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Substance Name: Orciprenaline [INN:BAN]
RN: 586-06-1
UNII: 53QOG569E0
InChIKey: LMOINURANNBYCM-UHFFFAOYSA-N

Note

  • A beta-2 adrenergic agonist used in the treatment of ASTHMA and BRONCHIAL SPASM.

Molecular Formula

  • C11-H17-N-O3

Molecular Weight

  • 211.2593
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic beta-2 Receptor Agonists
  • Adrenergic beta-Agonists
  • Anti-Asthmatic Agents
  • Autonomic Agents
  • Bronchodilator
  • Bronchodilator Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Control Agents
  • Reproductive Effect
  • Respiratory System Agents
  • Sympathomimetics
  • Tocolytic Agents

Names and Synonyms

Name of Substance

  • Metaproterenol
  • Orciprenaline [INN:BAN]
  • Orciprenaline [INN]

MeSH Heading

  • Metaproterenol

Synonyms

  • (RS)-1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol
  • 3,5-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol
  • BRN 2807247
  • CCRIS 9017
  • EINECS 209-569-1
  • Metaproterenol
  • Orciprenalina
  • Orciprenalina [INN-Spanish]
  • Orciprenaline
  • Orciprenalinum
  • Orciprenalinum [INN-Latin]
  • UNII-53QOG569E0

Systematic Names

  • 1,3-Benzenediol, 5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)- (9CI)
  • Benzyl alcohol, 3,5-dihydroxy-alpha-((isopropylamino)methyl)-
  • Orciprenaline

Registry Numbers

CAS Registry Number

  • 586-06-1

FDA UNII

  • 53QOG569E0

System Generated Number

  • 0000586061

Structure Descriptors

InChI

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

InChIKey

LMOINURANNBYCM-UHFFFAOYSA-N

Smiles

CC(C)NCC(c1cc(cc(c1)O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 30mg/kg (30mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
dog LD50 oral 125mg/kg (125mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
man TDLo oral 286ug/kg (0.286mg/kg) VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: TREMOR

CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)
American Journal of the Medical Sciences. Vol. 291, Pg. 168, 1986.
mouse LD50 intravenous 86mg/kg (86mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976.
mouse LD50 oral > 8130mg/kg (8130mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
mouse LD50 subcutaneous 295mg/kg (295mg/kg)   United States Patent Document. Vol. #4011258,
mouse LDLo intraperitoneal 240mg/kg (240mg/kg) AUTONOMIC NERVOUS SYSTEM: SYMPATHOMIMETIC Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 33, 1972.
rabbit LD50 intravenous 81300ug/kg (81.3mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
rabbit LD50 oral 3110mg/kg (3110mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
rat LD50 intravenous 67200ug/kg (67.2mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.
rat LD50 oral 3370mg/kg (3370mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 353, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 100 deg C   EXP
log P (octanol-water) 0.210 (none)   EST
Atmospheric OH Rate Constant 3.01E-10 cm3/molecule-sec 25 EST

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