Introduction：Basic information about DEXCHLORPHENIRAMINE CAS 25523-97-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
DEXCHLORPHENIRAMINE Basic information
| Product Name: | DEXCHLORPHENIRAMINE |
| Synonyms: | chlo-amine;2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (γS)-;Pyridine, 2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]-, (S)-(+)- (8CI);S-(+)-Chlorpheniramine;S-Chlorpheniramine;Dexchlorpheniramine (base and/or unspecified salts);(+)-2-[(S)-p-Chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine;(S)-γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropan-1-amine |
| CAS: | 25523-97-1 |
| MF: | C16H19ClN2 |
| MW: | 274.79 |
| EINECS: | 247-073-7 |
| Product Categories: | |
| Mol File: | 25523-97-1.mol |
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DEXCHLORPHENIRAMINE Chemical Properties
| alpha | D25 +49.8° (c = 1 in DMF) |
| Boiling point | 142 °C(Press: 1.0 Torr) |
| density | 1.107±0.06 g/cm3(Predicted) |
| pKa | 9.33±0.28(Predicted) |
Safety Information
| Hazardous Substances Data | 25523-97-1(Hazardous Substances Data) |
DEXCHLORPHENIRAMINE Usage And Synthesis
| Originator | Polaramine,Schering,US,1958 |
| Uses | Antihistaminic. |
| Uses | Activity of this drug is approximately twice that of chlorpheniramine.Dexchlorpheniramine is also used for allergy symptoms, rhinitis, and dermatitis. |
| Definition | ChEBI: Dexchlorpheniramine is a chlorphenamine. It is an enantiomer of a levochlorpheniramine. |
| 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 absoluteethyl alcohol and allowed to stand at room temperature until crystallization iseffected. The crystals are filtered, washed with absolute ethyl alcohol andrecrystallized from 300 ml of this solvent in the same manner. The crystalsare recrystallized twice from 80% ethyl alcohol using 3.5 ml per gram ofcompound in the manner described above and pure d-3-(2-pyridyl)-3-pchlorophenyl-N,Ndimethylpropylamine-d-phenylsuccinate is obtained, meltingpoint 145-147°C.
This salt is shaken with 100 ml of diethyl ether and 50 ml of 20% aqueouspotassium carbonate; the ether layer is separated, dried over anhydrouspotassium carbonate, filtered and the ether is removed in vacuo. The d-3-(2-pyridyl)-3-p-chlorophenyl-N,N-dimethylpropylamine so obtained is a mobileoil.
4.3 grams of the above base and 1.8 grams of maleic acid are dissolved in 20ml isopropyl acetate and kept at room temperature until crystallization iscomplete. The crystals are filtered, washed with ethyl acetate andrecrystallized from 15 ml of this solvent in the same manner. The crystallined-3-(2-pyridyl)-3-p-chlorophenyl-N,N-dimethylpropylamine maleate so formedis then filtered off and dried. MP 113-115°C from US Patent 3,030,371. |
| Brand name | Mylaramine (MortonGrove); Polaramine (Schering). |
| Therapeutic Function | Antihistaminic |
DEXCHLORPHENIRAMINE Preparation Products And Raw materials
| Raw materials | Maleic acid-->Potassium carbonate-->R-Chlorpheniramine-->(E)-ethyl 3-(2-pyridyl)-propenoate-->Chloropheniramine-->4-Chlorophenylboronic acid |
