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Cyclobenzaprine

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Name

Cyclobenzaprine

EINECS 206-145-8
CAS No. 303-53-7 Density 1.096 g/cm3
PSA 3.24000 LogP 5.35580
Solubility Soluble in water Melting Point N/A
Formula C20H21 N Boiling Point 405.9 °C at 760 mmHg
Molecular Weight 275.393 Flash Point 177.8 °C
Transport Information N/A Appearance Solid
Safety Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 303-53-7 (CYCLOBENZAPRINE HCL) Hazard Symbols N/A
Synonyms

5H-Dibenzo[a,d]cycloheptene-D5,g-propylamine, N,N-dimethyl- (7CI,8CI);10,11-Dehydroamitriptyline;5-(3-Dimethylaminopropylidene)dibenzo[a,d]cycloheptatriene; 9715 R.P; Amrix;Cyclobenzaprine; MK 130; N,N-Dimethyl-5H-dibenzo[a,d]cycloheptene-D5,g-propylamine; Proheptatrien; Proheptatriene; RP 9715;Ro 4-1577; [3-(5-H-Dibenzo[a,d]cyclohepten-5-ylidene)propyl]dimethylamine

Article Data 12

Cyclobenzaprine Synthetic route

6682-26-4

cyclobenzaprine N-oxide

303-53-7

Cyclobenzaprine

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 50 - 60℃; chemoselective reaction;92%
109-54-6

3-(Dimethylamino)propyl chloride

2222-33-5

dibenzosuberenon

303-53-7

Cyclobenzaprine

Conditions
ConditionsYield
(i) Mg, EtBr, (ii) /BRN= 743171/, (iii) aq. HCl, AcOH; Multistep reaction;
18029-54-4

5-[3-(N,N-dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol

303-53-7

Cyclobenzaprine

Conditions
ConditionsYield
With acetic anhydride Heating;
109-54-6

3-(Dimethylamino)propyl chloride

(+-)-2-aminomethyl-1-methyl-pyrrolidine

(+-)-2-aminomethyl-1-methyl-pyrrolidine

303-53-7

Cyclobenzaprine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) Mg, (ii) /BRN= 743171/, THF
2: Ac2O / Heating
View Scheme
2222-33-5

dibenzosuberenon

303-53-7

Cyclobenzaprine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) Mg, (ii) /BRN= 743171/, THF
2: Ac2O / Heating
View Scheme
303-53-7

Cyclobenzaprine

17822-51-4

1-benzylidene-3-oxo-1-pyrazolidinium-2-ide

1-(2-((3-(5H-dibenzo[a,d][7]annulen-5-ylidene)propyl)(methyl)amino)-1-phenylethyl)pyrazolidin-3-one

Conditions
ConditionsYield
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; potassium carbonate In acetonitrile at 30℃; for 7h; Irradiation; Schlenk technique; Sealed tube;98%
303-53-7

Cyclobenzaprine

16203-86-4

5-Allyliden-dibenzocyclohepten

Conditions
ConditionsYield
(i) MeI, (ii) aq. NaOH; Multistep reaction;
303-53-7

Cyclobenzaprine

541-41-3

chloroformic acid ethyl ester

16234-95-0

ethyl N-<3-(5H-dibenzocyclohepten-5-ylidene)propyl>-N-methylcarbamate

Conditions
ConditionsYield
In benzene Heating;
303-53-7

Cyclobenzaprine

303-50-4

5-[3-(methylamino)propylidene]-5H-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene / Heating
2: aq. KOH, triethylene glycol / 180 °C
View Scheme
506-68-3

bromocyane

420-04-2

CYANAMID

303-53-7

Cyclobenzaprine

2455-49-4

5-[3-(n-cyano-N-methyl)aminopropylidene]-5H-dibenzo[a,d]cycloheptene

Conditions
ConditionsYield
In benzene

Cyclobenzaprine Chemical Properties

Product Name: Cyclobenzaprine
Synonyms:Cyclobenzaprine ; Cyclobenzaprine HCL ; 10,11-Dehydroamitriptyline ; 1-Propanamine, 3-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl- ; 3-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamin ; 3-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-N,N-dimethyl-1-propanamine ; 5-(3-Dimetilaminopropiliden)-5H-dibenzo-(a,d)-ciclopentene ; 5H-Dibenzo(a,d)cycloheptene-delta5,gamma-propylamine, N,N-dimethyl-
Molecular Structure of Proheptatriene (CAS NO.303-53-7) :
Molecular Formula of Proheptatriene (CAS NO.303-53-7) : C20H21N
Molecular Weight of Proheptatriene (CAS NO.303-53-7) : 275.39
CAS NO: 303-53-7
EINECS 206-145-8
Flash Point: 263.3 °C
Enthalpy of Vaporization: 79.76 kJ/mol
Boiling Point: 511.8 °C at 760 mmHg
Vapour Pressure: 7.65E-11 mmHg at 25°C

Cyclobenzaprine Uses

 Proheptatriene (CAS NO.303-53-7) is used to alleviate the local muscle spasm and its associated symptoms, such as pain, tenderness and limited mobility.

Cyclobenzaprine Toxicity Data With Reference

1.    

orl-mus LD50:250 mg/kg

    FRPPAO    Farmaco, Edizione Pratica. 25 (1970),519.
2.    

ipr-mus LD50:90 mg/kg

    JMCMAR    Journal of Medicinal Chemistry. 6 (1963),338.
3.    

ivn-mus LD50:36 mg/kg

    FRPPAO    Farmaco, Edizione Pratica. 25 (1970),519.

Cyclobenzaprine Consensus Reports

EPA Genetic Toxicology Program.

Cyclobenzaprine Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NOx.

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