Product Name

  • Name

    Chlorpheniramine maleate

  • EINECS 204-037-5
  • CAS No. 113-92-8
  • Article Data9
  • CAS DataBase
  • Density 1.107 g/cm3
  • Solubility 1-5 g/100 mL at 21 ºC
  • Melting Point 130-135 ºC
  • Formula C20H23ClN2O4
  • Boiling Point 379 ºC at 760 mmHg
  • Molecular Weight 390.867
  • Flash Point 183 ºC
  • Transport Information UN 2811 6.1/PG 3
  • Appearance White crystalline powder
  • Safety 36/37/39-45
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 113-92-8 (Chlorpheniramine maleate)
  • Hazard Symbols ToxicT
  • Synonyms 2-Pyridinepropanamine,?-(4-chlorophenyl)-N,N-dimethyl- [132-22-9] but the (Z)-2-butenedioate (1:1);Prestwick_57;Allergin;Chlor-trimeton;Teldrin;Piriton;Chlorprophenpyridamine;but-2-enedioic acid; 3-(4-chlorophenyl)-N,N-dimethyl-3-pyridin-2-yl-propan-1-amine;Chlorpheniramine maleate (JP14/USP);[3-(4-chlorophenyl)-3-pyridin-2-yl-propyl]-dimethyl-azanium; (Z)-4-hydroxy-4-oxo-but-2-enoate;Chlor-Tripolon;Neorestamin;Chlor-trimeton (TN);2-Pyridinepropanamine,?-(4-chlorophenyl)-N,- N-dimethyl-,(2Z)-2-butenedioate (1:1);chlorphenamine hydrogen maleate;Teldrin (TN);
  • PSA 90.73000
  • LogP 3.53040

Synthetic route

formic acid
64-18-6

formic acid

Didesmethylchlorpheniramine
20619-13-0

Didesmethylchlorpheniramine

maleic acid
110-16-7

maleic acid

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Stage #1: formic acid; Didesmethylchlorpheniramine In water; N,N-dimethyl-formamide at 100℃; for 24h;
Stage #2: maleic acid In isopropyl alcohol at 80℃; for 2h;		88.8%
...Expand
2-(4-chlorobenzyl)pyridine
4350-41-8

2-(4-chlorobenzyl)pyridine

2-(dimethylamino)ethyl chloride
107-99-3

2-(dimethylamino)ethyl chloride

maleic acid
110-16-7

maleic acid

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Stage #1: 2-(4-chlorobenzyl)pyridine With sodium amide In toluene Reflux;
Stage #2: 2-(dimethylamino)ethyl chloride In toluene for 6h; Reflux;
Stage #3: maleic acid In water		54.4%
Stage #1: 2-(4-chlorobenzyl)pyridine With sodium amide In toluene Reflux;
Stage #2: 2-(dimethylamino)ethyl chloride In toluene for 6h; Reflux;
Stage #3: maleic acid In toluene		22.4 g
...Expand
p-chlorobenzyl cyanide
140-53-4

p-chlorobenzyl cyanide

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: cobaltocene / 4 h / 150 - 170 °C / Autoclave
2.1: sodium amide / tetrahydrofuran / 1 h / 20 - 25 °C
2.2: 2 h / 30 - 45 °C
3.1: ethanol / 2.5 h / -2 - 0 °C
View Scheme
maleic acid
110-16-7

maleic acid

Chlorpheniramine
132-22-9

Chlorpheniramine

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
In ethanol at -2 - 0℃; for 2.5h;350 g
With pyrographite In ethanol at 80℃; for 1.5h; Temperature; Large scale;
With pyrographite In ethanol at 80℃; for 2h; Temperature;

2-(4-chlorobenzyl)pyridine

2-(4-chlorobenzyl)pyridine

maleic acid
110-16-7

maleic acid

chlorphenamine maleate

chlorphenamine maleate

Conditions
ConditionsYield
Stage #1: 2-(4-chlorobenzyl)pyridine With sodium amide In toluene Reflux;
Stage #2: 2-(N,N-dimethylamino)ethyl bromide In toluene for 6h; Reflux;
Stage #3: maleic acid In toluene		24.1 g
...Expand

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / Reflux
2.2: 6 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / Reflux
2.2: 6 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / Reflux
2.2: 6 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / 0.33 h / 20 °C
2.2: 8 h / Reflux
3.1: water; N,N-dimethyl-formamide / 24 h / 100 °C
3.2: 2 h / 80 °C
View Scheme
1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / Reflux
2.2: 6 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: manganese; trifluoroacetic acid / acetonitrile / 0.17 h
1.2: 12 h / 30 - 40 °C
2.1: sodium amide / toluene / 0.33 h / 20 °C
2.2: 8 h / Reflux
3.1: water; N,N-dimethyl-formamide / 24 h / 100 °C
3.2: 2 h / 80 °C
View Scheme
4-(2-Pyridinylmethyl)phenylamine
58498-12-7

4-(2-Pyridinylmethyl)phenylamine

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium nitrite; hydrogenchloride / water / 0.33 h / 0 - 5 °C
1.2: 4 h / 20 °C
2.1: sodium amide / toluene / Reflux
2.2: 6 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: sodium nitrite; hydrogenchloride / water / 0.33 h / 0 - 5 °C
1.2: 4 h / 20 °C
2.1: sodium amide / toluene / 0.33 h / 20 °C
2.2: 8 h / Reflux
3.1: water; N,N-dimethyl-formamide / 24 h / 100 °C
3.2: 2 h / 80 °C
View Scheme
2-(4-chlorobenzyl)pyridine
4350-41-8

2-(4-chlorobenzyl)pyridine

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium amide / toluene / 0.33 h / 20 °C
1.2: 8 h / Reflux
2.1: water; N,N-dimethyl-formamide / 24 h / 100 °C
2.2: 2 h / 80 °C
View Scheme
potassium pentacyanonitrosylchromate(III) monohydrate

potassium pentacyanonitrosylchromate(III) monohydrate

chlorphenamine maleate
113-92-8

chlorphenamine maleate

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

{Cr(NO)(CN)2(chloropheniramine 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. filtered, washed (H2O repeatedly; ethanol); dried (vac., over silica gel, room temp., to const. wt.); elem.anal.;55%
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

salicylaldehyde anthranilic acid
122630-45-9, 150063-91-5, 7361-93-5

salicylaldehyde anthranilic acid

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Co(OC6H4CHNC6H4COO)(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)(H2O)*(HCCOOH)2
151958-93-9

Co(OC6H4CHNC6H4COO)(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)(H2O)*(HCCOOH)2

Conditions
ConditionsYield
In ethanol byproducts: HNO3; refluxing ethanolic solns. of metal salt, schiff base and heterocyclic base in 1:1:1 molar ratio for 2-5 h, pptn.; filtn., washing with ethanol, drying in vacuo, elem. anal.;53%
...Expand
tetracyanodinitrosylmolybdate(0)

tetracyanodinitrosylmolybdate(0)

chlorphenamine maleate
113-92-8

chlorphenamine maleate

Mo(NO)2(CN)2(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)2*2(CHCOOH)2*2H2O=(Mo(NO)2(CN)2(C16H19N2Cl)2)*((CHCOOH)2)2*2H2O

Mo(NO)2(CN)2(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)2*2(CHCOOH)2*2H2O=(Mo(NO)2(CN)2(C16H19N2Cl)2)*((CHCOOH)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.;52%
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

chlorphenamine maleate
113-92-8

chlorphenamine maleate

2-(salicylideneamino)thiophenol
3449-05-6

2-(salicylideneamino)thiophenol

Co(OC6H4CHNC6H4S)(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)(H2O)*(HCCOOH)2
151987-76-7

Co(OC6H4CHNC6H4S)(C5H4NCH(CH2CH2N(CH3)2)C6H4Cl)(H2O)*(HCCOOH)2

Conditions
ConditionsYield
In ethanol byproducts: HNO3; refluxing ethanolic solns. of metal salt, schiff base and heterocyclic base in 1:1:1 molar ratio for 2-5 h, pptn.; filtn., washing with ethanol, drying in vacuo, elem. anal.;50%
...Expand
chlorphenamine maleate
113-92-8

chlorphenamine maleate

A

dextrochlorpheniramine maleate
2438-32-6

dextrochlorpheniramine maleate

B

(-)-Chlorpheniramine maleate
23095-76-3

(-)-Chlorpheniramine maleate

Conditions
ConditionsYield
With sodium dihydrogenphosphate; phosphoric acid In methanol; water pH=2.75; Reagent/catalyst; Ionic liquid; Resolution of racemate;
With maleic anhydride-β-cyclodextrin modified Fe3O4 Resolution of racemate; Optical yield = 13.7 %ee;
With tetramethylammonium hydroxyproline; clindamycin phosphate In methanol; water at 20℃; pH=7.6; pH-value; Solvent; Temperature; Resolution of racemate; enantioselective reaction;
With β‐cyclodextrin In aq. phosphate buffer pH=2.5; Resolution of racemate;
Eosin Y
548-26-5, 602-47-1, 17372-87-1

Eosin Y

chlorphenamine maleate
113-92-8

chlorphenamine maleate

2C16H19ClN2*2C4H4O4*2Na(1+)*C20H6Br4O5(2-)

2C16H19ClN2*2C4H4O4*2Na(1+)*C20H6Br4O5(2-)

Conditions
ConditionsYield
In water at 23℃; for 0.166667h; pH=3.72; Solvent; pH-value; Temperature;

Chlorpheniramine maleate Chemical Properties

 
IUPAC Name: (Z)-But-2-enedioic acid; 3-(4-Chlorophenyl)-N,N-dimethyl-3-pyridin-2-ylpropan-1-amine
Molecular Formula: C20H23ClN2O4
Molecular Weight: 390.86 g/mol
Canonical SMILES: c1([C@@H](c2ccccn2)CCN(C)C)ccc(Cl)cc1.C(=C\C(O)=O)\C(O)=O
InChI: InChI=1/C16H19ClN2.C4H4O4/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13;5-3(6)1-2-4(7)8/h3-9,11,15H,10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
EINECS: 204-037-5
Classification Code: Antihistaminic; Drug / Therapeutic Agent; Mutation data; Reproductive Effect; Tumor data
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals; Antagonists; Histaminergics; Neurotransmitters
Index of Refraction: 1.565 
Molar Refractivity: 80.8 cm3 
Molar Volume: 248 cm3 
Polarizability: 32.03×10-24 cm3 
Surface Tension: 42.1 dyne/cm 
Density: 1.107 g/cm3 
Flash Point: 183 °C 
Enthalpy of Vaporization: 62.7 kJ/mol 
Boiling Point: 379 °C at 760 mmHg 
Melting Point: 130-135 °C(lit.)
Water Solubility: 1-5 g/100 mL at 21 °C
Vapour Pressure of Chlorpheniramine maleate (CAS NO.113-92-8): 6.04E-06 mmHg at 25 °C

Chlorpheniramine maleate Uses

  Chlorpheniramine maleate (CAS NO.113-92-8) is used as antihistaminic.

Chlorpheniramine maleate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 75mg/kg (75mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
dog LD50 intravenous 97600ug/kg (97.6mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
guinea pig LD50 intravenous 68mg/kg (68mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 113, Pg. 313, 1958.
guinea pig LD50 oral 198mg/kg (198mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
guinea pig LD50 subcutaneous 101mg/kg (101mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
mouse LD50 intraperitoneal 76700ug/kg (76.7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT		 Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
mouse LD50 intravenous 26100ug/kg (26.1mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 537, 1972.
mouse LD50 oral 130mg/kg (130mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 1644, 1978.
mouse LD50 subcutaneous 104mg/kg (104mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT		 Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 72, 1955.
rat LD50 oral 306mg/kg (306mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT		 Kiso to Rinsho. Clinical Report. Vol. 12, Pg. 1371, 1978.
rat LD50 subcutaneous 365mg/kg (365mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Chlorpheniramine maleate Safety Profile

Poison by ingestion, intravenous, and subcutaneous routes. Experimental reproductive effects. Used as an antihistamine. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl− and NOx.
Hazard Codes: ToxicT
Risk Statements: 25 
R25: Toxic if swallowed.
Safety Statements: 36/37/39-45 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: US6504000
HazardClass: 6.1(b)
PackingGroup of Chlorpheniramine maleate (CAS NO.113-92-8): III

Chlorpheniramine maleate Specification

 Chlorpheniramine maleate (CAS NO.113-92-8), its Synonyms are Anaplex HD ; Azimycin (Veterinary) ; Bayer Select Allergy-Sinus ; Bayer Select Flu Relief ; Brexin L.A. ; Cerose-DM ; Chlor-Trimeton Decongestant ; Chlor-Trimeton Sinus ; Sudafed Plus ; Teldrin Timed-Release Allergy Capsules ; TheraFlu ; Triaminic ; 1-(N,N-Dimethylamino)-3-(p-chlorophenyl-3-alpha-pyridyl)propane maleate ; 1-(p-Chlorphenyl)-1-(2-pyridyl)-3-dimethylaminopropan maleat ; dl-Chlorpheniramine maleate . It is odorless white crystalline solid or white powder with a bitter taste. 

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View