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Pheniramine maleate
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Name

Pheniramine maleate

 EINECS 205-051-4
CAS No. 132-20-7 Density 1.2233 (rough estimate)
PSA 90.73000 LogP 2.87700
Solubility >=1 g/100 mL at 24 °C in water Melting Point 104-108 °C
Formula C16H20N2.C4H4O4 Boiling Point 348.3 °C at 760 mmHg
Molecular Weight 356.422 Flash Point 164.5 °C
Transport Information N/A Appearance white powder
Safety 36 Risk Codes 22
Molecular Structure Molecular Structure of 132-20-7 (Pheniramine maleate) Hazard Symbols HarmfulXn
Synonyms

dimethyl-[3-phenyl-3-(1H-pyridin-6-yl)propyl]azanium; propanedioate;Prestwick_769;Naphcon A;2-Pyridinepropanamine,N,N-dimethyl-?- phenyl-,(2Z)-2-butenedioate (1:1);but-2-enedioic acid; N,N-dimethyl-3-phenyl-3-pyridin-2-yl-propan-1-amine;Pheniramine maleate (JAN/USP);

Article Data 1

Pheniramine maleate Synthetic route

86-21-5

pheniramine

110-16-7

maleic acid

132-20-7

pheniramine maleate

Conditions
ConditionsYield
In ethanol at 20℃; Solvent;5.1 g
4463-42-7

benzyl boronic acid

132-20-7

pheniramine maleate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide; tetrahydrofuran; water / 3 h / 75 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 80 °C
3: ethanol / 20 °C
View Scheme
109-04-6

2-bromo-pyridine

132-20-7

pheniramine maleate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide; tetrahydrofuran; water / 3 h / 75 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 5 h / 80 °C
3: ethanol / 20 °C
View Scheme

potassium pentacyanonitrosylchromate(III) monohydrate

132-20-7

pheniramine maleate

{Cr(NO)(CN)2(pheniramine maleate)2(H2O)}

Conditions
ConditionsYield
With CH3COOH In acetic acid byproducts: CH3COOK, H2O, HCN; aq. acetic acid; 20-30 min, 80°C; CO2 bubbled (few h) to remove HCN; ppt. washed (H2O repeatedly; ethanol); dried (vac., over silica gel, room temp., to const. wt.); elem.anal.;59%

tetracyanodinitrosylmolybdate(0)

132-20-7

pheniramine maleate

Mo(NO)2(CN)2(C5H4NCH(CH2CH2N(CH3)2)C6H5)2*2(HCCOOH)2*2H2O=(Mo(NO)2(CN)2(C16H20N2)2)*((HCCOOH)2)2*2H2O

Conditions
ConditionsYield
In water; acetic acid addn. of ligand in a mixt. of water/acetic acid to a filtered aq. soln. of molybdate with shaking, refluxing for 4-5 h over a hot plate at 80°C; filtn. by suction, washing several times with dilute acetic acid, finally with water, drying in vacuo at room temp. to a constant weight, elem. anal.;53%

pentaisothiocyanatonitrosylchromate(I)

132-20-7

pheniramine maleate

Cr(NO)(NCS)2(C16H20N2)2(H2O)*2C4H4O4

Conditions
ConditionsYield
In acetic acid aq. acetic acid; shaking, reflux (80°C, 1-2 h), ice cooling, pptn.; filtration, washing (CH3COOH(aq.), water), drying (vac., room temp.); elem. anal.;45%

tetracyanonitrosylchromate(I) anion

7732-18-5

water

132-20-7

pheniramine maleate

[Cr(NO)(CN)2(C5H4N(C6H5)CHCH2CH2N(CH3)2)(H2O)]*HOOCCHCHCOOH

Conditions
ConditionsYield
In water; acetic acid adding aq.-AcOH soln. of ligand to aq. soln. of Cr complex with shaking,refluxing for 30-45 min at 80°C; filtering ppt. by suction, washing with dild. AcOH and water, drying in vacuo; elem. anal.;42%

Pheniramine maleate Chemical Properties

IUPAC Name: 1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate
The MF of 1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate (132-20-7) is C20H24N2O4.

                                      
The MW of 1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate (132-20-7) is 356.42.
Synonyms of 1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate (132-20-7): Prophenpyridamine maleate ; Pheniramine maleate ; Pheniramine maleate salt ; P1-(N,N-Dimethylamino)-3-(phenyl-3-alpha-pyridyl)propanemaleate ; 2-(Alpha-(2-(dimethylamino)ethyl)benzyl)pyridine,bimaleate ; 2-(Alpha-(2-(dimethylamino)ethyl)benzyl)pyridine,maleate ; 2-(Alpha-(2-(dimethylamino)ethyl)benzyl)-pyridinmaleate(1:1)
Product Categories: Antagonists;Histaminergics;Neurotransmitters
Stability: Stable. Incompatible with strong oxidizing agents
Apperance: White powder with a faint amine-like odor
Water Solubility: >=1 g/100 mL at 24 ºC
Flash Point: 164.5 °C 
Boiling Point: 348.3 °C
Melting Point: 104-108 °C  
EINECS: 205-051-4

Pheniramine maleate Uses

  1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate (132-20-7) is used medicinally as an antihistaminic.

Pheniramine maleate Production

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

Pheniramine maleate Toxicity Data With Reference

1.    

cyt-mus-orl 1120 µg/kg

     IJEBA6    Indian Journal of Experimental Biology. 19 (1981),516.
2.    

orl-hmn LDLo:30 mg/kg

     ATXKA8    Archiv fuer Toxikologie. 29 (1972),317.
3.    

orl-rat LD50:520 mg/kg

     KIZAAL    Kurume Igakkai Zasshi. Journal of the Kurume Medical Association. 43 (1980),168.
4.    

scu-rat LDLo:200 mg/kg

     CRSBAW    Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 144 (1950),887.
5.    

orl-mus LD50:268 mg/kg

     KIZAAL    Kurume Igakkai Zasshi. Journal of the Kurume Medical Association. 43 (1980),168.
6.    

ivn-dog LDLo:111 mg/kg

     JPETAB    Journal of Pharmacology and Experimental Therapeutics. 113 (1955),72.
7.    

ivn-gpg LD50:72 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 113 (1958),313.

Pheniramine maleate Consensus Reports

Reported in EPA TSCA Inventory.

Pheniramine maleate Safety Profile

Human poison by ingestion. Experimental poison by ingestion, subcutaneous, and intravenous routes. Mutation data reported. Used as an antihistamine. When heated to decomposition it emits toxic fumes of NOx.
Safety information of 1-(N,N-Dimethylamino)-3-(phenyl-3-a-pyridyl)propane maleate (132-20-7):
Hazard Codes  Xn
Risk Statements 
22  Harmful if swallowed
Safety Statements 
36  Wear suitable protective clothing
WGK Germany  3
RTECS  UT0175000

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