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Pheniramine maleate

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Pheniramine maleate Basic information
Product Name:Pheniramine maleate
Synonyms:PROPHENPYRIDAMINE MALEATE;PHENIRAMINE MALEATE;PHENIRAMINE MALEATE SALT;inhiston;n,n-dimethyl-gamma-phenyl-2-pyridinepropanamin(z)-2-butenedioate(1:1);pheniraminehydrogenmaleate;phenyl(2-pyridyl)(beta-n,n-dimethylaminomethyl)methanemaleate;pm241
CAS:132-20-7
MF:C20H24N2O4
MW:356.42
EINECS:205-051-4
Product Categories:Antagonists;Histaminergics;Neurotransmitters;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:132-20-7.mol
Pheniramine maleate Structure
Pheniramine maleate Chemical Properties
Melting point 104-108°C
Boiling point 489.25°C (rough estimate)
density 1.2233 (rough estimate)
refractive index 1.6800 (estimate)
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
Water Solubility >=1 g/100 mL at 24 ºC
λmax262nm(lit.)
Merck 14,7235
Stability:Stable. Incompatible with strong oxidizing agents.
Major Applicationpharmaceutical (small molecule)
InChIInChI=1S/C16H20N2.C4H4O4/c1-18(2)13-11-15(14-8-4-3-5-9-14)16-10-6-7-12-17-16;5-3(6)1-2-4(7)8/h3-10,12,15H,11,13H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKeySSOXZAQUVINQSA-BTJKTKAUSA-N
SMILESC(CCN(C)C)(C1C=CC=CN=1)C1C=CC=CC=1.C(/C(=O)O)=C/C(=O)O
CAS DataBase Reference132-20-7(CAS DataBase Reference)
EPA Substance Registry SystemPheniramine maleate (132-20-7)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS UT0175000
TSCA TSCA listed
HS Code 2933399090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
ProviderLanguage
Pheniramine maleate English
SigmaAldrich English
Pheniramine maleate Usage And Synthesis
Chemical Propertieswhite powder
OriginatorTrimeton Maleate, Schering ,US,1948
UsesPheniramine, a H1-receptor antagonist, is an antihistamine with anticholinergic and sedative properties. Pheniramine is used to treat allergic conditions such as hay fever or urticaria.
DefinitionChEBI: Pheniramine maleate is an organic molecular entity.
Manufacturing ProcessAccording to US Patent 2,676,964: to 1.0 mol of potassium amide in 3 liters of liquid ammonia, is added 1.0 mol of 2-benzylpyridine. After 15 minutes, 1.1 mols of β-dimethylaminoethyl chloride are added. The ammonia is allowed to evaporate and the reaction product decomposed with water and ether extracted. The ether layer is dried over sodium sulfate and after evaporation the residue is distilled, giving the Pheniramine, BP 139°-142°C/1-2 mm. The Pheniramine maleate is produced by reaction with maleic acid.
Therapeutic FunctionAntihistaminic
General DescriptionPheniramine maleate, 2-[α-[2-dimethylaminoethyl]benzyl]-pyridine bimaleate (Trimeton,Inhiston), is a white crystalline powder, with a faint aminelikeodor, which is soluble in water (1:5) and very soluble inalcohol. This drug is the least potent member of the seriesand is marketed as the racemate. The usual adult dose is 20to 40 mg 3 times daily. It is available in certain combinationproducts.
General DescriptionWhite powder with a faint amine-like odor. Melting point 107°C. pH (1% solution) 4.5-5.5. Used medicinally as an antihistaminic.
Air & Water ReactionsWater soluble.
Reactivity ProfilePheniramine maleate gives weakly acidic aqueous solutions. May react with strong oxidizing agents.
Fire HazardFlash point data are not available for Pheniramine maleate, but Pheniramine maleate is probably combustible.
Biochem/physiol ActionsPheniramine maleate is a H1 histamine receptor antagonist. It is an alkylamine derivative. Structurally, pheniramine contains a chiral carbon atom with a hydrogen atom. Other substituents include the pyridyl, alkylamine and phenyl groups. It is used as an antiallergic drug for treating the common cold, respiratory allergies, urticaria, and systematic allergic reactions.
Side effectsDrowsiness, dizziness, dry mouth/nose/throat, headache, upset stomach, constipation, or trouble sleeping may occur. 
References[1] Patent: CN108164455, 2018, A. Location in patent: Paragraph 0009; 0010; 0058; 0059; 0060; 0062
Pheniramine maleate Preparation Products And Raw materials
Raw materialsPOTASSIUM AMIDE-->Maleic acid-->2-Benzylpyridine-->Pheniramine
Tag:Pheniramine maleate(132-20-7) Related Product Information
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