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Substance Name: Racepinephrine [USP]
RN: 329-65-7
UNII: GR0L9S3J0F
InChIKey: UCTWMZQNUQWSLP-UHFFFAOYSA-N

Note

  • A racemic mixture of d-epinephrine and l-epinephrine.

Molecular Formula

  • C9-H13-N-O3

Molecular Weight

  • 183.2057
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic alpha-Agonists
  • Adrenergic beta-Agonists
  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator
  • Bronchodilator Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Mydriatics
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Respiratory System Agents
  • Sympathomimetics
  • Vasoconstrictor Agents
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Names and Synonyms

Name of Substance

  • Epinephrine dl-
  • Racepinefrine [INN]
  • Racepinephrine [USP]

MeSH Heading

  • Racepinephrine

Synonyms

  • (+-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol
  • (+-)-Adrenaline
  • (+-)-Epinephrine
  • (R,S)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzylalkohol
  • 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (+-)-
  • 1-(3,4-Dihydroxy)phenyl-2-methylaminoethanol
  • 2-(Methylamino)-1-(3,4-dihydroxyphenyl)ethanol
  • 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol
  • 4-13-00-02927 (Beilstein Handbook Reference)
  • BRN 2212160
  • CCRIS 8140
  • DL-Adrenaline
  • EINECS 206-347-6
  • Epinephrine racemic
  • Epirenamine
  • Eppy
  • Racepinefrina
  • Racepinefrina [INN-Spanish]
  • Racepinefrine
  • Racepinefrinum
  • Racepinefrinum [INN-Latin]
  • Racepinephrine
  • UNII-GR0L9S3J0F
  • Vaponefrin

Systematic Names

  • 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-
  • 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (+-)-
  • Benzyl alcohol, 3,4-dihydroxy-alpha-((methylamino)methyl)-, (+-)-
  • Racepinefrine

Registry Numbers

CAS Registry Number

  • 329-65-7

FDA UNII

  • GR0L9S3J0F

Other Registry Numbers

  • 6912-68-1
  • 8059-19-6
  • 8060-13-7

System Generated Number

  • 0000329657

Structure Descriptors

InChI

InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3

InChIKey

UCTWMZQNUQWSLP-UHFFFAOYSA-N

Smiles

CNCC(O)c1ccc(O)c(O)c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 7800ug/kg (7.8mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 68, Pg. 501, 1948.
mouse LD50 intravenous 3400ug/kg (3.4mg/kg) KIDNEY, URETER, AND BLADDER: "INFLAMMATION, NECROSIS, OR SCARRING OF BLADDER"

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949.
mouse LDLo subcutaneous 12mg/kg (12mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 57, 1948.
rabbit LDLo intravenous 250ug/kg (0.25mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 57, 1948.
rat LD50 intravenous 70ug/kg (0.07mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949.