| Identification | Back Directory | [Name]
Chlorpheniramine maleate | [CAS]
113-92-8 | [Synonyms]
alunex
piriex
Haynon
Puermin
piriton
teldrin
c-meton
ibioton
lorphen
allergin
Histadur
Histaspan
chlormene
allerclor
polaronil
nci-c55265
synistamin
antagonate
Allergican
Allergisan
Cloropiril
neorestamin
pyridamal-100
CHLORTRIMETON
chlorphenamine
chlor-tripolon
Chlorophenamine
m.p.chlorcapst.d.
histadurdura-tabs
4-Chloropheniramine
RS-Chlorpheniramine
carbinoxamidemaleate
CHLORPHENIRAMINE BASE
CHLORPHENAMINE MALEATE
Chlorophenylpyridamine
(+-)-Chloropheniramine
LABOTEST-BB LT00134667
Chlorprophenpyridamine
CHLOROPHENIRAMINE BASE
Chlorophenaminemaleate
Chloroprophenpyridamine
Chlorpheniramine maleate
CHLOROPHENIRAMINE MALEATE
CHLORPHENAMINE MALEATE USP
ChlorpheniraMine-d4 Maleate
DL-CHLORPHENIRAMINE MALEATE
CHLORPHENIRAMINEMALEATE,USP
Chlorprophenpyridamine maleate
chloroprophenpyridaminemaleate
Chlorphenamine hydrogen maleate
CHLORPHENIRAMINE MALEATE, PHARMA
CHLORPHENIRAMINE HYDROGEN MALEATE
Chlorpheniramine Maleate (125 mg)
Chlorpheniramine maleate solution
(+/-)-CHLORPHENIRAMINE MALEATE SALT
Chlorpheniramine maleate salt solution
Chlorpheniramine-D6 Maleate (N,N-dimethyl-D6)
9: PN: US20030109453 SEQID: 8 claimed sequence
Chlorpheniramine (base and/or unspecified salts)
γ-(4-Chlorophenyl)-γ-(2-pyridyl)propyldimethylamine
3-(4-chlorophenyl)-3-(2-pyridyl)propyldimethylamine
(+-)-CHLORPHENIRAMINE MALEATE SIGMAREFER ENCE STAND
P-CHLORO(2-DIMETHYLAMINOETHYL)BENZYLPYRIDINE MALEATE
2-[p-Chloro-α-[2-(dimethylamino)ethyl]benzyl]pyridine
(+/-)-CHLORPHENIRAMINE MALEATE HISTAMINE H1 RECEPTOR
2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
2-[p-chloro-alpha-(2-dimethylaminoethyl)benzyl]pyridine
gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin
3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine
2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridin
2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine
1-(p-chlorophenyl)-1-(2-pyridyl)-3-n,n-dimethylpropylamine
1-(p-chlorphenyl)-1-(2-pyridyl)-3-dimethylaminopropanmaleat
dl-1-(p-Chlorophenyl)-1-(2-pyridyl)-3-(dimethylamino)propane
1-p-Chlorophenyl-1-(2-pyridyl)-3-dimethylaminopropane maleate
2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-
3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-yl-propan-1-amine
1-Parachlorophenyl-1-(2-pyridyl)-3-dimethylaminopropane maleate
2-[p-Chloro-a-(2-dimethyl-aminoethyl)benzyl]pyridine Maleate Salt
2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridin maleate
1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethy-laminopropanebimaleate
dl-2-(p-chloro-alpha-2-(dimethylamino)ethylbenzyl)pyridinemaleate
2-[p-Chloro-α-(2-diMethyl-aMinoethyl)benzyl]pyridine Maleate Salt
1-(p-Chlorophenyl)-1-(2-pyridil)-3-dimethylaminopropane Maleate Salt
2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-pyridinmaleate(1:1)
2-(p-Chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine maleate (1:1)
gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin(z)-2-butenedioa
1-(N,N-Dimethylamino)-3-(p-chlorophenyl)-3-(alpha-pyridyl)propane maleate
gamma-(4-chlorophenyl)-n,n-dimethyl-2-pyridinepropanamin(z)-2-butenedioate
Pyridine, 2-[p-chloro-α-[2-(dimethylamino)ethyl]benzyl]-, maleate (1:1) (8CI)
2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (Z)-2-butenedioate (1:1)
2-Pyridinepropanamine, γ-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
2-Pyridinepropanamine, .gamma.-(4-chlorophenyl)-N,N-dimethyl-, (2Z)-2-butenedioate (1:1)
ChlorpheniraMine Maleate Extended-Release Tablets (Drug Release Calibrator, Single Unit)
Chlorpheniramine Maleate Extended-Release Tablets (Drug Release Calibrator, Single Unit) (60 Tablets)
(60 Tablets) Chlorpheniramine Maleate Extended-Release Tablets (Drug Release Calibrator, Single Unit)
Chlorpheniramine Maleate Extended-Release Tablets (60 Tablets) (Drug Release Calibrator, Single Unit) | [EINECS(EC#)]
205-054-0 | [Molecular Formula]
C20H23ClN2O4 | [MDL Number]
MFCD00069225 | [MOL File]
113-92-8.mol | [Molecular Weight]
390.86 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
An antagonist of the histamine H1-receptor | [Uses]
Antihistaminic | [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. | [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.1 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.2 It also reduces respiratory resistance and hypersecretion of tracheobronchial fluid in a dog model of histamine-induced asthma.3 Formulations containing chlorpheniramine have been used in the treatment of seasonal allergies. | [Definition]
ChEBI: Chlorpheniramine maleate is an organic molecular entity. | [Brand name]
Trimeton (Schering-Plough); Teldrin (GlaxoSmithKline). | [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. | [Synthesis]
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 |
| Safety Data | Back Directory | [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 | [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. | [Properties]
Weight-percent of components:
1.96 wt% palladium acetate
7.17 wt% phosphine ligand
90.8 wt% potassium phosphate
| [Toxicity]
LD50 orally in mice: 162 mg/kg (Smith) |
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