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Substance Name: Isoxsuprine hydrochloride [USP:JAN]
RN: 579-56-6
UNII: V74TEQ36CO
InChIKey: QVPSGVSNYPRFAS-BQZDIUEZSA-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.Cl-H

Molecular Weight

  • 337.8446
 

Classification Codes

  • Drug / Therapeutic Agent
  • Reproductive Effect
  • Vasodilator
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Names and Synonyms

Name of Substance

  • Isoxsuprine hydrochloride
  • Isoxsuprine hydrochloride [USP:JAN]

Synonyms

  • 1-(p-Hydroxyphenyl)-2-(1'-methyl-2'-phenoxy)ethylaminopropanol-1 hydrochloride
  • 2-(3-Phenoxy-2-propylamino)-1-(p-hydroxyphenyl)-1-propanol hydrochloride
  • Duvadilan
  • EINECS 209-443-6
  • HSDB 3106
  • Isolait
  • Isoxsuprin hydrochloride
  • Isoxsuprine HCl
  • Isoxsuprine hydrochloride
  • NSC 757067
  • p-Hydroxy-alpha-(1-((1-methyl-2-phenoxyethyl)amino)ethyl)benzyl alcohol hydrochloride
  • Suprilent
  • UNII-V74TEQ36CO
  • Vasodilan
  • Vasoplex
  • Vasotran

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 579-56-6

FDA UNII

  • V74TEQ36CO

Other Registry Numbers

  • 34233-88-0
  • 34331-89-0

System Generated Number

  • 0000579566

Molecular Formulas

Molecular Formula

  • C18-H23-N-O3.Cl-H

Molecular Formula Fragments

  • C18-H23-N-O3
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C18H23NO3.ClH/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;1H/t13-,14-,18-;/m1./s1

InChIKey

QVPSGVSNYPRFAS-BQZDIUEZSA-N

Smiles

Cl.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
dog LD50 intravenous 57mg/kg (57mg/kg) BEHAVIORAL: ATAXIA

CARDIAC: CHANGE IN RATE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
dog LD50 oral > 1200mg/kg (1200mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
dog LD50 subcutaneous 143mg/kg (143mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
mouse LD50 intraperitoneal 185mg/kg (185mg/kg) BEHAVIORAL: EXCITEMENT

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
mouse LD50 intravenous 61mg/kg (61mg/kg) BEHAVIORAL: EXCITEMENT

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
mouse LD50 oral 1100mg/kg (1100mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: EXCITEMENT

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
mouse LD50 subcutaneous 1500mg/kg (1500mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: EXCITEMENT
Toxicology and Applied Pharmacology. Vol. 1, Pg. 579, 1959.
rat LD50 intraperitoneal 164mg/kg (164mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intravenous 77mg/kg (77mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD50 oral 1750mg/kg (1750mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.