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Cyclobenzaprine hydrochloride

Product Name
Cyclobenzaprine hydrochloride
CAS No.
6202-23-9
Chemical Name
Cyclobenzaprine hydrochloride
Synonyms
CYCLOBENZAPRINE HCL;flexeril;Flexiba;Lisseril;flexiban;Cyclobezaprine HCl;MK130 hydrochloride;Nortriptyline EP Impurity E;Amitriptyline EP Impurity B;Cyclobenzaprine HCl (MK130)
CBNumber
CB6238272
Molecular Formula
C20H22ClN
Formula Weight
311.85
MOL File
6202-23-9.mol
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Cyclobenzaprine hydrochloride Property

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
color 
White to Almost white
λmax
290nm(lit.)
Merck 
14,2713
InChIKey
VXEAYBOGHINOKW-UHFFFAOYSA-N
CAS DataBase Reference
6202-23-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,T,F
Risk Statements 
20/21/22-39/23/24/25-23/24/25-11
Safety Statements 
36-45-36/37-16-7
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
HP0875000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29214990
Toxicity
LD50 in mice (mg/kg): 35 i.v., 250 orally (Metysova)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C4542
Product name
Cyclobenzaprine hydrochloride
Packaging
1g
Price
$165
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2797
Product name
Cyclobenzaprine Hydrochloride
Purity
certified reference material, pharmaceutical secondary standard
Packaging
400MG
Price
$280
Updated
2024/03/01
Sigma-Aldrich
Product number
C-060
Product name
Cyclobenzaprine hydrochloride solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$38.1
Updated
2024/03/01
TCI Chemical
Product number
C3157
Product name
Cyclobenzaprine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$36
Updated
2024/03/01
TCI Chemical
Product number
C3157
Product name
Cyclobenzaprine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$104
Updated
2024/03/01
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Cyclobenzaprine hydrochloride Chemical Properties,Usage,Production

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

Uses

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

Uses

Cyclobenzaprine hydrochloride can be used as a serotonin receptor inhibitor.

Uses

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

Definition

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

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.

Cyclobenzaprine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cyclobenzaprine hydrochloride manufacturers

Guangzhou Tengyue Chemical Co., Ltd.
Product
Cyclobenzaprine hydrochloride 6202-23-9
Price
US $90.00/kg
Min. Order
1kg
Purity
99% Purity (What/sapp: +86 18145728414)
Supply Ability
1000 Tons/Month
Release date
2024-03-22
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
Product
Cyclobenzaprine hydrochloride;Cyclobenzaprine hcl 6202-23-9
Price
US $10.00/KG
Min. Order
10g
Purity
99%
Supply Ability
1000kg
Release date
2021-06-29
Career Henan Chemical Co
Product
Cyclobenzaprine hydrochloride 6202-23-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2018-08-08

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