2438-32-6 Usage
Description
DEXCHLORPHENIRAMINE MALEATE, also known as the dextrorotatory enantiomer of chlorpheniramine, is a pharmaceutical compound with antihistaminic properties. It is characterized by its white solid appearance and is primarily known for its antihistaminic activity, which is predominantly found in the dextro isomer. The compound has the (S) configuration, which is superimposable on the (S) configuration of the more active levorotatory enantiomer of carbinoxamine.
Uses
Used in Pharmaceutical Industry:
DEXCHLORPHENIRAMINE MALEATE is used as an antihistaminic agent for treating allergic reactions and symptoms such as itching, swelling, and runny nose. Its antihistaminic properties make it a valuable component in the development of medications for allergy relief.
Used in Research Applications:
In the field of research, DEXCHLORPHENIRAMINE MALEATE is used to study the anticholinergic effects of various plant extracts, such as Achillea millefolium and Portulaca olerace, on muscarinic receptors of guinea pig tracheal smooth muscle. This helps in understanding the interactions between these plant extracts and the nervous system.
Used in Bone Resorption Inhibition:
DEXCHLORPHENIRAMINE MALEATE is also used as a bone resorption inhibitor, which can be beneficial in the treatment and management of conditions related to bone loss, such as osteoporosis.
Brand Names:
DEXCHLORPHENIRAMINE MALEATE is available under various brand names, including Mylaramine (Morton Grove) and Polaramine (Schering).
Originator
Polaramine,Schering,US,1958
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.
Therapeutic Function
Antihistaminic
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.
Check Digit Verification of cas no
The CAS Registry Mumber 2438-32-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,3 and 8 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2438-32:
(6*2)+(5*4)+(4*3)+(3*8)+(2*3)+(1*2)=76
76 % 10 = 6
So 2438-32-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H19ClN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m0./s1
2438-32-6Relevant articles and documents
Preparation of a β-cyclodextrin-based open-tubular capillary electrochromatography column and application for enantioseparations of ten basic drugs
Fang, Linlin,Yu, Jia,Jiang, Zhen,Guo, Xingjie
, (2016/01/29)
An open-tubular capillary electrochromatography column was prepared by chemically immobilized β-cyclodextrin modified gold nanoparticles onto new surface with the pre-derivatization of (3-mercaptopropyl)-trimethoxysilane. The synthesized nanoparticles and the prepared column were characterized by transmission electron microscopy, scanning electron microscopy, infrared spectroscopy and ultraviolet visible spectroscopy. When the column was employed as the chiral stationary phase, no enantioselectivity was observed for ten model basic drugs. So β-cyclodextrin was added to the background electrolyte as chiral additive to expect a possible synergistic effect occurring and resulting in a better separation. Fortunately, significant improvement in enantioselectivity was obtained for ten pairs of drug enantiomers. Then, the effects of β-cyclodextrin concentration and background electrolyte pH on the chiral separation were investigated. With the developed separation mode, all the enantiomers (except for venlafaxine) were baseline separated in resolutions of 4.49, 1.68, 1.88, 1.57, 2.52, 2.33, 3.24, 1.63 and 3.90 for zopiclone, chlorphenamine maleate, brompheniramine maleate, dioxopromethazine hydrochloride, carvedilol, homatropine hydrobromide, homatropine methylbromide, venlafaxine, sibutramine hydrochloride and terbutaline sulfate, respectively. Further, the possible separation mechanism involved was discussed.
Enantioselective absorption of enantiomers with maleic anhydride-β-cyclodextrin modified magnetic microspheres
Huang, Jun,Su, Ping,Wu, Jingwei,Yang, Yi
, p. 58514 - 58521 (2015/02/19)
Multifunctional magnetic microspheres have enormous potential in diverse fields. In this work, surface chiral-modified magnetic microspheres as chiral selectors, are prepared by polymerizing maleic anhydride-β-cyclodextrin (MAH-β-CD) for the enantioselective absorption of four enantiomers. The successful grafting of MAH-β-CD onto the surface of magnetic microspheres is confirmed by transmission electron microscopy, X-ray diffraction, Fourier transform infrared spectroscopy and thermogravimetric analysis. The prepared functional microspheres have a three-ply structure with an average particle size of 550 nm and a high saturation magnetization of 60 emu g-1. The amount of MAH-β-CD modified on the P(MBAAm)@Fe3O4 was about 149.1 mg g-1. The analysis results of specific rotation and capillary electrophoresis reveal that the MAH-β-CD-modified Fe3O4 microspheres show stronger complexation of (-)-enantiomers than (+)-enantiomers. In addition, the MAH-β-CD-modified Fe3O4 microspheres have stronger enantioselective absorption for double-ring chiral compounds. These chiral-functionalized magnetic microspheres are therefore expected to be an efficient and economical chiral separation method for use in further research.
Method for preparing dexchlor tannate
-
, (2008/06/13)
The invention pertains to a method for preparing dexchlorpheniramine (“dexchlor”) tannate by reacting dexchlorpheniramine free base at a temperature of about 75 to about 150° C. with tannic acid neat or as an aqueous slurry containing up to about 20 wt. % water. The dexchlorpheniramine free base may be obtained by reacting a commercially available dexchlorpheniramine salt such as dexchlorpheniramine maleate with a base such as aqueous sodium hydroxide. The resultant dexchlor tannate has extended release properties and is useful in pharmaceutical compositions as an antihistamine for human beings.