25523-97-1

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 NO: 25523-97-1
• Molecular Formula: C₁₆H₁₉ClN₂
• Molecular Weight: 274.79
• EINECS: 247-073-7
• Mol File: 25523-97-1.mol

Chemical Properties

• Boiling Point: 379°Cat760mmHg
• Flash Point: 183°C
• Appearance: /
• Density: 1.107g/cm³
• Refractive Index: 1.565
• PKA: 9.33±0.28(Predicted)
• CAS DataBase Reference: DEXCHLORPHENIRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: DEXCHLORPHENIRAMINE(25523-97-1)
• EPA Substance Registry System: DEXCHLORPHENIRAMINE(25523-97-1)

Safety Data

• Hazardous Substances Data: 25523-97-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
DEXCHLORPHENIRAMINE is used as an antihistaminic agent for treating various allergy symptoms. Its application reason is based on its ability to block the action of histamine, a substance released during an allergic reaction, which causes symptoms such as itching, redness, and swelling.
DEXCHLORPHENIRAMINE is used as a medication for rhinitis, particularly for its effectiveness in reducing nasal congestion and other related symptoms. The application reason is due to its potent antihistaminic activity, which helps alleviate the inflammation and discomfort associated with rhinitis.
DEXCHLORPHENIRAMINE is also used as a treatment for dermatitis, a condition characterized by skin inflammation and itching. The application reason is its ability to counteract the effects of histamine on the skin, providing relief from itching and redness.

Therapeutic Function

Antihistaminic

InChI:InChI=1/C16H19ClN2/c1-19(2)11-9-16(14-4-3-10-18-12-14)13-5-7-15(17)8-6-13/h3-8,10,12,16H,9,11H2,1-2H3/t16-/m0/s1

Upstream product

• 132-22-9 Chlorpheniramine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 7340-23-0 ethyl 3-(pyridin-2-yl)acrylate 

Relevant articles and documents

Rhodium-Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Carbonyl-Activated Alkenyl Azaarenes

The enantioselective synthesis of chiral azaarenes by rhodium-catalyzed asymmetric conjugate addition of organoboronic acids to carbonyl-activated alkenyl azaarenes was reported. Diverse chiral azaarenes were produced in up to 99percent yield and with up

Asymmetric synthesis method of dexchlorpheniramine and dexbrompheniramine

The invention belongs to the field of chemical synthesis and discloses a asymmetric synthesis method of dexhalopheniramine, wherein the method comprises the following steps: in the presence of alkali,carrying out a reaction on 3-(2-pyridyl) ethyl acrylate and 4-chlorophenylboronic acid or 4-bromophenylboronic acid under the action of a chiral rhodium catalyst to obtain an asymmetric addition product, wherein the single-step yield can reach up to 96%, and the ee value reaches 96%; hydrolyzing the asymmetric addition product to obtain corresponding acid, and condensing the acid with dimethylamine hydrochloride to obtain corresponding amide; and reducing the amide to obtain a target end product. The raw materials of the route are cheap and easy to obtain, the route is short, the enantioselectivity of the product is high, the total yield is about 75%, and the method has high industrial production value.

Light-assisted preparation of a cyclodextrin-based chiral stationary phase and its separation performance in liquid chromatography

A cyclodextrin-based chiral stationary phase (CD-CSP) is one of the most widely applied CSPs due to its powerful enantioseparation ability. In this study, a facile method was developed to prepare a CD-CSP via carboxyl methyl β-cyclodextrin (CD-COOH) and diazo-resin (DR). Monodisperse silica particles were synthesized using a modified St?ber method. Then DR and CD-COOH were coated on the silica particles via ionic bonding successively and UV light was finally used to couple silica, DR and CD-COOH and the ionic bonds turned into covalent bonds. The resultant CD-DR silica particles were characterized using Fourier transform infrared spectroscopy (FT-IR), thermo-gravimetric analysis (TGA) and scanning electron microscopy (SEM). The enantioselectivity of the CD@SiO2 particles was explored in reversed phase high-performance liquid chromatography (RP-HPLC). Baseline separation of chiral drugs was achieved and the effects of separation parameters (elution mode, buffer and analyte mass) were investigated in detail. By using water soluble non-toxic DR to replace a highly toxic and moisture sensitive silane agent to modify silica microspheres, this light-assisted strategy can provide a green and effective technique to manufacture packing materials for enantioseparation applications.

Synthesis of dendrimer-type chiral stationary phases based on the selector of (1S,2R)-(+)-2-amino-1,2-diphenylethanol derivate and their enantioseparation evaluation by HPLC

In our recent work, a series of dendritic chiral stationary phases (CSPs) were synthesized, in which the chiral selector was L-2-(p-toluenesulfonamido)-3- phenylpropionyl chloride (selector I), and the CSP derived from three-generation dendrimer showed the best separation ability. To further investigate the influence of the structures of dendrimer and chiral selector on enantioseparation ability, in this work, another series CSPs (CSPs 1-4) were prepared by immobilizing (1S,2R)-1,2-diphenyl-2-(3-phenylureido)ethyl 4-isocyanatophenylcarbamate (selector II) on one- to four-generation dendrimers that were prepared in previous work. CSPs 1 and 4 demonstrated the equivalent enantioseparation ability. CSPs 2 and 3 showed the best and poorest enantioseparation ability respectively. Basically, these two series of CSPs exhibited the equivalent enantioseparation ability although the chiral selectors were different. Considering the enantioseparation ability of the CSP derived from aminated silica gel and selector II is much better than that of the one derived from aminated silica gel and selector I, it is believed that the dendrimer conformation essentially impacts enantioseparation.