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Merck
CN

C4542

Cyclobenzaprine hydrochloride

Synonym(s):

5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H21N · HCl
CAS Number:
6202-23-9
Molecular Weight:
311.85
NACRES:
NA.77
PubChem Substance ID:
24278315
UNSPSC Code:
12352200
EC Number:
228-264-4
MDL number:
MFCD00079039

Key Documents

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InChI key

VXEAYBOGHINOKW-UHFFFAOYSA-N

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 string

Cl.CN(C)CC\C=C1\c2ccccc2C=Cc3ccccc13

form

powder

originator

Johnson & Johnson

Quality Level

200

Gene Information

human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)

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Application

Cyclobenzaprine hydrochloride has been used to study its effect on the muscles of dystrophin-deficient mdx5Cv mice.
Cyclobenzaprine hydrochloride has been used to study its effects on the muscles of dystrophin-deficient mdx5Cv mice.

Biochem/physiol Actions

Cyclobenzaprine hydrochloride is a type of tricyclic skeletal drug, which is commonly used as a muscle relaxant. It is very effective in treating intractable pain of cervical and lumbar origin caused by skeletal muscle spasm. cyclobenzaprine hydrochloride inhibit tonic α-mononeuronal excitation mediated by descending serotonergic systems by interacting with serotonin receptors at the spinal cord level.
Skeletal muscle relaxant; 5-HT2 serotonin receptor antagonist.
Skeletal muscle relaxant; reduces muscle spasm by depression of brainstem neurons; 5-HT2 serotonin receptor antagonist.

Features and Benefits

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Cyclobenzaprine is a tricyclic agent, which has anti-depressant and anti-cholinergic properties. It lowers the tonic somatic motor activity of motor neuron systems. Cyclobenzaprine prevents the uptake of noradrenaline. It is used to treat neck, back and myofascial pain. Cyclobenzaprine functions as a nerve impulse inhibitor.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9250
0000430299
0000430299
BCBJ3705
BCBJ3705V

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Efficacy of a low-dose regimen of cyclobenzaprine hydrochloride in acute skeletal muscle spasm: results of two placebo-controlled trials
Borenstein DG and Korn S
Clinical Therapeutics, 25(4), 1056-1073 (2003)
Psychiatric Side Effects of Prescription and Over-the-counter Medications: Recognition and Management (1998)
A validated inherent stability indicating HPTLC method for estimation of cyclobenzaprine hydrochloride in tablets and use of MS-QTOF in characterization of its alkaline stress degradation product
Harde MT, et al.
Bulletin of Faculty of Pharmacy, Cairo University , 54(2), 145-156 (2016)
H Kobayashi et al.
European journal of pharmacology, 311(1), 29-35 (1996-09-05)
The centrally acting muscle relaxant cyclobenzaprine was thought to be an alpha 2-adrenoceptor agonist that reduced muscle tone by decreasing the activity of descending noradrenergic neurons. In the present study, we examined the effects of cyclobenzaprine on descending neurons by
Determination of degradation products of Cyclobenzaprine hydrochloride, Lidocaine and Piroxicam in a semi-topical formulation: MS-MS confirmation of unknown impurities
Cioroiu BI, et al.
Journal of Chromatographic Science, 54(6), 902-911 (2016)
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