• Name

  CYCLOBENZAPRINE HCL

• EINECS 206-145-8
• CAS No. 303-53-7
• Article Data12
• CAS DataBase
• Density 1.096 g/cm³
• Solubility Soluble in water
• Melting Point
• Formula C20H21 N
• Boiling Point 405.9 °C at 760 mmHg
• Molecular Weight 275.393
• Flash Point 177.8 °C
• Transport Information
• Appearance Solid
• Safety Poison by ingestion, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO_x.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• 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
• PSA 3.24000
• LogP 5.35580

Synthetic route

6682-26-4

cyclobenzaprine N-oxide

303-53-7

Cyclobenzaprine

Conditions

Conditions	Yield
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

Conditions	Yield
(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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
(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

Conditions	Yield
In benzene Heating;

303-53-7

Cyclobenzaprine

303-50-4

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

Conditions

Conditions	Yield
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

Conditions	Yield
In benzene

...Expand

303-53-7

Cyclobenzaprine

6682-26-4

cyclobenzaprine N-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide In methanol for 168h;

303-53-7

Cyclobenzaprine

69-72-7

salicylic acid

cyclobenzaprinium salicylate

Conditions

Conditions	Yield
In dichloromethane

303-53-7

Cyclobenzaprine

120221-14-9

(2-chloro-4-nitrophenyl)-β-D-glucopyranoside

C26H32NO5(1+)

Conditions

Conditions	Yield
With OleD Loki glycosyltransferase; UDP; magnesium chloride In aq. buffer at 30℃; for 8h; pH=8; Enzymatic reaction;

303-53-7

Cyclobenzaprine

7585-39-9

β‐cyclodextrin

C20H21N*C42H70O35

Conditions

Conditions	Yield
In water
In water-d2 at 24.84℃;

3972-65-4

1-bromo-4-tert-butylbenzene

303-53-7

Cyclobenzaprine

A

C30H33N

B

C30H33N

Conditions

Conditions	Yield
With PdCl(1,4-bis(diphenylphosphino)butane)(C3H5); potassium acetate In N,N-dimethyl acetamide at 150℃; for 48h; Overall yield = 42 percent; regioselective reaction;

...Expand

Cyclobenzaprine Chemical Properties

Cyclobenzaprine Uses

Cyclobenzaprine Toxicity Data With Reference

Cyclobenzaprine Consensus Reports

Cyclobenzaprine Safety Profile