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Orphenadrine citrate

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Orphenadrine citrate manufacturers

  • Orphenadrine Citrate
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  • CAS:4682-36-4
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  • 2022-01-12
  • CAS:4682-36-4
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Orphenadrine citrate Basic information
Product Name:Orphenadrine citrate
Synonyms:beta-dimethylaminoethyl 2-methylbenzhydryl ether citrate;BETA-DIMETHYLAMINOETHYL 2-METHYLBENZHYDRYL ETHER CITRATE SALT;o-methyldiphenhydramine citrate;ORPHENADRINE CITRATE SALT;orphenadrine dihydrogen citrate;Banflex;N,N-Dimethyl-2-[(2-methylphenyl)phenylmethoxy]ethanamine Citrate Salt;X-Ota
CAS:4682-36-4
MF:C24H31NO8
MW:461.5
EINECS:225-137-5
Product Categories:Relieve pain of the local muscle spasmodic auxiliary drug use;API;APIs;Inhibitors;NORFLEX;Intermediates & Fine Chemicals;Pharmaceuticals;Amines;Aromatics
Mol File:4682-36-4.mol
Orphenadrine citrate Structure
Orphenadrine citrate Chemical Properties
Melting point 132-1340C
storage temp. Sealed in dry,2-8°C
solubility Sparingly soluble in water, slightly soluble in ethanol (96 per cent).
form Solid
color White to Pale Beige
Major Applicationforensics and toxicology
pharmaceutical (small molecule)
InChIKeyASDBZPGDZBFZAH-UHFFFAOYSA-N
SMILESOC(=O)CC(CC(O)=O)C(O)=O.CN(C)CCOC(c1ccccc1)c2ccccc2C
CAS DataBase Reference4682-36-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-40-20/21/22
Safety Statements 22-36-62-38-36/37/39-28-26-24/25
RIDADR 3249
WGK Germany 3
HazardClass 6.1(b)
PackingGroup III
HS Code 2922190900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
MSDS Information
ProviderLanguage
SigmaAldrich English
Orphenadrine citrate Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorNorflex,Riker,US,1959
UsesMuscle relaxant (skeletal); antihistaminic
Usesskeletal muscle relaxant, antihistaminic agent
UsesA histaminergic compound
DefinitionChEBI: A citrate salt which comprises equimolar amounts of orphenadrine and citric acid.
Manufacturing ProcessAs described in US Patent 2,567,351, o-methylbenzhydryl bromide is added slowly to β-dimethylaminoethanol at refluxing temperature. After the addition has been completed the mixture is refluxed and stirred for an additional 16 hours. The mixture is cooled and the bottom layer consisting of the crude hydrobromide salt of β-dimethylaminoethanol is drawn off. The excess amino alcohol is distilled from the upper layer in vacuo and the residue is reacted with citric acid.
Brand nameNorflex (3M Pharmaceuticals).
Therapeutic FunctionMuscle relaxant
General DescriptionOrphenadrine citrate, N,Ndimethyl-2-(o-methyl-α-phenylbenzyloxy)ethylamine citrate(1:1) (Norflex), introduced in 1957, is closely related todiphenhydramine structurally but has much lower antihistaminicactivity and much higher anticholinergic action.Likewise, it lacks the sedative effects characteristic ofdiphenhydramine. Pharmacological testing indicates that itis not primarily a peripherally acting anticholinergic becauseit has only weak effects on smooth muscle, on the eye,and on secretory glands. It does reduce voluntary musclespasm, however, by a central inhibitory action on cerebralmotor areas, a central effect similar to that of atropine.
Biological ActivityMuscarinic receptor antagonist; H1 histamine receptor antagonist; muscle relaxant. Orphenadrine has also been reported to inhibit the noradrenergic transporter and to block the NMDA receptor ion channel.
Clinical UseOrphenadrine citrate is used for the symptomatic treatment ofParkinson disease. It relieves rigidity better than it doestremor, and in certain cases, it may accentuate the latter. Thedrug combats mental sluggishness, akinesia, adynamia, andlack of mobility, but this effect seems to diminish rather rapidlywith prolonged use. It is best used as an adjunct to theother agents, such as benztropine, procyclidine, cycrimine,and trihexyphenidyl, in the treatment of paralysis agitans.Orphenadrine citrate is also used as an adjunct to rest, physiotherapy,and other measures to relieve pain of local musclespasm (e.g., nocturnal leg cramps).
The drug has a low incidence of the usual side effectsfor this group, namely, dryness of mouth, nausea, and mildexcitation.
Orphenadrine citrate Preparation Products And Raw materials
Raw materialsCitric acid
Tag:Orphenadrine citrate(4682-36-4) Related Product Information
Citric acid monohydrate 2-Nitrotoluene 2-Methylbenzotrifluoride Sildenafil citrate N,N-Dimethyl-1,4-phenylenediamine Anisole Orphenadrine Diphenhydramine 2-Nitro-4-methylsulfonyltoluene 4-Methylanisole o-Xylene 4-Methoxyphenol Sodium citrate Calcium citrate Ethylbenzene Potassium Citrate Citric acid N,N-Dimethylformamide