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Substance Name: Phenylpropanolamine [INN:BAN]
RN: 14838-15-4
UNII: 33RU150WUN
InChIKey: DLNKOYKMWOXYQA-CBAPKCEASA-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

Molecular Weight

  • 151.2077
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-Agonists
  • Anti-Obesity Agents
  • Appetite Depressants
  • Autonomic Agents
  • Cardiovascular Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Nasal Decongestants
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Respiratory System Agents
  • Sympathomimetics
  • Vasoconstrictor Agents
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Names and Synonyms

Results Name

  • Phenylpropanolamine [INN:BAN]

Name of Substance

  • Phenylpropanolamine
  • Phenylpropanolamine [INN:BAN]

MeSH Heading

  • Phenylpropanolamine

Synonyms

  • (+-)-Norephedrin
  • (+-)-Norephedrine
  • (+-)-Phenylpropanolamine
  • 4-13-00-01875 (Beilstein Handbook Reference)
  • Benzenemethanol, alpha-(1-aminoethyl)-, (R*,S*)-
  • Benzyl alcohol, alpha-(1-aminoethyl)-
  • BRN 3196918
  • dl-1-Phenyl-2-aminopropanol-1
  • dl-2-Amino-1-hydroxy-1-phenylpropane
  • dl-alpha-(1-Aminoethyl)benzyl alcohol
  • dl-alpha-Hydroxy-beta-aminopropylbenzene
  • dl-Norephedrine
  • dl-Phenylpropanolamine
  • EINECS 211-850-9
  • EINECS 238-900-2
  • erythro-2-Amino-1-phenyl-1-propanol
  • HSDB 6485
  • Mucron
  • Norephedrine
  • NSC 9920
  • Phenylpropanolamina
  • Phenylpropanolamina [INN-Spanish]
  • Phenylpropanolamine
  • Phenylpropanolamine (VAN)
  • Phenylpropanolaminum
  • Phenylpropanolaminum [INN-Latin]
  • PPA
  • PPA [Nasal Decongestant]
  • Propadrine
  • Rhindecon
  • Super Odrinex
  • UNII-33RU150WUN

Systematic Names

  • (R*,S*)-(1)-alpha-(1-Aminoethyl)benzyl alcohol
  • Benzenemethanol, alpha-((1R)-1-aminoethyl)-, (alphaS)-rel-
  • Benzenemethanol, alpha-(1-aminoethyl)-, (R*,S*)-(+-)- (9CI)
  • Norephedrine

Registry Numbers

CAS Registry Number

  • 14838-15-4

FDA UNII

  • 33RU150WUN

Other Registry Numbers

  • 134-60-1
  • 36393-57-4
  • 700-65-2

System Generated Number

  • 0014838154

Structure Descriptors

InChI

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

InChIKey

DLNKOYKMWOXYQA-CBAPKCEASA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 938ug/kg/1D-I (0.938mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Clinical Pediatrics Vol. 36, Pg. 57, 1997.
infant TDLo oral 1250ug/kg (1.25mg/kg) BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"

BRAIN AND COVERINGS: CHANGES IN CEREBRAL SPINAL FLUID

BRAIN AND COVERINGS: INCREASED INTRACRANIAL PRESSURE
American Journal of Emergency Medicine. Vol. 18, Pg. 343, 2000.
rat LD50 subcutaneous 850mg/kg (850mg/kg) BEHAVIORAL: EXCITEMENT Journal of Pharmacology and Experimental Therapeutics. Vol. 85, Pg. 119, 1945.
women TDLo oral 9mg/kg/6D-I (9mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

BEHAVIORAL: HEADACHE
Journal of the Formosan Medical Association. Vol. 94, Pg. 53, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 9.44 (none) 20 EXP
log P (octanol-water) 0.67 (none)   EXP
Water Solubility 1.49E+05 mg/L 25 EST
Vapor Pressure 8.67E-04 mm Hg 25 EST
Henry's Law Constant 4.00E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.70E-11 cm3/molecule-sec 25 EST

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