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Substance Name: Pseudoephedrine [INN:BAN]
RN: 90-82-4
UNII: 7CUC9DDI9F
InChIKey: KWGRBVOPPLSCSI-WCBMZHEXSA-N

Note

  • A phenethylamine that is an isomer of EPHEDRINE which has less central nervous system effects and usage is mainly for respiratory tract decongestion.

Molecular Formula

  • C10-H15-N-O

Molecular Weight

  • 165.2345
 

Classification Codes

  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Nasal Decongestants
  • Peripheral Nervous System Agents
  • Respiratory System Agents
  • Vasoconstrictor Agents

Names and Synonyms

Name of Substance

  • (+)-Pseudoephedrine
  • Pseudoephedrine [INN:BAN]

MeSH Heading

  • Pseudoephedrine

Synonyms

  • (+)-(1S,2S)-Pseudoephedrine
  • (+)-Pseudoephedrine
  • (+)-psi-Ephedrine
  • (+)-threo-Ephedrine
  • (1S,2S)-(+)-Pseudoephedrine
  • (1S,2S)-Pseudoephedrine
  • alpha-(1-(Methylamino)ethyl)benzyl alcohol
  • Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R*,R*))-
  • Besan
  • d-Isoephedrine
  • D-Pseudoephedrine
  • d-psi-2-Methylamino-1-phenyl-1-propanol
  • d-psi-Ephedrine
  • EC 202-018-6
  • EINECS 202-018-6
  • HSDB 3177
  • Isoephedrine
  • L(+)-psi-Ephedrine
  • L-(+)-Pseudoephedrine
  • Pseudoefedrina
  • Pseudoefedrina [INN-Spanish]
  • Pseudoephedrine
  • Pseudoephedrine (D)
  • Pseudoephedrine, (+)-
  • Pseudoephedrinum
  • Pseudoephedrinum [INN-Latin]
  • Psi-ephedrin
  • psi-Ephedrine
  • psi-Ephedrine, (+)-
  • Sudafed
  • trans-Ephedrine
  • UNII-7CUC9DDI9F

Systematic Names

  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)- (9CI)
  • Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaS)-
  • Pseudoephedrine
  • Pseudoephedrine, L-(+)-

Registry Numbers

CAS Registry Number

  • 90-82-4

FDA UNII

  • 7CUC9DDI9F

Other Registry Numbers

  • 304-87-0
  • 30987-59-8
  • 37577-31-4

System Generated Number

  • 0000090824

Structure Descriptors

InChI

InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1

InChIKey

KWGRBVOPPLSCSI-WCBMZHEXSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 20mg/kg/12H-I (20mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" American Journal of Emergency Medicine. Vol. 15, Pg. 521, 1997.
dog LDLo intravenous 125mg/kg (125mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 225, 1973.
man TDLo oral 12mg/kg (12mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER		 American Journal of Emergency Medicine. Vol. 4, Pg. 141, 1986.
man TDLo oral 64mg/kg (64mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: TREMOR		 Journal of Toxicology, Clinical Toxicology. Vol. 30, Pg. 109, 1992.
mouse LD50 intravenous 88mg/kg (88mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Journal of Pharmacology and Experimental Therapeutics. Vol. 148, Pg. 158, 1965.
mouse LD50 oral 500mg/kg (500mg/kg)   Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1523, 1971.
rabbit LDLo intravenous 85mg/kg (85mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 225, 1973.
rabbit LDLo subcutaneous 400mg/kg (400mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 225, 1973.
rat LD50 oral 660mg/kg (660mg/kg)   Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1523, 1971.
rat LDLo subcutaneous 650mg/kg (650mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 225, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 119 deg C   EXP
pKa Dissociation Constant 10.252 (none) 0 EXP
log P (octanol-water) 0.89 (none)   EXP
Water Solubility 1.06E+05 mg/L 25 EST
Vapor Pressure 8.30E-04 mm Hg 25 EST
Henry's Law Constant 8.65E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.97E-11 cm3/molecule-sec 25 EST

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