Pheniramine maleate CAS 132-20-7

Introduction：Basic information about Pheniramine maleate CAS 132-20-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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
• λmax: 262nm(lit.)
• Merck: 14,7235
• Stability: Stable. Incompatible with strong oxidizing agents.
• Major Application: pharmaceutical (small molecule)
• InChI: InChI=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-
• InChIKey: SSOXZAQUVINQSA-BTJKTKAUSA-N
• SMILES: C(CCN(C)C)(C1C=CC=CN=1)C1C=CC=CC=1.C(/C(=O)O)=C/C(=O)O
• CAS DataBase Reference: 132-20-7(CAS DataBase Reference)
• EPA Substance Registry System: Pheniramine 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 Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral

Pheniramine maleate Usage And Synthesis

Chemical Properties

white powder

Originator

Trimeton Maleate, Schering ,US,1948

Uses

Pheniramine, 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.

Definition

ChEBI: Pheniramine maleate is an organic molecular entity.

Manufacturing Process

According 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 Function

Antihistaminic

General Description

Pheniramine 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 Description

White 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 Reactions

Water soluble.

Reactivity Profile

Pheniramine maleate gives weakly acidic aqueous solutions. May react with strong oxidizing agents.

Fire Hazard

Flash point data are not available for Pheniramine maleate, but Pheniramine maleate is probably combustible.

Biochem/physiol Actions

Pheniramine 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 effects

Drowsiness, 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 materials: POTASSIUM AMIDE-->Maleic acid-->2-Benzylpyridine-->Pheniramine