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Chlorphenamine maleate

Product Name
Chlorphenamine maleate
CAS No.
113-92-8
Chemical Name
Chlorphenamine maleate
Synonyms
chlorphenamine;CHLORTRIMETON;CHLOROPHENIRAMINE MALEATE;CHLORPHENIRAMINE BASE;Puermin;piriton;teldrin;Histadur;antagonate;Chlorpheniramine maleat
CBNumber
CB9142008
Molecular Formula
C20H23ClN2O4
Formula Weight
390.86
MOL File
113-92-8.mol
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Chlorphenamine maleate Property

Melting point:
130-135 °C (lit.)
alpha 
-1～+1°(D/20℃)(c=5,DMF)
Density 
1.1984 (rough estimate)
refractive index 
1.6800 (estimate)
Flash point:
9℃
storage temp. 
2-8°C
solubility 
Freely soluble in water, soluble in ethanol (96 per cent)
form 
Solid
color 
White to Almost white
Odor
odorless
PH
4.0～5.5 (10g/l, 25℃)
Water Solubility 
1-5 g/100 mL at 21 ºC
Merck 
14,2180
BCS Class
3/1
InChIKey
DBAKFASWICGISY-BTJKTKAUSA-N
LogP
3.389 (est)
EPA Substance Registry System
Chlorpheniramine maleate (113-92-8)
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Safety

Hazard Codes 
T,F
Risk Statements 
25-39/23/24/25-23/24/25-11
Safety Statements 
36/37/39-45-36/37-16
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
US6504000
TSCA 
Yes
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29333990
Toxicity
LD50 orally in mice: 162 mg/kg (Smith)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C1800000
Product name
Chlorphenamine maleate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
20 mg
Price
$156
Updated
2025/07/31
Sigma-Aldrich
Product number
C-036
Product name
Chlorpheniramine maleate salt solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$27.1
Updated
2025/07/31
Sigma-Aldrich
Product number
1123000
Product name
Chlorpheniramine maleate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
125mg
Price
$352
Updated
2025/07/31
Sigma-Aldrich
Product number
BP081
Product name
Chlorphenamine maleate
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100MG
Price
$252
Updated
2023/01/07
TCI Chemical
Product number
C0873
Product name
Chlorpheniramine Maleate
Purity
>99.0%(HPLC)(T)
Packaging
25g
Price
$70
Updated
2025/07/31
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Chlorphenamine maleate Chemical Properties,Usage,Production

Description

Chlorpheniramine is a histamine H1 receptor antagonist with an IC75 value of 0.0016 μg/ml for reversal of histamine-induced spasms in isolated guinea pig ileum. It protects against intravenous histamine-induced death (PD50 = 0.15 mg/kg) and delays induction of aerosolized histamine-induced coughing (ED100sec = 0.44 mg/kg) in guinea pigs. Chlorpheniramine (20 mg/kg, i.p.) prevents histamine-induced passive cutaneous anaphylaxis (PCA) in rabbits. It also reduces respiratory resistance and hypersecretion of tracheobronchial fluid in a dog model of histamine-induced asthma. Formulations containing chlorpheniramine have been used in the treatment of seasonal allergies.

Chemical Properties

White Solid

Uses

An antagonist of the histamine H1-receptor

Uses

(±)-Chlorpheniramine maleate salt has been used:

  • as H1 receptor antagonist to determine the receptor function
  • to block the effect of compound 48/80 on plasma IGF-I
  • as a standard for fast sensing and determination by sequential injector coupled with potentiometer

Uses

Antihistaminic

Definition

ChEBI: Chlorpheniramine maleate is an organic molecular entity.

brand name

Trimeton (Schering-Plough); Teldrin (GlaxoSmithKline).

General Description

Chlorpheniraminemaleate, (±)2-[p-chloro-α-[2-dimethylamino)ethyl]benzyl]pyridine bimaleate (Chlor-Trimeton), is a white crystallinepowder that is soluble in water (1:3.4), in alcohol(1:10), and in chloroform (1:10). It has a pKa of 9.2, and anaqueous solution has a pH between 4 and 5. Chlorination ofpheniramine in the para position of the phenyl ring increasespotency 10-fold with no appreciable change in toxicity.Most of the antihistaminic activity resides with thedextro isomer (see under “Dexchlorpheniramine Maleate” ).The usual dose is 2 to 4 mg 3 or 4 times a day. It has a halflifeof 12 to 15 hours.

General Description

Odorless white crystalline solid or white powder with a bitter taste. pH (2% aqueous solution) 5. pH (1% aqueous solution) 4-5.

Air & Water Reactions

Water soluble.

Reactivity Profile

A halogenated amine, ester. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Flash point data for Chlorpheniramine maleate are not available; however, Chlorpheniramine maleate is probably combustible.

Biochem/physiol Actions

Chlorpheniramine maleate (CPM) can prevent rhinitis and urticaria. It is used to cure several allergic conditions. This antihistamine is used in small-animal veterinary practices.

Safety Profile

Poison by ingestion, intravenous, and subcutaneous routes. Experimental reproductive effects. Used as an antihistamine. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cland NOx.

Synthesis

110-16-7

132-22-9

113-92-8

The general procedure for the synthesis of 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine maleate from maleic acid and 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine was carried out as follows: in tetrahydrofuran solvent, 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan -1-amine 260 g and sodium amide 95 g. The reaction temperature was maintained at 20~25°C and the reaction time was 20~25 hours. Subsequently, a toluene solution of N,N-dimethylchloroethane was slowly added dropwise, and the temperature was controlled to be 30~40°C during the dropwise addition. After the dropwise addition, the reaction system was warmed up to 40~45°C and the reaction was continued for 2 hours. After completion of the reaction, cooled to room temperature and washed the organic phase with water to neutral. The solvent was recovered to give 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine concentrate, which was concentrated by distillation under reduced pressure to obtain 270 g of product. To 500 g of anhydrous ethanol was added 130 g of maleic acid, stirred until completely dissolved, then 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine obtained above was added. After the addition was completed, stirring was continued for 30 minutes, followed by cooling to 0 to -2°C and maintaining this temperature for 2 hours. The reaction mixture was filtered to give crude maleic acid 3-(4-chlorophenyl)-N,N-dimethyl-3-(pyridin-2-yl)propan-1-amine salt 390 g. Finally, 350 g of the crude product was refined using 1.5 times volume of ethanol and ethyl chloroacetate.

Veterinary Drugs and Treatments

Antihistamines are used in veterinary medicine to reduce or help prevent histamine mediated adverse effects. Chlorpheniramine is one the more commonly used antihistamines in the cat for the treatment of pruritus. It may also be of benefit as a mild sedative in small animals due to its CNS depressant effects.

Dosage forms

4 to 6 mg PO q4–6h. Maximum daily dose is 24 mg for adults and children 12 years or older. Found frequently in combination with acetaminophen and pseudoephedrine.

References

[1] Patent: CN106883167, 2017, A. Location in patent: Paragraph 0018; 0019

Chlorphenamine maleate Preparation Products And Raw materials

Raw materials

Maleic acid 2-Picoline Bromoacetaldehyde diethyl acetal 2-(4-Chlorobenzyl)pyridine Anhydrous toluene

Preparation Products

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View Lastest Price from Chlorphenamine maleate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Chlorphenamine maleate 113-92-8
Price
US $1.00-4.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2025-05-14
Wuhan JiyunZen Tech Co., Ltd.
Product
Chlorphenamine Maleate 113-92-8
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99% hplc
Supply Ability
500TONS
Release date
2025-05-07
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Chlorphenamine maleate 113-92-8
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-16

113-92-8, Chlorphenamine maleateRelated Search:

3-Dimethylaminopropylamine HexanitrodiphenylaMine CIS-BUTENEDIOIC ANHYDRIDE Hydrogen Sulfide Hydrogen Chlorodimethylphenylsilane TRIS MALEATE Disodium fumarate Polybutene Trimebutine maleate Cinepazide maleate Rosiglitazone maleate Isopropylamine 2,6-Lutidine Maleic acid Propane Chlorpheniramine D/L-AMPHETAMINE HYDROCHLORIDE Chlorphenamine Hydrogen Maleate

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  • dl-1-(p-Chlorophenyl)-1-(2-pyridyl)-3-(dimethylamino)propane
  • Haynon
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  • γ-(4-Chlorophenyl)-γ-(2-pyridyl)propyldimethylamine
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridin maleate
  • 1-(p-chlorophenyl)-1-(2-pyridyl)-3-n,n-dimethylpropylamine
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridin
  • 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine
  • 2-[p-chloro-alpha-(2-dimethylaminoethyl)benzyl]pyridine
  • gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin
  • CHLOROPHENIRAMINE BASE
  • Chlorpheniramine (base and/or unspecified salts)
  • 1-(N,N-Dimethylamino)-3-(p-chlorophenyl)-3-(alpha-pyridyl)propane maleate
  • 1-p-Chlorophenyl-1-(2-pyridyl)-3-dimethylaminopropane maleate
  • Chlorphenamine hydrogen maleate
  • Chlorpheniramine maleate 113-92-8
  • Chlorpheniramine maleate, 99%, a histamine H1 receptor antagonist
  • 1-(p-chlorphenyl)-1-(2-pyridyl)-3-dimethylaminopropanmaleat
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  • allerclor
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  • gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin(z)-2-butenedioa
  • gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin(z)-2-butenedioate
  • histadurdura-tabs
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  • nci-c55265