Introduction：Basic information about CYCLOBENZAPRINE HCL CAS 303-53-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
CYCLOBENZAPRINE HCL Basic information
| Product Name: | CYCLOBENZAPRINE HCL |
| 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- |
| CAS: | 303-53-7 |
| MF: | C20H21N |
| MW: | 275.39 |
| EINECS: | 206-145-8 |
| Product Categories: | |
| Mol File: | 303-53-7.mol |
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CYCLOBENZAPRINE HCL Chemical Properties
| Boiling point | bp1 175-180° |
| density | 0.9504 (rough estimate) |
| refractive index | 1.7500 (estimate) |
| pka | pKa 8.47 (Uncertain) |
| BCS Class | 1 |
| NIST Chemistry Reference | Cyclobenzaprine(303-53-7) |
Safety Information
| Hazardous Substances Data | 303-53-7(Hazardous Substances Data) |
| Toxicity | LD50 oral in mouse: 250mg/kg |
CYCLOBENZAPRINE HCL Usage And Synthesis
| Description | Cyclobenzaprine is structurally similar to tricyclic antidepressants. It acts at the brain stemlevel. |
| Originator | Flexeril,Merck Sharp andDohme,US,1977 |
| Uses | Relaxant (muscle). |
| Uses | It is used as an adjuvant agent for relieving muscle spasms associated with severediseased conditions of the muscle. A synonym of this drug is flexeril. |
| Definition | ChEBI: 5-Methylidene-5H-dibenzo[a,d]cycloheptene in which one of the hydrogens of the methylidene group is substituted by a 2-(dimethylamino)ethyl group. A centrally acting skeletal muscle relaxant, it is used as its hdrochloride salt 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 |
| Synthesis | Cyclobenzaprine, N,N-dimethyl-3-(dibenzo[a,d]cyclohepten-5-ylidene)propylamine (15.3.9), is synthesized by reacting 5H-dibenzo[a,d]cyclohepten-5-one with3-dimethylaminopropylmagnesium chloride and subsequent dehydration of the resultingcarbinol (15.3.8) in acidic conditions into cyclobenzaprine (15.3.9). |
CYCLOBENZAPRINE HCL Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->3-Chloro-1-(N,N-dimethyl)propylamine |
