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Chlorphenamine maleate

Basic information Safety Supplier Related

Chlorphenamine maleate Basic information

Product Name:
Chlorphenamine maleate
Synonyms:
  • 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethy-laminopropanebimaleate
  • 1-Parachlorophenyl-1-(2-pyridyl)-3-dimethylaminopropane maleate
  • 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
  • 2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (Z)-2-butenedioate (1:1)
  • Chlorophenamine
  • Chlorprophenpyridamine maleate
  • Cloropiril
  • Histadur
CAS:
113-92-8
MF:
C20H23ClN2O4
MW:
390.86
EINECS:
204-037-5
Product Categories:
  • API
  • TELDRIN
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Antagonists
  • Histaminergics
  • Neurotransmitters
  • 113-92-8
Mol File:
113-92-8.mol
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Chlorphenamine maleate Chemical Properties

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 
neat
color 
White to Almost white
PH
4.0~5.5 (10g/l, 25℃)
Water Solubility 
1-5 g/100 mL at 21 ºC
Merck 
14,2180
InChIKey
DBAKFASWICGISY-BTJKTKAUSA-N
EPA Substance Registry System
Chlorpheniramine maleate (113-92-8)
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Safety Information

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)

MSDS

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Chlorphenamine maleate Usage And Synthesis

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

Antihistaminic

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

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.

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.

Chlorphenamine maleate Preparation Products And Raw materials

Raw materials

Chlorphenamine maleateSupplier

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