Identification

Summary

Isoxsuprine is a beta-adrenergic agonist used in the symptomatic treatment of cerebrovascular insufficiency, peripheral vascular disease of arteriosclerosis obliterans, thromboangiitis obliterans (Buerger's disease) and Raynaud's disease.

Generic Name
Isoxsuprine
DrugBank Accession Number
DB08941
Background

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.

Type
Small Molecule
Groups
Approved, Withdrawn
Structure
Thumb
Weight
Average: 301.386
Monoisotopic: 301.167793605
Chemical Formula
C18H23NO3
Synonyms
  • Isoxsuprine

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Associated Therapies
Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Adverseeffects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AbaloparatideThe risk or severity of adverse effects can be increased when Isoxsuprine is combined with Abaloparatide.
AcebutololThe therapeutic efficacy of Isoxsuprine can be decreased when used in combination with Acebutolol.
AceclofenacThe risk or severity of hypertension can be increased when Aceclofenac is combined with Isoxsuprine.
AcemetacinThe risk or severity of hypertension can be increased when Isoxsuprine is combined with Acemetacin.
Acetylsalicylic acidThe risk or severity of hypertension can be increased when Acetylsalicylic acid is combined with Isoxsuprine.
AclidiniumThe risk or severity of Tachycardia can be increased when Aclidinium is combined with Isoxsuprine.
AdenosineThe risk or severity of Tachycardia can be increased when Adenosine is combined with Isoxsuprine.
AlclofenacThe risk or severity of hypertension can be increased when Isoxsuprine is combined with Alclofenac.
AldesleukinThe risk or severity of adverse effects can be increased when Aldesleukin is combined with Isoxsuprine.
AlfentanilThe risk or severity of hypertension can be increased when Alfentanil is combined with Isoxsuprine.
Interactions
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Food Interactions
No interactions found.

Products

Products2
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Product Ingredients
IngredientUNIICASInChI Key
Isoxsuprine hydrochlorideV74TEQ36CO579-56-6QVPSGVSNYPRFAS-BQZDIUEZSA-N
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Isoxsuprine HydrochlorideTablet20 mg/1OralBI-COASTAL PHARMA INTERNATIONAL LIMITED LIABILITY COMPANY2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideTablet10 mg/1OralSyntho Pharmaceuticals Inc.2020-06-11Not applicableUS flag
Isoxsuprine HydrochlorideTablet10 mg/1OralBi-Coastal Pharmaceutical Corporation2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideTablet10 mg/1OralBI-COASTAL PHARMA INTERNATIONAL LIMITED LIABILITY COMPANY2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideTablet20 mg/1OralEci Pharmaceuticals Llc2011-08-232025-03-31US flag
Isoxsuprine HydrochlorideTablet20 mg/1OralVedco Dba Valdar2011-08-23Not applicableUS flag
Isoxsuprine HydrochlorideTablet10 mg/1OralSyntho Pharmaceuticals Inc.2020-02-06Not applicableUS flag
Isoxsuprine HydrochlorideTablet20 mg/1OralPhysicians Total Care, Inc.1996-06-122011-06-30US flag
Isoxsuprine HydrochlorideTablet20 mg/1OralVista Pharmaceuticals, Inc.1997-09-19Not applicableUS flag
Isoxsuprine HydrochlorideTablet10 mg/1OralEci Pharmaceuticals Llc2011-06-022024-09-30US flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (10 mg/1)TabletOralSyntho Pharmaceuticals Inc.2020-06-11Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (20 mg/1)TabletOralEci Pharmaceuticals Llc2011-08-232025-03-31US flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (10 mg/1)TabletOralBi-Coastal Pharmaceutical Corporation2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (10 mg/1)TabletOralSyntho Pharmaceuticals Inc.2020-02-06Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (10 mg/1)TabletOralBI-COASTAL PHARMA INTERNATIONAL LIMITED LIABILITY COMPANY2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (20 mg/1)TabletOralVedco Dba Valdar2011-08-23Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (10 mg/1)TabletOralEci Pharmaceuticals Llc2011-06-022024-09-30US flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (20 mg/1)TabletOralPhysicians Total Care, Inc.1996-06-122011-06-30US flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (20 mg/1)TabletOralBI-COASTAL PHARMA INTERNATIONAL LIMITED LIABILITY COMPANY2011-06-02Not applicableUS flag
Isoxsuprine HydrochlorideIsoxsuprine hydrochloride (20 mg/1)TabletOralVista Pharmaceuticals, Inc.1997-09-19Not applicableUS flag

Categories

ATC Codes
C04AA01 — Isoxsuprine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylpropanes
Direct Parent
Phenylpropanes
Alternative Parents
Phenoxy compounds / Phenol ethers / Aralkylamines / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Secondary alcohols / 1,2-aminoalcohols / Dialkylamines / Hydrocarbon derivatives / Aromatic alcohols
Substituents
1,2-aminoalcohol / 1-hydroxy-2-unsubstituted benzenoid / Alcohol / Alkyl aryl ether / Amine / Aralkylamine / Aromatic alcohol / Aromatic homomonocyclic compound / Ether / Hydrocarbon derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
R15UI3245N
CAS number
395-28-8
InChI Key
BMUKKTUHUDJSNZ-HBUWYVDXSA-N
InChI
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
IUPAC Name
4-[(1S,2R)-1-hydroxy-2-{[(2R)-1-phenoxypropan-2-yl]amino}propyl]phenol
SMILES
C[C@H](COC1=CC=CC=C1)N[C@H](C)[C@@H](O)C1=CC=C(O)C=C1

References

General References
Not Available
PubChem Compound
11779629
PubChem Substance
310264908
ChemSpider
9954311
RxNav
6066
ZINC
ZINC000009302317
Wikipedia
Isoxsuprine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1, 2RecruitingTreatmentMultiple Sclerosis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Injection
TabletOral10 mg/1
TabletOral20 mg/1
TabletOral
TabletOral10 mg
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0507 mg/mLALOGPS
logP2.06ALOGPS
logP2.56ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)9.65ChemAxon
pKa (Strongest Basic)9ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area61.72 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity86.64 m3·mol-1ChemAxon
Polarizability34.12 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Drug created at May 26, 2014 21:29 / Updated at February 21, 2021 18:52