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Substance Name: (-)-Norephedrin
RN: 492-41-1
UNII: 57B9YG5Y1E
InChIKey: DLNKOYKMWOXYQA-CBAPKCEASA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data

Molecular Formula

  • C9-H13-N-O

Molecular Weight

  • 151.2077
 
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Names and Synonyms

Results Name

  • (-)-Norephedrin

Name of Substance

  • Norephedrine, (-)-

Synonyms

  • (-)-Norephedrin
  • (-)-Norephedrine
  • (1R,2S)-(-)-Norephedrine
  • (1R,2S)-2-Amino-1-phenyl-1-propanol
  • (1R,2S)-Norephedrine
  • (R,S)-(-)-Norephedrine
  • Benzenemethanol, alpha-(1-aminoethyl)-, (R-(R*,S*))-
  • Benzyl alcohol, alpha-(1-aminoethyl)-, (-)-
  • EINECS 207-755-7
  • erythro-(1R,2S)-Norephedrine
  • Fenilpropanolamina
  • Fenilpropanolamina [Italian]
  • l-Norephedrine
  • l-Phenylpropanolamine
  • Mydriatin
  • Norephedrine, (-)-
  • NSC 17704
  • UNII-57B9YG5Y1E
  • USAF CS-6

Systematic Names

  • (R-(R*,S*))-alpha-(1-Aminoethyl)benzyl alcohol
  • 1-Propanol, 2-amino-1-phenyl-, (-)- (9CI)
  • Benzenemethanol, alpha-((1S)-1-aminoethyl)-, (alphaR)-
  • Benzenemethanol, alpha-(1-aminoethyl)-, (R-(R*,S*))- (9CI)
  • Norephedrine, (-)-

Registry Numbers

CAS Registry Number

  • 492-41-1

FDA UNII

  • 57B9YG5Y1E

System Generated Number

  • 0000492411

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 2500ug/kg (2.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: HEADACHE
American Journal of Diseases of Children. Vol. 138, Pg. 683, 1984.
human TDLo oral 714ug/kg (0.714mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION Lancet. Vol. 1, Pg. 60, 1980.
man TDLo oral 1071ug/kg/1D- (1.071mg/kg) BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: EUPHORIA

BEHAVIORAL: TOXIC PSYCHOSIS
Human & Experimental Toxicology. Vol. 11, Pg. 295, 1992.
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 1060mg/kg (1060mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Bollettino Chimico Farmaceutico. Vol. 109, Pg. 132, 1970.
mouse LD50 subcutaneous 124mg/kg (124mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 4, Pg. 139, 1945.
mouse LDLo intravenous 114mg/kg (114mg/kg)   Compilation of LD50 Values of New Drugs.
mouse LDLo unreported 700mg/kg (700mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 153, Pg. 161, 1930.
rabbit LDLo intravenous 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 36, Pg. 363, 1929.
rat LD50 oral 1538mg/kg (1538mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Bollettino Chimico Farmaceutico. Vol. 109, Pg. 132, 1970.
rat LDLo intraperitoneal 60mg/kg (60mg/kg) BEHAVIORAL: EXCITEMENT Toxicology and Applied Pharmacology. Vol. 22, Pg. 138, 1972.
women LDLo oral 8mg/kg (8mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

BEHAVIORAL: SLEEP
British Medical Journal. Vol. 289, Pg. 591, 1984.
women TDLo oral 500ug/kg (0.5mg/kg) BEHAVIORAL: HEADACHE Neurology. Vol. 36, Pg. 593, 1986.
women TDLo oral 45mg/kg/30D-I (45mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION
Annals of Emergency Medicine. Vol. 28, Pg. 359, 1996.