20H21N • HCl
Formula Weight
311.9
Purity
≥98%
Formulation
A neat solid
SMILES
CN(C)CC/C=C1C2=C(C=CC=C2)C=CC3=C/1C=CC=C3.Cl
InChi Code
InChI=1S/C20H21N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-14H,7,15H2,1-2H3;1H
InChi Key
VXEAYBOGHINOKW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Cyclobenzaprine is a skeletal muscle relaxant that also has sedative properties.1,2,3 It has been shown to antagonize muscarinic receptors (Kis = 25, 60, and 6 nM for M1, M2, and M3, respectively), serotonin 5-HT2 receptors (Kis = 56 and 330 nM for 5-HT2C and 5-HT2B, respectively), and histamine H1 receptor (IC50 = 20 nM).4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Trivedi, R.K., and Patel, M.C. Development of a stability-indicating RP-UPLC method for rapid determination of metaxalone and its degradation products in solid oral dosage form. Sci. Pharm. 80(2), 353-366 (2012).

    2. Chou, R., Peterson, K., and Helfand, M. Comparative efficacy and safety of skeletal muscle relaxants for spasticity and musculoskeletal conditions: A systematic review. J. Pain Symptom Manage. 28(2), 140-175 (2004).

    3. See, S., and Ginzburg, R. Choosing a skeletal muscle relaxant. Am. Fam. Physician 78(3), 365-370 (2008).

    4. Gregori-Puigjané, E., Setola, V., Hert, J., et al. Identifying mechanism-of-action targets for drugs and probes. Proc. Natl. Acad. Sci. USA 109(28), 11178-11183 (2012).

    5. Honda, M., Nishida, T., and Ono, H. Tricyclic analogs cyclobenzaprine, amitriptyline and cyproheptadine inhibit the spinal reflex transmission through 5-HT2 receptors. Eur. J. Pharmacol. 458(1-2), 91-99 (2003).

    6. Lounkine, E., Keiser, M.J., Whitebread, S., et al. Large scale prediction and testing of drug activity on side-effect targets. Nature 486(7403), 361-367 (2012).