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Substance Name: Phenylpropanolamine hydrochloride [USP]
RN: 154-41-6
UNII: 8D5I63UE1Q
InChIKey: DYWNLSQWJMTVGJ-KUSKTZOESA-N

Note

  • A sympathomimetic that acts mainly by causing release of NOREPINEPHRINE but also has direct agonist activity at some adrenergic receptors. It is most commonly used as a nasal vasoconstrictor and an appetite depressant.

Molecular Formula

  • C9-H13-N-O.Cl-H

Molecular Weight

  • 187.6686
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Pharmaceutic Aid (Tablet and Capsule Diluent)
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Phenylpropanolamine hydrochloride [USP]

Synonyms

  • (+-)-2-Amino-1-phenyl-1-propanol hydrochloride
  • (+-)-Norephedrine hydrochloride
  • (+-)-Phenylpropanolamine hydrochloride
  • alpha-(1-Aminoethyl)benzyl alcohol hydrochloride
  • alpha-Hydroxy-beta-aminopropylbenzene hydrochloride
  • Benzenemethanol, alpha-(1-aminoethyl)-, hydrochloride, (R*,S*)-, (+-)
  • Benzyl alcohol, alpha-(1-aminoethyl)-, hydrochloride, (+-)-
  • Decolgen
  • DL-1-Phenyl-2-amino-1-propanol monohydrochloride
  • EINECS 205-826-7
  • Hydriatine
  • IP 58064
  • Monydrin
  • Mucorama
  • Naldecon
  • Nobese
  • NSC 23798
  • Obestat
  • Phenylaminopropanol hydrochloride
  • Phenylpropanolamine HCl
  • Phenylpropanolamine hydrochloride
  • Propadrine hydrochloride
  • UNII-8D5I63UE1Q

Systematic Names

  • (+-)-alpha-(1-Aminoethyl)benzyl alcohol hydrochlorde
  • Benzenemethanol, alpha-((1R)-1-aminoethyl)-, hydrochloride (1:1), (alphaS)-rel-
  • Benzenemethanol, alpha-((1R)-1-aminoethyl)-, hydrochloride, (alphaS)-rel-
  • Benzenemethanol, alpha-(1-aminoethyl)-, hydrochloride, (R*,S*)-, (+-)
  • Benzenemethanol, alpha-(1-aminoethyl)-, hydrochloride, (theta,S)-(+/-)-
  • Benzyl alcohol, alpha-(1-aminoethyl)-, hydrochloride, (+-)-
  • Norephedrine, hydrochloride

Mixture Names

  • A.R.M.
  • Chlor-Trimeton Sinus
  • Contac
  • Contac 12 Hour Caplets
  • Contac 12 Hour Capsules
  • Contac Severe Cold Formula Maximum Strength
  • Coricidin D
  • Coricidin Sinus
  • Corsym Capsules
  • Demazin
  • Demilets
  • Diet Gard
  • Dimetapp Children's Chewable
  • Dimetapp Cold & Flu
  • Dimetapp DM
  • Dimetapp Elixir
  • Dimetapp Extentabs
  • Dimetapp Tablets
  • Endecon
  • Entex
  • Histalet Forte
  • Hycomine
  • Hycomine Pediatric
  • Naldecon
  • Naldecon-CX
  • Naldecon-DX
  • Naldecon-EX
  • Ornade
  • Rhinex D-Lay Tablets
  • Robitussin CF
  • Ru-Tuss Hydrocodone Liquid
  • Ru-Tuss Tablets
  • Sine-Off Sinus Medicine Tablets-Aspirin Formula
  • Sinubid
  • Teldrin Timed-Release Allergy Capsules
  • Triaminic
  • Trind
  • Trind-DM
  • Tuss-Ornade

Registry Numbers

CAS Registry Number

  • 154-41-6

FDA UNII

  • 8D5I63UE1Q

Other Registry Numbers

  • 4345-16-8
  • 7587-43-1

System Generated Number

  • 0000154416

Molecular Formulas

Molecular Formula

  • C9-H13-N-O.Cl-H

Molecular Formula Fragments

  • C9-H13-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9-;/m0./s1

InChIKey

DYWNLSQWJMTVGJ-KUSKTZOESA-N

Smiles

Cl.C[C@H](N)[C@H](O)c1ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo subcutaneous 600mg/kg (600mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION Journal of the American Chemical Society. Vol. 52, Pg. 3317, 1930.
human TDLo oral 2142ug/kg (2.142mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION American Journal of Medicine. Vol. 85, Pg. 339, 1988.
mouse LD50 intraperitoneal 428mg/kg (428mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 92, Pg. 207, 1948.
mouse LD50 oral 150mg/kg (150mg/kg)   Therapie. Vol. 20, Pg. 297, 1965.
mouse LD50 subcutaneous 600mg/kg (600mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 280, 1946.
mouse LDLo intravenous 275mg/kg (275mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 9, Pg. 203, 1936.
rabbit LD50 intramuscular 320mg/kg (320mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 intravenous 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 subcutaneous 255mg/kg (255mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 intraperitoneal 160mg/kg (160mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 oral 1490mg/kg (1490mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LDLo subcutaneous 80mg/kg (80mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 71, Pg. 62, 1941.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 194 deg C   EXP
log P (octanol-water) -2.750 (none)   EST
Atmospheric OH Rate Constant 3.55E-11 cm3/molecule-sec 25 EST

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