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Substance Name: Phenylephrine hydrochloride [USP:JAN]
RN: 61-76-7
UNII: 04JA59TNSJ
InChIKey: OCYSGIYOVXAGKQ-FVGYRXGTSA-N

Note

  • An alpha-adrenergic agonist used as a mydriatic, nasal decongestant, and cardiotonic agent.

Molecular Formula

  • C9-H13-N-O2.Cl-H

Molecular Weight

  • 203.6676
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Phenylephrine hydrochloride [USP:JAN]

Synonyms

  • (-)-alpha-Hydroxy-beta-(methylamino)ethyl-alpha-(3-hydroxybenzene) hydrochloride
  • (-)-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol hydrochloride
  • (-)-Phenylephrine hydrochloride
  • (R)-3-Hydroxy-alpha-((methylamino)methyl)benzenemethanol hydrochloride
  • (R)-Phenylephrine hydrochloride
  • 1-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol hydrochloride
  • Adrianol
  • Afrin 4 Hour Nasal Spray
  • Alcon Efrin
  • Alcon-efrin
  • Almefrin
  • Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, hydrochloride (R)-
  • Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, hydrochloride, (-)-
  • Biomydrin
  • CCRIS 219
  • Consdrin
  • Consdrin hydrochloride
  • D-(-)-Phenylephrine hydrochloride
  • EC 200-517-3
  • Efricel
  • EINECS 200-517-3
  • Emagrin
  • Fenilfar
  • Fenox
  • Histabid
  • Idrianol
  • Isophrin hydrochloride
  • l-1-(m-Hydroxyphenyl)-2-methyl-aminoethanol hydrochloride
  • l-Phenylephrine hydrochloride
  • Levophenylephrine hydrochloride
  • Lexatol
  • m-Methylaminoethanolphenol hydrochloride
  • meta-Sympatol
  • meta-Synephrine hydrochloride
  • Metaoxedrine chloride
  • Metaoxedrine hydrochloride
  • Mydfrin
  • NCI-C55641
  • Neo-Synephrine
  • Neo-Synesin 1
  • Neooxedrine chloride
  • Neophryn
  • Neosympatol
  • Neosynephrine hydrochloride
  • Nostril
  • Oftalfrine
  • OP-Isophrin
  • Phenistan
  • Phenylephrine HCl
  • Phenylephrine hydrochloride
  • Phenylephrine hydrochloride, l-
  • Prefrin
  • Pyristan
  • R-(-)-m-Synephrine hydrochloride
  • Rhinall
  • Stanephrin
  • Sucraphen
  • Sudafed PE
  • Synasal
  • Synethenate
  • UNII-04JA59TNSJ
  • URI
  • Vazculep

Systematic Names

  • Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, hydrochloride (1:1), (alphaR)-
  • Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, hydrochloride, (alphaR)-
  • Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, hydrochloride, (-)-
  • Phenylephrine hydrochloride

Superlist Name

  • Phenylephrine hydrochloride

Mixture Names

  • Anaplex HD
  • Benzedrex Nasal Spray, Regular
  • Cerose-DM
  • Comhist
  • Cyclomydril
  • Donatuss
  • Dristan Cold Maximum Strength Multi-Symptom
  • Dristan Nasal Spray
  • Duohist
  • Entex
  • Histalet Forte
  • Hycomine Compound
  • Isopto Frin
  • Naldecon
  • Novahistine
  • Op-Isophrin-Z
  • Phenergan VC
  • Prefrin Liquifilm
  • PV Tussin Syrup
  • Relief
  • Ru-Tuss Hydrocodone Liquid
  • Ru-Tuss Liquid
  • Ru-Tuss Tablets
  • Sonahist
  • Vasosulf
  • Vicks Sinex Nasal Spray
  • Vicks Sinex Vapospray
  • Zincfrin

Registry Numbers

CAS Registry Number

  • 61-76-7

FDA UNII

  • 04JA59TNSJ

Other Registry Numbers

  • 50741-76-9
  • 644-22-4
  • 827-62-3

Related Registry Number

  • 59-42-7 (Parent)

System Generated Number

  • 0000061767

Molecular Formulas

Molecular Formula

  • C9-H13-N-O2.Cl-H

Molecular Formula Fragments

  • C9-H13-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1

InChIKey

OCYSGIYOVXAGKQ-FVGYRXGTSA-N

Smiles

c1([C@H](CNC)O)cc(ccc1)O.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intraperitoneal 16mg/kg (16mg/kg)   International Journal of Neuropharmacology. Vol. 4, Pg. 219, 1965.
man TDLo ocular 120mg/kg (120mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"
Southern Medical Journal. Vol. 86, Pg. 1064, 1993.
mouse LD50 intraperitoneal 89mg/kg (89mg/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 227, 1974.
mouse LD50 intravenous 1120ug/kg (1.12mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
European Journal of Pharmacology. Vol. 9, Pg. 289, 1970.
mouse LD50 oral 120mg/kg (120mg/kg)   International Journal of Neuropharmacology. Vol. 4, Pg. 219, 1965.
mouse LD50 subcutaneous 22mg/kg (22mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 intramuscular 7200ug/kg (7.2mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 intravenous 500ug/kg (0.5mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rabbit LD50 subcutaneous 22mg/kg (22mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 intraperitoneal 17mg/kg (17mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.
rat LD50 intravenous 440ug/kg (0.44mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 341, 1955.
rat LD50 oral 350mg/kg (350mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 27mg/kg (27mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 142.5 deg C   EXP
pKa Dissociation Constant 8.86 (none) 25 EXP
log P (octanol-water) -0.31 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EST
Vapor Pressure 2.22E-05 mm Hg 25 EST
Henry's Law Constant 6.78E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.96E-11 cm3/molecule-sec 25 EST

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