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HomeProduct name listCyclobenzaprine hydrochloride

Cyclobenzaprine hydrochloride

Synonym(s):5-(3-Dimethylaminopropylidene)dibenzo[a,e]cycloheptatriene hydrochloride;Cyclobenzaprine hydrochloride

  • CAS NO.:6202-23-9
  • Empirical Formula: C20H22ClN
  • Molecular Weight: 311.85
  • MDL number: MFCD00079039
  • EINECS: 228-264-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-02 08:55:13
Cyclobenzaprine hydrochloride Structural

What is Cyclobenzaprine hydrochloride?

Description

Cyclobenzaprine is a skeletal muscle relaxant that also has sedative properties. It has been shown to antagonize muscarinic receptors (Kis = 25, 60, and 6 nM for M1, M2, and M3, respectively), serotonin 5-HT2 receptors (Kis = 56 and 330 nM for 5-HT2C and 5-HT2B, respectively), and histamine H1 receptor (IC50 = 20 nM).

Chemical properties

Crystalline Solid

Originator

Flexeril,Merck Sharp andDohme,US,1977

The Uses of Cyclobenzaprine hydrochloride

Cyclobenzaprine hydrochloride can be used as a serotonin receptor inhibitor.

The Uses of Cyclobenzaprine hydrochloride

Cyclobenzaprine hydrochloride cam be used as muscle relaxant (skeletal).

The Uses of Cyclobenzaprine hydrochloride

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

Definition

ChEBI: The hydrochloride salt of cyclobenzaprine. A centrally acting skeletal muscle relaxant, it is used in the symptomatic treatment of painful muscle spasm.

What are the applications of Application

Cyclobenzaprine Hydrochloride is a serotonin receptor inhibitor

Manufacturing Process

In an initial step, dibenzo [a,d]cyclohepten-5-one is reacted with the Grignardreagent of 3-dimethylaminopropyl chloride and hydrolyzed to give 5-(3-dimethylaminopropyl)-dibenzo[a,d][1,4]cycloheptatriene-5-ol. Then 13 g ofthat material, 40 ml of hydrochloric acid, and 135 ml of glacial acetic acid isrefluxed for 3? hours. The solution is then evaporated to dryness in vacuoand added to ice water which is then rendered basic by addition of ammoniumhydroxide solution. Extraction of the basic solution with chloroform andremoval of the solvent from the dried chloroform extracts yields the crudeproduct which when distilled in vacuo yields essentially pure 5-(3-dimethylaminopropylidene)-dibenzo[a,d][1,4]cycloheptatriene, BP 173°C to177°C at 1.0 mm.

brand name

Flexeril (McNeil).

Therapeutic Function

Muscle relaxant

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.

References

[1]. honda m, nishida t, ono h. tricyclic analogs cyclobenzaprine, amitriptyline and cyproheptadine inhibit the spinal reflex transmission through 5-ht2 receptors. european journal of pharmacology, 2003, 458(1): 91-99.
[2]. barnes c d, fung s j, gintautas j. brainstem noradrenergic system depression by cyclobenzaprine. neuropharmacology, 1980, 19(2): 221-224.
[3]. leysen j e. 5-ht2 receptors. current drug targets-cns & neurological disorders, 2004, 3(1): 11-26.

Properties of Cyclobenzaprine hydrochloride

Melting point: 216-2180C
Flash point: 9℃
storage temp.  Inert atmosphere,Room Temperature
Water Solubility  Completely soluble in water
solubility  ≥15.59 mg/mL in DMSO; ≥5.32 mg/mL in EtOH; ≥54.3 mg/mL in H2O
form  neat
form  Solid
color  White to Almost white
λmax 290nm(lit.)
Merck  14,2713
CAS DataBase Reference 6202-23-9(CAS DataBase Reference)

Safety information for Cyclobenzaprine hydrochloride

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Cyclobenzaprine hydrochloride

InChIKey VXEAYBOGHINOKW-UHFFFAOYSA-N

Cyclobenzaprine hydrochloride manufacturer

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