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Cyclobenzaprine (hydrochloride)

CAT: 0804-HY-B0740-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-B0740-01Size:1 g
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Description
Cyclobenzaprine (MK130) hydrochloride is an orally active 5-HT2 receptor antagonist. Cyclobenzaprine hydrochloride acts centrally, providing skeletal muscle relaxation, alleviating muscle spasms, and reducing pain. Cyclobenzaprine hydrochloride also possesses antiparasitic activity. Cyclobenzaprine hydrochloride holds promise for research in the fields of acute, painful skeletal muscle disorders and infectious diseases[1][2][3][4][5].
CAS Number
6202-23-9
Product Name Alternative
MK130 (hydrochloride)
UNSPSC
12352005
Hazard Statement
H301, H312+H332
Target
5-HT Receptor; Parasite
Type
Reference compound
Related Pathways
Anti-infection; GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Infection; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Cyclobenzaprine-hydrochloride.html
Concentration
10mM
Purity
99.96
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL
Smiles
CN(C)CC/C=C1C2=CC=CC=C2C=CC3=CC=CC=C\13.Cl
Molecular Formula
C20H22ClN
Molecular Weight
311.85
Precautions
H301, H312+H332
References & Citations
[3]Borenstein D G & Korn S. Efficacy of a low-dose regimen of cyclobenzaprine hydrochloride in acute skeletal muscle spasm: results of two placebo-controlled trials[J]. Clinical therapeutics, 2003, 25 (4) : 1056-1073.|[4]Share N N, et al. Cyclobenzaprine: a novel centrally acting skeletal muscle relaxant[J]. Neuropharmacology, 1975, 14 (9) : 675-684.|[5]Cunha-Júnior EF, et al. Cyclobenzaprine Raises ROS Levels in Leishmania infantum and Reduces Parasite Burden in Infected Mice. PLoS Negl Trop Dis. 2017 Jan 3;11 (1) :e0005281. |[1]Kobayashi, H., Y. Hasegawa, and H. Ono, Cyclobenzaprine, a centrally acting muscle relaxant, acts on descending serotonergic systems. Eur J Pharmacol, 1996. 311 (1) : p. 29-35.|[2]Honda, M., T. Nishida, and H. Ono, Tricyclic analogs cyclobenzaprine, amitriptyline and cyproheptadine inhibit the spinal reflex transmission through 5-HT (2) receptors. Eur J Pharmacol, 2003. 458 (1-2) : p. 91-9.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
5-HT2 Receptor

Chemical Information

Cyclobenzaprine Hydrochloride

Cyclobenzaprine hydrochloride is the hydrochloride salt of cyclobenzaprine. A centrally acting skeletal muscle relaxant, it is used in the symptomatic treatment of painful muscle spasm. It has a role as an antidepressant and a muscle relaxant. It contains a cyclobenzaprine. It derives from a hydride of a dibenzo[a,d][7]annulene.

CAS Number6202-23-9
PubChem CID22576
IUPAC NameN,N-dimethyl-3-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)propan-1-amine;hydrochloride
Molecular FormulaC20H22ClN
Molecular Weight311.8
Topological Polar Surface Area3.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Heavy Atom Count22
Formal Charge0
Complexity365
SMILES
CN(C)CCC=C1C2=CC=CC=C2C=CC3=CC=CC=C31.Cl
InChI
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
InChIKey
VXEAYBOGHINOKW-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cyclobenzaprine Hydrochloride
CAS: 6202-23-9
CID: 22576
Formula: C20H22ClN
MW: 311.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight311.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Exact Mass311.1440774
Monoisotopic Mass311.1440774
Topological Polar Surface Area3.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity365
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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