Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Isoxsuprine [INN:BAN]
RN: 395-28-8
UNII: R15UI3245N
InChIKey: BMUKKTUHUDJSNZ-HBUWYVDXSA-N

Note

  • A beta-adrenergic agonist that causes direct relaxation of uterine and vascular smooth muscle. Its vasodilating actions are greater on the arteries supplying skeletal muscle than on those supplying skin. It is used in the treatment of peripheral vascular disease and in premature labor.

Molecular Formula

  • C18-H23-N-O3

Molecular Weight

  • 301.3837
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Agonists
  • Adrenergic beta-Agonists
  • Autonomic Agents
  • Cardiovascular Agents
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Control Agents
  • Reproductive Effect
  • Sympathomimetics
  • Tocolytic Agents
  • Vasodilator Agents

Names and Synonyms

Results Name

  • Isoxsuprine [INN:BAN]

Name of Substance

  • Isoxsuprine
  • Isoxsuprine [INN:BAN]

MeSH Heading

  • Isoxsuprine

Synonyms

  • 1-(4-Hydroxyphenyl)-2-(1-methyl-2-phenoxyethylamino)propanol
  • 1-(p-Hydroxyphenyl)-2-(1-methyl-2-phenoxyethylamino)-1-propanol
  • 2-(3-Phenoxy-2-propylamino)-1-(p-hydroxyphenyl)-1-propanol
  • 4-Hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)benzenemethanol
  • Benzenemethanol, 4-hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)-
  • Benzyl alcohol, p-hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)-
  • Dilavase
  • EINECS 206-898-2
  • erythro-1-(p-Hydroxyphenyl)-2-(alpha-methyl-beta-phenoxyethylamino)propanol
  • Isoxsuprina
  • Isoxsuprina [INN-Spanish]
  • Isoxsuprine
  • Isoxsuprinum
  • Isoxsuprinum [INN-Latin]
  • p-Hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)benzyl alcohol
  • p-Hydroxy-N-(1-methyl-2-phenoxyethyl)norephedrine
  • UNII-R15UI3245N
  • Vasodilian
  • Vasosurpine

Systematic Names

  • Benzenemethanol, 4-hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)-
  • Benzyl alcohol, p-hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)-
  • Isoxsuprine

Registry Numbers

CAS Registry Number

  • 395-28-8

FDA UNII

  • R15UI3245N

Other Registry Number

  • 395-29-9

System Generated Number

  • 0000395288

Structure Descriptors

InChI

1S/C18H23NO3/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3/t13-,14-,18-/m1/s1

InChIKey

BMUKKTUHUDJSNZ-HBUWYVDXSA-N

Smiles

C[C@H](COc1ccccc1)N[C@H](C)[C@@H](O)c2ccc(O)cc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 118mg/kg (118mg/kg)   Farmaco, Edizione Scientifica. Vol. 38, Pg. 571, 1983.
mouse LD50 intravenous 48mg/kg (48mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 10, Pg. 291, 1975.
mouse LD50 oral 200mg/kg (200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1992, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 103 deg C   EXP
log P (octanol-water) 2.350 (none)   EST
Atmospheric OH Rate Constant 2.26E-10 cm3/molecule-sec 25 EST

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