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Substance Name: Chlorphenamine [INN:BAN]
RN: 132-22-9
UNII: 3U6IO1965U
InChIKey: SOYKEARSMXGVTM-UHFFFAOYSA-N

Note

  • A histamine H1 antagonist used in allergic reactions, hay fever, rhinitis, urticaria, and asthma. It has also been used in veterinary applications. One of the most widely used of the classical antihistaminics, it generally causes less drowsiness and sedation than PROMETHAZINE.

Molecular Formula

  • C16-H19-Cl-N2

Molecular Weight

  • 274.7931
 

Classification Codes

  • Anti-Allergic Agents
  • Antipruritics
  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Neurotransmitter Agents
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Names and Synonyms

Results Name

  • Chlorphenamine [INN:BAN]

Name of Substance

  • Chlorphenamine [INN:BAN]
  • Chlorpheniramine
  • Chlorpheniramine polistirex [USAN]

MeSH Heading

  • Chlorpheniramine

Synonyms

  • 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-dimethylaminopropane
  • 1-(p-Chlorophenyl)-1-(2-pyridyl)-3-N,N-dimethylpropylamine
  • 2-(p-Chloro-alpha-(2-(dimethylamino)ethyl)benzyl)pyridine
  • 2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl-
  • 3-(p-Chlorophenyl)-3-(2-pyridyl)-N,N-dimethylpropylamine
  • 4-Chloropheniramine
  • Allergican
  • Allergisan
  • Chloropheniramine
  • Chlorophenylpyridamine
  • Chloropiril
  • Chloroprophenpyridamine
  • Chlorphenamine
  • Chlorphenaminum
  • Chlorphenaminum [INN-Latin]
  • Chlorpheniramine
  • Chlorpheniramine polistirex
  • Chlorpheniraminum
  • Chlorprophenpyridamine
  • Clorfenamina
  • Clorfenamina [INN-Spanish]
  • Clorfeniramina
  • Clorfeniramina [Italian]
  • Cloropiril
  • EINECS 205-054-0
  • gamma-(4-Chlorophenyl)-gamma-(2-pyridyl)propyldimethylamine
  • gamma-(4-Chlorophenyl)-N,N-dimethyl-2-pyridinepropanamine
  • Haynon
  • Histadur
  • HSDB 3032
  • Polaronil
  • Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-
  • UNII-3U6IO1965U

Systematic Names

  • 2-Pyridinepropanamine, gamma-(4-chlorophenyl)-N,N-dimethyl-
  • Chlorphenamine
  • Pyridine, 2-(p-chloro-alpha-(2-(dimethylamino)ethyl)benzyl)-

Registry Numbers

CAS Registry Number

  • 132-22-9

FDA UNII

  • 3U6IO1965U

Other Registry Numbers

  • 42882-96-2
  • 46970-45-0

System Generated Number

  • 0000132229

Structure Descriptors

InChI

InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3

InChIKey

SOYKEARSMXGVTM-UHFFFAOYSA-N

Smiles

CN(C)CCC(c1ccc(Cl)cc1)c2ccccn2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 125mg/kg (125mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 92, Pg. 1339, 1972.
mouse LD50 intravenous 20mg/kg (20mg/kg)   Medizinische Welt. Vol. 17, Pg. 2791, 1966.
mouse LD50 oral 121mg/kg (121mg/kg)   Medizinische Welt. Vol. 17, Pg. 2791, 1966.
mouse LD50 subcutaneous 160mg/kg (160mg/kg)   Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972.
rabbit LD50 intravenous 22mg/kg (22mg/kg)   Medizinische Welt. Vol. 17, Pg. 2791, 1966.
rat LD50 oral 118mg/kg (118mg/kg)   Medizinische Welt. Vol. 17, Pg. 2791, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 9.13 (none) 25 EXP
log P (octanol-water) 3.38 (none)   EXP
Water Solubility 5500 mg/L 37 EXP
Vapor Pressure 1.12E-05 mm Hg 25 EST
Henry's Law Constant 4.07E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.55E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.