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| | DEXCHLORPHENIRAMINE MALEATE Basic information |
| | DEXCHLORPHENIRAMINE MALEATE Chemical Properties |
| Melting point | 112-115 °C(lit.) | | alpha | D25 +44.3° (c = 1 in dimethylformamide) | | storage temp. | 2-8°C | | solubility | Very soluble in water, freely soluble in ethanol (96 per cent), in methanol and in methylene chloride. | | form | neat | | PH | pH(10g/l, 25℃) : 4.0～5.0 | | Merck | 13,2198 |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 36/37/39-45 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | RTECS | US6504000 | | HS Code | 2933399090 |
| | DEXCHLORPHENIRAMINE MALEATE Usage And Synthesis |
| Chemical Properties | White Solid | | Originator | Polaramine,Schering,US,1958 | | Uses | S-(+)-Chlorpheniramine maleate salt has been used to study the anticholinergic effect of Achillea millefolium and Portulaca olerace on muscarinic receptors of guinea pig tracheal smooth muscle. | | Uses | The S-enantiomer of Chlorpheniramine (C424300). Antihistaminic. | | Uses | bone resorption inhibitor, Antihistaminic. | | Definition | ChEBI: Dexchlorpheniramine maleate is an organic molecular entity. | | Manufacturing Process | Twenty grams of d-phenylsuccinic acid and 28 grams of 3-(2-pyridyl)-3-pchlorophenyl-N,N-dimethylpropylamine are dissolved in 400 ml of absolute
ethyl alcohol and allowed to stand at room temperature until crystallization is
effected. The crystals are filtered, washed with absolute ethyl alcohol and
recrystallized from 300 ml of this solvent in the same manner. The crystals
are recrystallized twice from 80% ethyl alcohol using 3.5 ml per gram of
compound in the manner described above and pure d-3-(2-pyridyl)-3-pchlorophenyl-N,Ndimethylpropylamine-d-phenylsuccinate is obtained, melting
point 145-147°C.
This salt is shaken with 100 ml of diethyl ether and 50 ml of 20% aqueous
potassium carbonate; the ether layer is separated, dried over anhydrous
potassium carbonate, filtered and the ether is removed in vacuo. The d-3-(2-
pyridyl)-3-p-chlorophenyl-N,N-dimethylpropylamine so obtained is a mobile
oil.
4.3 grams of the above base and 1.8 grams of maleic acid are dissolved in 20
ml isopropyl acetate and kept at room temperature until crystallization is
complete. The crystals are filtered, washed with ethyl acetate and
recrystallized from 15 ml of this solvent in the same manner. The crystalline
d-3-(2-pyridyl)-3-p-chlorophenyl-N,N-dimethylpropylamine maleate so formed
is then filtered off and dried. MP 113-115°C from US Patent 3,030,371. | | Brand name | Mylaramine (Morton
Grove); Polaramine (Schering). | | Therapeutic Function | Antihistaminic | | General Description | Dexchlorpheniramine(Polaramine) is the dextrorotatory enantiomer of chlorpheniramine.In vitro and in vivo studies of the enantiomers ofchlorpheniramine showed that the antihistaminic activity existspredominantly in the dextro isomer. As mentioned previously,the dextro isomer has the (S) configuration, which issuperimposable on the (S) configuration of the more activelevorotatory enantiomer of carbinoxamine. | | Biochem/physiol Actions | H1 histamine receptor antagonist; active isomer.Chlorpheniramine maleate is clinically used as a topical ointment to treat skin disorders such as sunburn, urticaria, angioedema, pruritus and insect bites. |
| | DEXCHLORPHENIRAMINE MALEATE Preparation Products And Raw materials |
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