Hexoprenaline
Hexoprenaline
Chemical compound
Hexoprenaline is a selective β2 adrenergic receptor agonist used in the treatment of asthma.[2] Hexoprenaline is also used in some countries (such as Russia and Switzerland) as a tocolytic agent (i.e., labor suppressant), with the most common trade name being Gynipral.[3][4] It is not approved by the United States Food and Drug Administration.
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| Pronunciation | /ˌhɛksoʊˈprɛnəliːn/ HEKS-oh-PREN-ə-leen |
| Other names | 4-[2-[6-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol |
| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral (tablets), IV |
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| Bioavailability | 5–11% (Tmax = 2 hours) |
| Metabolism | COMT (slow O-methylation) |
| Elimination half-life | ~50 minutes (if taken orally) |
| Excretion | Feces (~90%)[1] |
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| Formula | C22H32N2O6 |
| Molar mass | 420.506 g·mol−1 |
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| Chirality | Racemic mixture |
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When used as a tocolytic, hexoprenaline is contraindicated in:
- Hyperthyroidism
- Cardiovascular diseases, e.g. cardiac arrhythmias, tachycardia, myocarditis, mitral valve disease and aortic stenosis
- Ischemic heart disease
- Hypertension
- Angle-closure glaucoma
- Placental abruption, vaginal bleeding and inflammatory diseases of internal genitalia (such as endometritis)
- Shock
- First trimester of pregnancy
- Breastfeeding[1][3]
It should be used with caution in people with gestational diabetes.
When concomitantly administered:
- Beta blockers reduce or neutralize therapeutic effects of hexoprenaline
- Methylxanthines (caffeine, theobromine, theophylline) increase its action
- General anaesthetics (e.g., halothane) and adrenergic receptor agonists may increase the risk of cardiovascular side effects, such as arrhythmia
Hexoprenaline is contraindicated for use with monoamine oxidase inhibitors (MAOIs), tricyclic antidepressant (TCAs), ergot alkaloids, and dihydrotachysterol.[3]
- "Gynipral (hexoprenaline) Full Prescribing Information". Russian State Register of Medicinal Products (in Russian). Nycomed Austria GmbH. St. Peter-Straße 25, A-4020, Linz, Austria. Retrieved 19 March 2016.
- "Gynipral (hexoprenaline) Tablets 0.5 mg, Solution for Intravenous Infusion 5 μg/mL (0.0005%)". "RLS" (РЛС): Russian Register of Medical Products (in Russian). Retrieved 19 March 2016.
- "GYNIPRAL Inj Lös 10 mcg/2ml". "Compendium": Swiss Register of Medical Products (in German). Retrieved 3 April 2017.
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