Structure via PubChem · Public domain (PubChem)
isoxsuprine
Sign in to saveAlso known as 4-[1-hydroxy-2-(1-phenoxypropan-2-ylamino)propyl]phenol
Isoxsuprine (used as isoxsuprine hydrochloride) is a drug used as a vasodilator in humans (under the trade name Duvadilan) and equines. Isoxsuprine is a β2 adrenoreceptor agonist that causes direct relaxation of uterine and vascular smooth muscle via β2 receptors.
Key facts
- Drug.O
- 3
- Drug.IUPAC_name
- 4-{1-Hydroxy-2-[(1-methyl-2-phenoxyethyl)amino]propyl}phenol
- Drug.image
- Isoxsuprine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.tradename
- Duvadilan, Vasodilan
- Drug.MedlinePlus
- a682831
- Drug.pregnancy_US
- C
- Drug.routes_of_administration
- Oral (tablets)
- Drug.legal_status
- Rx-only
- Drug.bioavailability
- ~100% (humans), 2.2% (horses; oral)
- Drug.onset
- 1 hour
- Drug.elimination_half life
- <3 hours (horses)
- Drug.excretion
- Mainly renal
- Drug.CAS_number
- 395-28-8
- Drug.ATC_prefix
- C04
- Drug.ATC_suffix
- AA01
- Drug.PubChem
- 3783
via Wikipedia infobox
Chemical data
- Formula
- C18H23NO3
- Molecular weight
- 301.4 g/mol
- IUPAC name
- 4-[1-hydroxy-2-(1-phenoxypropan-2-ylamino)propyl]phenol
- SMILES
- CC(COC1=CC=CC=C1)NC(C)C(C2=CC=C(C=C2)O)O
- InChIKey
- BMUKKTUHUDJSNZ-UHFFFAOYSA-N
- XLogP
- 2.8
- Polar surface area
- 61.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- cardiovascular disease
via ChEMBL · EBI
Research
564 papers- Isoxsuprine hydrochloride in the horse: a review.Journal of veterinary pharmacology and therapeutics · 2002
- Use of isoxsuprine hydrochloride as a tocolytic agent in the treatment of preterm labour: a systematic review of previous literature.Arzneimittel-Forschung · 2010
- Isoxsuprine and pulmonary edema.Chest · 1985
- Isoxsuprine: more questions than answers.Equine veterinary journal · 2000
- Topical Isoxsuprine in experimentally induced hypertrophic scar in rabbits.Journal of population therapeutics and clinical pharmacology = Journal de la therapeutique des populations et de la pharmacologie clinique · 2021
via PubMed
Wikidata facts
- Subclass of
- medication
- Mass
- 301.168
Show 7 more facts
- defined daily dose
- 60
- chemical formula
- C₁₈H₂₃NO₃
- World Health Organisation international non-proprietary name
- isoxsuprine
- medical condition treated
- thromboangiitis obliterans
- canonical SMILES
- CC(COC1=CC=CC=C1)NC(C)C(C2=CC=C(C=C2)O)O
- subject has role
- tocolytic uterine relaxants
- physically interacts with
- adrenoceptor beta 2
via Wikidata · CC0
~3 min read
Encyclopedic overview
4 sectionsContents
- Use
- In humans
- In horses
- References
{{Infobox drug | drug_name = | type = | IUPAC_name = 4-{1-Hydroxy-2-[(1-methyl-2-phenoxyethyl)amino]propyl}phenol | image = Isoxsuprine.svg | image_class = skin-invert-image | width = 250 | alt = | caption =
| pronounce = | tradename = Duvadilan, Vasodilan | Drugs.com = | MedlinePlus = a682831 | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_US = C | pregnancy_category = | routes_of_administration = Oral (tablets) | legal_AU = | legal_AU_comment = | legal_CA = | legal_DE = | legal_NZ = | legal_UK = | legal_US = | legal_UN = | legal_status = Rx-only
Excerpted from Wikipedia’s “isoxsuprine” article, available under the CC BY-SA 4.0 licence.
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via Wikidata sitelinks · CC0