Pheniramine Chemical Properties

Melting point:

<25 °C

Boiling point:

bp13 181°; bp2 142°; bp0.5 135°

Density 

1.0081

refractive index 

nD25 1.5519 to 1.5521

Flash point:

9℃

storage temp. 

-20°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Oil

pka

pKa 4.03± 0.08;9.32± 0.06(H2O,t undefined,I=0.30(NaCl)) (Uncertain)

color 

Colourless

InChIKey

IJHNSHDBIRRJRN-UHFFFAOYSA-N

CAS DataBase Reference

86-21-5(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine, 2[alpha-(2-dimethyl aminoethyl)benzyl](86-21-5)

Safety Information

Hazard Codes 

F,T

Risk Statements 

11-23/24/25-39/23/24/25

Safety Statements 

16-36/37-45

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

1

Pheniramine Usage And Synthesis

Originator

Trimeton Maleate, Schering ,US,1948

Uses

Pheniramine is an antigripal drug. Also, it is derived from 2-Benzylpyridine (B288740), which is a benzylpyridine with antifungal properties. 2-Benzylpyridine is also used as a chromogenic reagent for micro determination of Molybednum.

Definition

ChEBI: N,N-dimethyl-3-phenyl-3-(2-pyridinyl)-1-propanamine is a tertiary amino compound and a member of pyridines.

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 3-phenyl-3-(2-pyridyl)-N,Ndimethylpropylamine, BP 139°-142°C/1-2 mm. The maleate is produced by reaction with maleic acid.

Therapeutic Function

Antihistaminic

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 7125, 1994 DOI: 10.1021/jo00102a044

Safety Profile

Poison by intravenous route. Human systemic effects by ingestion: central nervous system effects. When heated to decomposition it emits toxic fumes of NOx.

Enzyme inhibitor

This antihistamine (FWfree-base = 240.35 g/mol; CAS 86-21-5; insoluble in water; maleate and p-aminosalicylate salts are water-soluble), also known as N,N-dimethyl-g-phenyl-2-pyridinepropanamide, is more frequently abused than other antihistamines relative to its market share. One of the histamine H1 antagonists with little sedative action, pheniramine is often used in treatment of hay fever, rhinitis, allergic dermatoses, and pruritus. Target(s): H1 histamine receptor; and histamine Nmethyltransferase, mildly inhibited.

Pheniramine(86-21-5)Related Product Information

• Dimethyl carbonate
• Pyridine
• ETHANE
• 3-Dimethylaminopropylamine
• 2,6-Lutidine
• Dimethyl fumarate
• Chlorodimethylphenylsilane
• PHENYL VALERATE
• Dimethyl ether
• Dimethyl sulfoxide
• N,N-Dimethylformamide
• N,N-Dimethyldodecylamine
• (R)-(-)-1-Methyl-3-phenylpropylamine
• CHLORODIMETHYLVINYLSILANE
• Dimethyl sulfate
• Propylamine
• DIMETHYLAMINOPYRIDINE, POLYMER-BOUND
• PHENIRAMINE MALEATE,PHENIRAMINE MALEATE SALT