Synonym
Flexeril; Proheptatriene; Lisseril; Proeptatriene; Proheptatrien; MK-130 HCl; MK130 HCl; MK 130 HCl; Cyclobenzaprine HCl
IUPAC/Chemical Name
5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene Hydrochloride
InChi Key
VXEAYBOGHINOKW-UHFFFAOYSA-N
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
SMILES Code
CN(C)CC/C=C1C2=CC=CC=C2C=CC3=CC=CC=C\13.[H]Cl
Appearance
White to off-white crystalline powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO, not in water |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
311.85
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Bryson E, Hartman R, Arnold J, Gorman G, Sweitzer S, Asbill S. Skin Permeation and Antinociception of Compounded Topical Cyclobenzaprine Hydrochloride Formulations. Int J Pharm Compd. 2015 Mar-Apr;19(2):161-6. PubMed PMID: 26685496.
2: Braschi E, Garrison S, Allan GM. Cyclobenzaprine for acute back pain. Can Fam Physician. 2015 Dec;61(12):1074. PubMed PMID: 26668287; PubMed Central PMCID: PMC4677944.
3: Bulbena-Cabre A, Dunn NR, Swift RG. Cyclobenzaprine-Induced Hallucinosis. Prim Care Companion CNS Disord. 2015 Jun 25;17(3). doi: 10.4088/PCC.14l01773. eCollection 2015. PubMed PMID: 26644954; PubMed Central PMCID: PMC4578906.
4: Friedman BW, Dym AA, Davitt M, Holden L, Solorzano C, Esses D, Bijur PE, Gallagher EJ. Naproxen With Cyclobenzaprine, Oxycodone/Acetaminophen, or Placebo for Treating Acute Low Back Pain: A Randomized Clinical Trial. JAMA. 2015 Oct 20;314(15):1572-80. doi: 10.1001/jama.2015.13043. PubMed PMID: 26501533.
5: Westrol MS, Awad NI, Bridgeman PJ, Page E, McCoy JV, Jeges J. Use of an Intravascular Heat Exchange Catheter and Intravenous Lipid Emulsion for Hypothermic Cardiac Arrest After Cyclobenzaprine Overdose. Ther Hypothermia Temp Manag. 2015 Sep;5(3):171-6. doi: 10.1089/ther.2015.0006. Epub 2015 Jul 8. PubMed PMID: 26154529.
6: Chua-Tuan JL, Cao D, Iwanicki JL, Hoyte CO. Cardiac sodium channel blockade after an intentional ingestion of lacosamide, cyclobenzaprine, and levetiracetam: Case report. Clin Toxicol (Phila). 2015 Jul;53(6):565-8. doi: 10.3109/15563650.2015.1040157. Epub 2015 May 8. PubMed PMID: 25951877.
7: Long-term Use of Cyclobenzaprine for Pain: A Review of the Clinical Effectiveness [Internet]. Ottawa (ON): Canadian Agency for Drugs and Technologies in Health; 2015 Feb 23. Available from http://www.ncbi.nlm.nih.gov/books/NBK279656/ PubMed PMID: 25763449.
8: Turrentine JE, Marrazzo G, Cruz PD Jr. Novel use of patch testing in the first report of allergic contact dermatitis to cyclobenzaprine. Dermatitis. 2015 Jan-Feb;26(1):60-1. doi: 10.1097/DER.0000000000000099. PubMed PMID: 25581672.
9: Lobarinas E, Blair C, Spankovich C, Le Prell C. Partial to complete suppression of unilateral noise-induced tinnitus in rats after cyclobenzaprine treatment. J Assoc Res Otolaryngol. 2015 Apr;16(2):263-72. doi: 10.1007/s10162-014-0500-x. Epub 2014 Dec 20. PubMed PMID: 25526855; PubMed Central PMCID: PMC4368659.
10: Alencar FG Jr, Viana PG, Zamperini C, Becker A. Patient education and self-care for the management of jaw pain upon awakening: a randomized controlled clinical trial comparing the effectiveness of adding pharmacologic treatment with cyclobenzaprine or tizanidine. J Oral Facial Pain Headache. 2014 Spring;28(2):119-27. doi: 10.11607/ofph.963. PubMed PMID: 24822235.
