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HomeProduct name listOrphenadrine citrate

Orphenadrine citrate

Synonym(s):β-Dimethylaminoethyl 2-methylbenzhydryl ether citrate salt;o-Methyldiphenhydramine citrate salt;Orphenadrine citrate salt

  • CAS NO.:4682-36-4
  • Empirical Formula: C24H31NO8
  • Molecular Weight: 461.5
  • MDL number: MFCD00079197
  • EINECS: 225-137-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
Orphenadrine citrate Structural

What is Orphenadrine citrate?

Chemical properties

White Solid

Originator

Norflex,Riker,US,1959

The Uses of Orphenadrine citrate

Muscle relaxant (skeletal); antihistaminic

The Uses of Orphenadrine citrate

skeletal muscle relaxant, antihistaminic agent

The Uses of Orphenadrine citrate

A histaminergic compound

What are the applications of Application

Orphenadrine Citrate Salt is a histaminergic compound

Definition

ChEBI: A citrate salt which comprises equimolar amounts of orphenadrine and citric acid.

Manufacturing Process

As 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 name

Norflex (3M Pharmaceuticals).

Therapeutic Function

Muscle relaxant

General Description

Orphenadrine 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.

Clinical Use

Orphenadrine 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.

Properties of Orphenadrine citrate

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  neat
form  Solid
color  White to Pale Beige
CAS DataBase Reference 4682-36-4(CAS DataBase Reference)

Safety information for Orphenadrine citrate

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for Orphenadrine citrate

InChIKey ASDBZPGDZBFZAH-UHFFFAOYSA-N

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