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C4542

Sigma-Aldrich

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
EC Number:
228-264-4
MDL number:
MFCD00079039
UNSPSC Code:
12352200
PubChem Substance ID:
24278315
NACRES:
NA.77

form

powder

Quality Level

200

originator

Johnson & Johnson

SMILES string

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

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

Gene Information

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

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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.

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; 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.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H312 + H332

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
Cyclobenzaprine in intractable pain syndromes with muscle spasm
Brown BR and Womble J
JAMA : The Journal of the American Medical Association, 240(11), 1151-1152 (1978)
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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