• Name

  Pheniramine

• EINECS 201-656-2
• CAS No. 86-21-5
• Article Data26
• CAS DataBase
• Density 1.018 g/cm³
• Solubility
• Melting Point 30-34°C(lit.)
• Formula C16H20 N2
• Boiling Point 348.3 °C at 760 mmHg
• Molecular Weight 240.348
• Flash Point 164.5 °C
• Transport Information
• Appearance
• Safety Poison by intravenous route. Human systemic effects by ingestion: central nervous system effects. When heated to decomposition it emits toxic fumes of NO_x.
• Risk Codes 11-23/24/25-39/23/24/25
• Molecular Structure
• Hazard Symbols F,T
• Synonyms Pyridine,2-[a-[2-(dimethylamino)ethyl]benzyl]-(8CI); (?à)-Pheniramine;1-Phenyl-1-(2-pyridyl)-3-di-methylaminopropane; 2-[a-(2-Dimethylaminoethyl)benzyl]pyridine;3-Phenyl-3-(2-pyridyl)-N,N-dimethylpropylamine; NSC 47965; Pheniramine;Propheniramine; Prophenpyridamine; Pyriton; Tripoton
• PSA 16.13000
• LogP 3.16520

Synthetic route

100866-24-8

3-phenyl-3-(2-pyridyl)propanal

124-40-3

dimethyl amine

86-21-5

pheniramine

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In toluene at 120℃; under 38000 Torr; for 12h; catalytic reductive amination;	100%

50599-78-5

4-dimethylamino-2-phenyl-butyronitrile

74-86-2

acetylene

86-21-5

pheniramine

Conditions

Conditions	Yield
(η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I) In toluene at 140℃; under 10640 Torr; for 36h;	85%

46498-51-5

3-phenyl-3-pyridin-2-yl-propan-1-ol

124-40-3

dimethyl amine

86-21-5

pheniramine

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; bis[2-(diphenylphosphino)phenyl] ether In toluene at 20℃; Inert atmosphere; Reflux;	84%

15260-65-8

2-(1-phenylvinyl)pyridine

201230-82-2

carbon monoxide

124-40-3

dimethyl amine

86-21-5

pheniramine

Conditions

Conditions	Yield
With hydrogen; [Rh(1,3-dimesitylimidazole-2-ylidene)(cod)Cl] In toluene at 125℃; for 24h;	80%

...Expand

N,N-dimethyl-3-phenyl-3-(pyridin-2-ylsulfinyl)propan-1-amine borane

86-21-5

pheniramine

Conditions

Conditions	Yield
With methylmagnesium bromide In tetrahydrofuran; diethyl ether at 20℃;	42%

15260-65-8

2-(1-phenylvinyl)pyridine

C12H12N2O4

86-21-5

pheniramine

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 0.8C12H6N2O4(2-)*HO(1-)*Al(3+)*0.4CF3O3S(1-)*0.1Ir(3+)*0.2C11H8N(1-)*0.1Cl(1-) In acetonitrile at 20℃; for 6h; Inert atmosphere; Irradiation;	38%

109-04-6

2-bromo-pyridine

140-29-4

phenylacetonitrile

86-21-5

pheniramine

Conditions

Conditions	Yield
With sodium amide; benzene anschl. mit <2-Chlor-aethyl>-dimethyl-amin und anschl. Erhitzen mit KOH in Butan-1-ol;

101-82-6

2-Benzylpyridine

107-99-3

2-(dimethylamino)ethyl chloride

86-21-5

pheniramine

Conditions

Conditions	Yield
With potassium amide
With sodium
With sodium amide
With potassium amide

5005-36-7

phenyl-pyridin-2-yl-acetonitrile

86-21-5

pheniramine

Conditions

Conditions	Yield
With sodium amide; toluene anschl. mit <2-Chlor-aethyl>-dimethyl-amin und anschl. Erwaermen mit H2SO4;

35344-68-4

dimethyl-(3-phenyl-3-pyridin-2-yl-allyl)-amine

86-21-5

pheniramine

Conditions

Conditions	Yield
With palladium on activated charcoal; acetic acid Hydrogenation;
With nickel Hydrogenation;
With palladium on activated charcoal; acetic acid Hydrogenation;

107-99-3

2-(dimethylamino)ethyl chloride

(2-pyridyl)phenylmethyl methyl ether

86-21-5

pheniramine

Conditions

Conditions	Yield
With potassium Sodium 1.) THF, 2.) THF, 0 deg C, 12 h; Yield given. Multistep reaction;

(+-)-3-dimethylamino-1-phenyl-1-<2>pyridyl-propan-1-ol

(+-)-3-dimethylamino-1-phenyl-1-<2>pyridyl-propan-1-ol

86-21-5

pheniramine

Conditions

Conditions	Yield
With thionyl chloride; benzene anschl. mit Zink-Pulver in Essigsaeure;

(+-)-3-phenyl-3-<2>pyridyl-propionic acid dimethylamide

(+-)-3-phenyl-3-<2>pyridyl-propionic acid dimethylamide

86-21-5

pheniramine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

(+-)-4-dimethylamino-2-phenyl-2-<2>pyridyl-butyric acid dimethylamide

(+-)-4-dimethylamino-2-phenyl-2-<2>pyridyl-butyric acid dimethylamide

86-21-5

pheniramine

Conditions

Conditions	Yield
With sulfuric acid; water

(+-)-4-dimethylamino-2-phenyl-2-<2>pyridyl-butyronitrile

(+-)-4-dimethylamino-2-phenyl-2-<2>pyridyl-butyronitrile

86-21-5

pheniramine

Conditions

Conditions	Yield
With sulfuric acid; water
With ethylmagnesium bromide; methoxybenzene
With hydrogenchloride; water

50-00-0

formaldehyd

(+-)-3-phenyl-3-<2>pyridyl-propylamine

(+-)-3-phenyl-3-<2>pyridyl-propylamine

86-21-5

pheniramine

Conditions

Conditions	Yield
With formic acid; water

124-40-3

dimethyl amine

(+-)-3-phenyl-3-<2>pyridyl-propionaldehyde

(+-)-3-phenyl-3-<2>pyridyl-propionaldehyde

86-21-5

pheniramine

Conditions

Conditions	Yield
With nickel at 160℃; under 61047.2 Torr; Hydrogenation;
With ethanol; platinum Hydrogenation;

15260-65-8

2-(1-phenylvinyl)pyridine

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 85 percent / Na / 6 h / 20 °C 2: aq. potassium tert-butoxide / diethyl ether / 25 °C 3: 80 percent / tetrabutylammonium periodate / dioxane / 20 h / Heating 4: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

101-82-6

2-Benzylpyridine

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: lithium diisopropylamide; HMPT / 2 h / 0 °C 1.2: 80 percent / HMPT / 3 h / -78 - 20 °C 2.1: 100 percent / 5 percent aq. HCl / methanol / 24 h / 20 °C 3.1: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

233760-13-9

N,N-dimethyl-4-phenyl-4-(2-pyridyl)-2-hydroxybutanamide

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. potassium tert-butoxide / diethyl ether / 25 °C 2: 80 percent / tetrabutylammonium periodate / dioxane / 20 h / Heating 3: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

121504-36-7

3-phenyl-4,4-diethoxybutanenitrile

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / (η5-cyclopentadienyl)<(1,5-η)-cyclooctadienyl>cobalt / toluene / 72 h / 120 °C / 9500 Torr 2: 100 percent / 5 percent aq. HCl / methanol / 24 h / 20 °C 3: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

3-[1,3]dioxolan-2-yl-2-phenyl-propionaldehyde oxime

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrabutylammonium hydrogen sulfate; carbon disulfide; 15 percent aq. NaOH / benzene / 0.5 h / 20 °C 2: 85 percent / (η5-cyclopentadienyl)<(1,5-η)-cyclooctadienyl>cobalt / toluene / 72 h / 120 °C / 9500 Torr 3: 100 percent / 5 percent aq. HCl / methanol / 24 h / 20 °C 4: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

233760-11-7

2-(2-[1,3]dioxolan-2-yl-1-phenyl-ethyl)-pyridine

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / 5 percent aq. HCl / methanol / 24 h / 20 °C 2: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

2-hydroxy-4-phenyl-4-pyridin-2-yl-butyric acid

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / tetrabutylammonium periodate / dioxane / 20 h / Heating 2: 100 percent / H2 / PtO2 / toluene / 12 h / 120 °C / 38000 Torr View Scheme

42817-44-7

(E)-N,N-dimethyl-3-phenylprop-2-en-1-amine

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: H2 / HRh(CO)(PPh3)3 / benzene / 24 h / 80 °C / 76000 Torr 2: NH2OH 3: 95 percent / CS2, n-Bu4N(1+)*HSO4(1-), 15percent aq. NaOH / CH2Cl2 / 0.5 h / Ambient temperature 4: 85 percent / (η5-cyclopentadienyl)<(1,5-η)-cyclopentadienyl>cobalt / toluene / 36 h / 140 °C / 10640 Torr View Scheme

158696-48-1

4-Dimethylamino-2-phenyl-butyraldehyde

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NH2OH 2: 95 percent / CS2, n-Bu4N(1+)*HSO4(1-), 15percent aq. NaOH / CH2Cl2 / 0.5 h / Ambient temperature 3: 85 percent / (η5-cyclopentadienyl)<(1,5-η)-cyclopentadienyl>cobalt / toluene / 36 h / 140 °C / 10640 Torr View Scheme

158696-51-6

4-Dimethylamino-2-phenyl-butyraldehyde oxime

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / CS2, n-Bu4N(1+)*HSO4(1-), 15percent aq. NaOH / CH2Cl2 / 0.5 h / Ambient temperature 2: 85 percent / (η5-cyclopentadienyl)<(1,5-η)-cyclopentadienyl>cobalt / toluene / 36 h / 140 °C / 10640 Torr View Scheme

109-09-1

2-chloropyridine

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaNH2; toluene 2: NaNH2; toluene / anschl. mit <2-Chlor-aethyl>-dimethyl-amin und anschl. Erwaermen mit H2SO4 View Scheme

140-29-4

phenylacetonitrile

86-21-5

pheniramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaNH2; toluene 2: NaNH2; toluene / anschl. mit <2-Chlor-aethyl>-dimethyl-amin und anschl. Erwaermen mit H2SO4 View Scheme

86-21-5

pheniramine

21085-72-3

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

145823-17-2

((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-dimethyl-(3-phenyl-3-pyridin-2-yl-propyl)-ammonium; chloride

Conditions

Conditions	Yield
With XAD-2 ion-exchange resin; sodium hydrogencarbonate In water; benzene for 144h; Ambient temperature;	13%

117-80-6

2,3-Dichloro-1,4-naphthoquinone

86-21-5

pheniramine

A

5350-26-5

2-chloro-3-(dimethylamino)naphthalene-1,4-dione

B

2-Chlor-3-[methyl-(3-phenyl-3-pyridin-2-ylpropyl)amino]-1,4-naphthochinon

Conditions

Conditions	Yield
In dichloromethane for 96h; Heating;	A n/a B 1.3%

...Expand

Pheniramine Chemical Properties

Pheniramine Uses

Pheniramine Toxicity Data With Reference

Pheniramine Safety Profile