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Substance Name: Isoproterenol [JAN]
RN: 7683-59-2
UNII: L628TT009W
InChIKey: JWZZKOKVBUJMES-UHFFFAOYSA-N

Note

  • Isopropyl analog of EPINEPHRINE; beta-sympathomimetic that acts on the heart, bronchi, skeletal muscle, alimentary tract, etc. It is used mainly as bronchodilator and heart stimulant.

Molecular Formula

  • C11-H17-N-O3

Molecular Weight

  • 211.2593
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic beta-Agonists
  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator Agents
  • Cardiotonic Agents
  • Cardiovascular Agents
  • Human Data
  • Mutation Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Protective Agents
  • Reproductive Effect
  • Respiratory System Agents
  • Sympathomimetics

Names and Synonyms

Name of Substance

  • Isoprenaline [INN]
  • Isoproterenol
  • Isoproterenol [JAN]

MeSH Heading

  • Isoproterenol

Synonyms

  • (+-)-Isoprenaline
  • (+-)-Isoproterenol
  • 1-(3,4-Dihydroxyphenyl)-2-(isopropylamino)ethanol
  • 1-(3,4-Dihydroxyphenyl)-2-isopropylaminoethanol
  • 3,4-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol
  • 3-13-00-02387 (Beilstein Handbook Reference)
  • 4-(1-Hydroxy-2-((1-methylethyl)amino)ethyl)-1,2-benzenediol
  • alpha-(Isopropylaminomethyl)protocatechuyl alcohol
  • Aludrin
  • Aludrine
  • Asiprenol
  • Asmalar
  • Assiprenol
  • Bellasthman
  • BRN 2213857
  • Bronkephrine
  • CCRIS 3081
  • Dihydroxyphenylethanolisopropylamine
  • DL(+-)-Isoproterenol
  • dl-Isadrine
  • EINECS 231-687-7
  • Epinephrine isopropyl homolog
  • ICI 46399
  • Isadrine
  • Isonorene
  • Isonorin
  • Isoprenalin
  • Isoprenalina
  • Isoprenalina [INN-Spanish]
  • Isoprenaline
  • Isoprenalinum
  • Isoprenalinum [INN-Latin]
  • Isopropydrin
  • Isopropyl noradrenaline
  • Isopropyladrenaline
  • Isopropylaminomethyl-3,4-dihydroxyphenyl carbinol
  • Isopropylarterenol
  • Isopropylnorepinephrine
  • Isoproterenol
  • Isoproterenolum
  • Isorenin
  • Lomupren
  • N-Isopropyl-beta-dihydroxyphenyl-beta-hydroxyethylamine
  • N-Isopropylnoradrenaline
  • N-Isopropylnorepinephrine
  • Neo-epinine
  • Neodrenal
  • Norisodrine
  • Novodrin
  • NSC 33791
  • NSC 9975
  • Proternol
  • Protocatechuyl alcohol, alpha-(isopropylaminomethyl)-
  • Racemic isoprenaline
  • Racemic isoproterenol
  • Respifral
  • Saventrine
  • UNII-L628TT009W
  • Vapo-N-Iso
  • WIN 5162

Systematic Names

  • 1,2-Benzenediol, 4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)- (9CI)
  • Benzyl alcohol, 3,4-dihydroxy-alpha-((isopropylamino)methyl)-
  • Isoprenaline
  • Isoproterenol

Registry Numbers

CAS Registry Number

  • 7683-59-2

FDA UNII

  • L628TT009W

Other Registry Numbers

  • 149-53-1
  • 46388-38-9

System Generated Number

  • 0007683592

Structure Descriptors

InChI

1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3

InChIKey

JWZZKOKVBUJMES-UHFFFAOYSA-N

Smiles

CC(C)NCC(c1ccc(c(c1)O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo unreported 250mg/kg (250mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
dog LD50 intravenous 50mg/kg (50mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Journal of Pharmacology and Experimental Therapeutics. Vol. 164, Pg. 290, 1968.
dog LD50 oral 600mg/kg (600mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
dog LDLo unreported 70mg/kg (70mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
frog LDLo unreported 80mg/kg (80mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
guinea pig LD50 oral 270mg/kg (270mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Journal of Pharmacology and Experimental Therapeutics. Vol. 164, Pg. 290, 1968.
guinea pig LD50 subcutaneous 320ug/kg (0.32mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 164, Pg. 290, 1968.
human TDLo intramuscular 14ug/kg (0.014mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

CARDIAC: CHANGE IN RATE
Klinische Wochenscrift. Vol. 19, Pg. 1303, 1940.
mouse LD50 intraperitoneal 440mg/kg (440mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

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

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Journal of Pharmacology and Experimental Therapeutics. Vol. 164, Pg. 290, 1968.
mouse LD50 intravenous 83mg/kg (83mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 14, 1949.
mouse LD50 oral 450mg/kg (450mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 139, 1973.
mouse LD50 subcutaneous 400mg/kg (400mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 26, Pg. 1404, 1976.
rabbit LD50 intravenous 27mg/kg (27mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
rabbit LD50 oral 3070mg/kg (3070mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
rabbit LDLo unreported 250mg/kg (250mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rat LD50 intravenous 57mg/kg (57mg/kg)   Toxicology and Applied Pharmacology. Vol. 16, Pg. 303, 1970.
rat LD50 oral 355mg/kg (355mg/kg)   United States Patent Document. Vol. #4026897,
rat LD50 subcutaneous 600ug/kg (0.6mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Toxicologist. Vol. 4, Pg. 77, 1984.
rat LD50 unreported 850mg/kg (850mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 337, 1969.
rat LDLo intraperitoneal 100mg/kg (100mg/kg)   Food and Cosmetics Toxicology. Vol. 3, Pg. 597, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170.5 deg C   EXP
log P (octanol-water) 0.210 (none)   EST
Atmospheric OH Rate Constant 1.55E-10 cm3/molecule-sec 25 EST

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