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Merck
CN

C3200000

Cyclobenzaprine hydrochloride

European Pharmacopoeia (EP) Reference Standard

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.24
PubChem Substance ID:
329775025
UNSPSC Code:
41116107
MDL number:
MFCD00079039

Key Documents

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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

InChI key

VXEAYBOGHINOKW-UHFFFAOYSA-N

grade

pharmaceutical primary standard

API family

cyclobenzaprine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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; 5-HT2 serotonin receptor antagonist.
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

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

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Certificates of Analysis (COA)

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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
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)
Nesrin K Ramadan et al.
Journal of AOAC International, 94(6), 1807-1814 (2012-02-11)
Two cyclobenzaprine hydrochloride (CZ) microsized graphite selective sensors were investigated with dibutylsebacate as a plasticizer in a polymeric matrix of carboxylated polyvinyl chloride (PVC-COOH) in the case of sensor 1, based on the interaction between the drug and the dissociated
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
Frederico M G Leite et al.
The Cochrane database of systematic reviews, (3)(3), CD006830-CD006830 (2009-07-10)
Myofascial pain (MP) is a painful condition characterized by pain transmitted from trigger points (TP) within myofascial structures (in the muscles), local or distant from the pain. TPs can produce a characteristic pattern of irradiated pain or autonomic symptoms when
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