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C3200000

Cyclobenzaprine hydrochloride

European Pharmacopoeia (EP) Reference Standard

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Synonym(s):
5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene hydrochloride
Empirical Formula (Hill Notation):
C20H21N · HCl
CAS Number:
6202-23-9
Molecular Weight:
311.85
MDL number:
MFCD00079039
PubChem Substance ID:
329775025
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

cyclobenzaprine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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) , HTR2C(3358)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Cyclobenzaprine hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Skeletal muscle relaxant; reduces muscle spasm by depression of brainstem neurons; 5-HT2 serotonin receptor antagonist.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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

Storage Class Code

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

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Ney Carter Borges et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(31), 3728-3734 (2011-11-15)
In the present study a method to quantify chlorpromazine in human plasma using cyclobenzaprine as the internal standard (IS) is described. The analyte and the IS were extracted from human plasma by a liquid-liquid extraction with diethyl ether/dichloromethane (70/30, v/v)
Mona Darwish et al.
Clinical therapeutics, 33(6), 746-753 (2011-06-28)
The single-dose pharmacokinetic profile of cyclobenzaprine extended-release (CER) has been previously characterized and compared with the pharmacokinetics of cyclobenzaprine immediate-release (CIR) administered 3 times daily for 3 doses. The objective of this study was to characterize the multiple-dose pharmacokinetic properties
Mona Darwish et al.
Expert opinion on drug metabolism & toxicology, 6(11), 1425-1436 (2010-10-05)
Cyclobenzaprine immediate-release (CIR) is a widely prescribed skeletal muscle relaxant with an established efficacy and safety profile in patients with muscle spasm associated with acute, painful conditions, although it is commonly associated with sedation. CIR is typically prescribed at a
Vikhyat S Bebarta et al.
The American journal of emergency medicine, 29(6), 645-649 (2010-09-10)
The cyclobenzaprine structure is similar to amitriptyline; however, tricyclic antidepressant (TCA)-like wide complex dysrhythmia has not been reported. Our objective was to determine the incidence of TCA-like effects in cyclobenzaprine overdoses as reported to 6 poison centers for 2 years.
S Mustafah Khwaja et al.
CJEM, 12(1), 39-44 (2010-01-19)
We compared pain severity and time to resumption of activities in patients with cervical strains treated with a nonsteroidal anti-inflammatory drug (NSAID), a centrally acting muscle relaxant or both. We performed a double-blinded, randomized controlled trial of adults with cervical
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