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ChemicalBook >> CAS DataBase List >>Dexchlorpheniramine Maleate

Dexchlorpheniramine Maleate

CAS No.
2438-32-6
Chemical Name:
Dexchlorpheniramine Maleate
Synonyms
Polamin;Phenamin;Sensidyn;polaramin;Polaramine;d-Form maleate;poraminemaleate;polaraminemaleate;D-CHLORPHENIRAMINE MALEATE;Chlorpheniramine d-maleate
CBNumber:
CB8392741
Molecular Formula:
C20H23ClN2O4
Molecular Weight:
390.86
MDL Number:
MFCD00079046
MOL File:
2438-32-6.mol
MSDS File:
SDS
Last updated:2024-10-30 18:52:02

Dexchlorpheniramine Maleate 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 Solid
color White to off-white
PH pH(10g/l, 25℃) : 4.0～5.0
Merck 13,2198
FDA 21 CFR 341.12
FDA UNII B10YD955QW

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P330+P331+P310
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
NFPA 704
0
2 0

Dexchlorpheniramine Maleate price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2803 Dexchlorpheniramine Maleate 2438-32-6 500MG $173 2024-03-01 Buy
Sigma-Aldrich C4915 S-(+)-Chlorpheniramine maleate salt 2438-32-6 1g $102 2024-03-01 Buy
Sigma-Aldrich 1179005 Dexchlorpheniramine maleate United States Pharmacopeia (USP) Reference Standard 2438-32-6 300mg $436 2024-03-01 Buy
Cayman Chemical 24027 Dexchlorpheniramine (maleate) ≥98% 2438-32-6 500mg $59 2024-03-01 Buy
Cayman Chemical 24027 Dexchlorpheniramine (maleate) ≥98% 2438-32-6 1g $86 2024-03-01 Buy
Product number Packaging Price Buy
PHR2803 500MG $173 Buy
C4915 1g $102 Buy
1179005 300mg $436 Buy
24027 500mg $59 Buy
24027 1g $86 Buy

Dexchlorpheniramine Maleate Chemical Properties,Uses,Production

Description

Dexchlorpheniramine Maleate is the maleate salt form of dexchlorpheniramine, an alkylamine, and first-generation histamine antagonist with anti-allergic activity. Dexchlorpheniramine maleate competitively blocks H1 receptors, thereby preventing the actions of histamine on bronchial smooth muscle, capillaries and gastrointestinal (GI) smooth muscle. This prevents histamine-induced bronchoconstriction, vasodilation, increased capillary permeability, and GI smooth muscle spasms.

Chemical Properties

Dexchlorpheniramine maleate is a white, odourless, crystalline powder which in aqueous solution has a pH of between 4 and 5. It is freely soluble in water, soluble in alcohol and in chloroform, but only slightly soluble in benzene or ether.

Originator

Polaramine,Schering,US,1958

Uses

Dexchlorpheniramine is an antihistamine used to relieve symptoms of allergy, hay fever, and the common cold. Polaramine (dexchlorpheniramine maleate) is the dextro-isomer of chlorpheniramine maleate and the S-enantiomer of Chlorpheniramine. It is an antihistamine with anticholinergic properties. 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.

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.

Mode of action

Dexchlorpheniramine, the d-isomer of the racemic compound chlorpheniramine, is two times more active than chlorpheniramine. Dexchlorpheniramine does not prevent the release of histamine, but rather, competes with free histamine for binding at the H1-receptor sites, and competitively antagonizes the effects of histamine on H1- receptors in the GI tract, uterus, large blood vessels, and bronchial muscle. Blockade of H1-receptors also suppresses the formation of oedema, flare, and pruritus that result from histaminic activity. Since dexchlorpheniramine binds to central and peripheral H1-receptors, sedative effects are likely to occur. H1- antagonists are structurally similar to anticholinergic agents and therefore possess the potential to exhibit anticholinergic properties of varying degrees. They also have antipruritic effects. Dexchlorpheniramine has high antihistaminic activity, moderate anticholinergic effects and minimal sedative effects. The medicine does not possess antiemetic properties.

References

[1] P. E. CHAVES. Assessment of cytotoxicity, genotoxicity, and mutagenicity of the dexchlorpheniramine reference standard and pharmaceutical formula in human peripheral blood mononuclear cells[J]. Brazilian Journal of Pharmaceutical Sciences, 2022, 18 1. DOI:10.1590/s2175-97902022e20096.
[2] GUSTAVO FACCHINI MSC. Ultraviolet A photosensitivity profile of dexchlorpheniramine maleate and promethazine-based creams: Anti-inflammatory, antihistaminic, and skin barrier protection properties[J]. Journal of Cosmetic Dermatology, 2017, 16 4: e59-e67. DOI:10.1111/jocd.12349.
[3] MASAAKI TAGAWA. Neuroimaging of histamine H1-receptor occupancy in human brain by positron emission tomography (PET): a comparative study of ebastine, a second-generation antihistamine, and (+)-chlorpheniramine, a classical antihistamine.[J]. British journal of clinical pharmacology, 2001, 52 5 1: 501-509. DOI:10.1046/J.1365-2125.2001.01471.X.
[4] DONG LIANG. Identification of anthelmintic parbendazole as a therapeutic molecule for HNSCC through connectivity map-based drug repositioning[J]. Acta Pharmaceutica Sinica B, 2022, 12 5: Pages 2429-2442. DOI:10.1016/j.apsb.2021.12.005.

Dexchlorpheniramine Maleate Preparation Products And Raw materials

Raw materials

Preparation Products

Dexchlorpheniramine Maleate Suppliers

Global( 142)Suppliers
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career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29886 58
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Dayang Chem (Hangzhou) Co.,Ltd. 		571-88938639 +8617705817739 info@dycnchem.com China 52849 58
TargetMol Chemicals Inc. 		support@targetmol.com United States 38460 58
GIHI CHEMICALS CO.,LIMITED 		+8618058761490 info@gihichemicals.com China 49979 58

View Lastest Price from Dexchlorpheniramine Maleate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dexchlorpheniramine Maleate pictures 2024-10-30 Dexchlorpheniramine Maleate
2438-32-6
 US $29.00 / mg 98.49% 10g TargetMol Chemicals Inc.
Dexchlorpheniramine Maleate pictures 2024-10-30 Dexchlorpheniramine Maleate
2438-32-6
 US $29.00 / mg 98.49% 10g TargetMol Chemicals Inc.
DEXCHLORPHENIRAMINE MALEATE pictures 2019-07-10 DEXCHLORPHENIRAMINE MALEATE
2438-32-6
 US $1.00 / ASSAYS 1ASSAYS 98% 1kg,2kg,100kg Career Henan Chemical Co
(+)-CHLORPHENIRAMINE MALEATE SALT DEXCHLOROPHENIRAMINE MALEATE DEXCHLORPHENIRAMINE MALEATE D-CHLORPHENIRAMINE MALEATE GAMMA-[4-CHLOROPHENYL]-N,N-DIMETHYL-2-PYRIDINEPROPANAMINE MALEATE SALT (+)-2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridinemaleate (s)-(+)-chlorpheniraminemaleate dextrochlorpheniraminemaleate g-(4-chlorophenyl)-N,N-dimethyl-2-pyridinepropanaminemaleate polaramin polaraminemaleate poraminemaleate pyridine,2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-,maleate(1:1),(+ γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine d-Form maleate s-(+)-chlorpheniraminemaleate [gamma-(4-chlorophenyl)-pyridine-2-propyl](dimethyl)ammonium hydrogen (Z)-maleate DexchlorpheniramineMaleate-Bp/Ep/Usp 2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-, (.gamma.S)-, (2Z)-2-butenedioate (1:1) (s)-γ-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamine maleate salt s-(+)-chlorpheniramine maleate salt DEXCHLORPHENIRAMINEMALEATE,USP 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (S)-, (Z)-2-butenedioate (1:1) 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (γS)-, (2Z)-2-butenedioate (1:1) d-2-[p-Chloro-α-(2-dimethylaminoethyl)benzyl]pyridine bimaleate Dexchlorpheniramine hydrogen maleate Phenamin Polamin Polaramine Pyridine, 2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]-, maleate (1:1), (S)- (8CI) Sensidyn γ-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine, (+)-Chlorpheniramine maleate salt Chlorpheniramine d-maleate d-Chlorpheniramine·maleic acid (+)-Chloropromazine Maleate Dexchlorpheniramine Maleate (300 mg) (γS)-γ-(4-Chlorophenyl)-N,N-diMethyl-2-pyridinepropanaMine (2Z)-2-Butenedioate 2-[p-Chloro-α-[2-(diMethylaMino)ethyl]benzyl]pyridine Maleate (Z)-but-2-enedioic acid,(3S)-3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine Dexchlorpheniramine maleate CRS (S)-Chlorpheniramine Maleate(Dexchlorpheniramine Maleate) DEXCHLORPHENIRAMINE MALEATE USP/EP/BP Dexchlorpheniramine maleateQ: What is Dexchlorpheniramine maleate Q: What is the CAS Number of Dexchlorpheniramine maleate Q: What is the storage condition of Dexchlorpheniramine maleate Dexchlorpheniramine Maleate (1179005) [3-(11,12-Dihydro-6H-dibenzo[b,f]azocin-5-yl)-propyl]-dimethyl-amine (S)-3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate Histamine Receptor,Dexchlorpheniramine Maleate,Dexchlorpheniramine,inhibit,Inhibitor Brompheniramine Maleate EP Impurity B as Maleate 2438-32-6 C20H23ClN2O4 39086 H1 histamine receptor antagonist; active isomer. DIDRONEL Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals