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词条 Hexoprenaline
释义

  1. Contraindications

  2. Drug-drug interactions

  3. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 444541801
| IUPAC_name = (±)-4,4'-{Hexane-1,6-diylbis[imino(1-hydroxyethane-2,1-diyl)]}dibenzene-1,2-diol
| image = Hexoprenaline.svg
| width = 225px
| chirality = Racemic mixture
|pronounce={{IPAc-en|ˌ|h|ɛ|k|s|oʊ|ˈ|p|r|ɛ|n|ə|l|iː|n}} {{respell|HEKS|oh|PREN|ə|leen}}
| tradename =
| Drugs.com = {{drugs.com|international|hexoprenaline}}
| pregnancy_AU =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK =
| legal_US =
| legal_status = ℞-only
| routes_of_administration = Oral (tablets), IV
| bioavailability = 5–11% (Tmax = 2 hours)
| protein_bound =
| metabolism = COMT (slow O-methylation)
| elimination_half-life = ~50 minutes (if taken orally)
| excretion = Feces (~90%)[1]
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 3215-70-1
| ATC_prefix = R03
| ATC_suffix = AC06
| ATC_supplemental = {{ATC|R03|CC05}}
| PubChem = 3609
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank = DB08957
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = D08039
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = G9L6B3W684
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 3483
| chemical_formula =
| C = 22 | H = 32 | N = 2 | O = 6
| molecular_weight = 420.499 g/mol
| smiles = C1=CC(=C(C=C1C(CNCCCCCCNCC(C2=CC(=C(C=C2)O)O)O)O)O)O
| synonyms = 4-[2-[6-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = OXLZNBCNGJWPRV-UHFFFAOYSA-N
}}

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 U.S. FDA.

Contraindications

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.

Drug-drug interactions

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]

References

1. ^{{cite web|title=Gynipral (hexoprenaline) Full Prescribing Information|url=http://grls.rosminzdrav.ru/Grls_View_v2.aspx?idReg=143837&t=|website=Russian State Register of Medicinal Products|publisher=Nycomed Austria GmbH. St. Peter-Straße 25, A-4020, Linz, Austria|accessdate=19 March 2016|language=Russian}}
2. ^{{cite journal|last1=Pinder|first1=RM|last2=Brogden|first2=RN|last3=Speight|first3=™|last4=Avery|first4=GS|title=Hexoprenaline|journal=Drugs|date=July 1977|volume=14|issue=1|pages=1–28|doi=10.2165/00003495-197714010-00001|pmid=195789}}
3. ^{{cite web|title=Gynipral (hexoprenaline) Tablets 0.5 mg, Solution for Intravenous Infusion 5 μg/mL (0.0005%)|url=http://www.rlsnet.ru/tn_index_id_1005.htm|website="RLS" (РЛС): Russian Register of Medical Products|language=Russian|accessdate=19 March 2016}}
4. ^{{cite web|title=GYNIPRAL Inj Lös 10 mcg/2ml|url=https://compendium.ch/prod/gynipral-inj-los-10-mcg-2ml/de|website="Compendium": Swiss Register of Medical Products|language=German|accessdate=3 April 2017}}
{{Other gynecologicals}}{{Drugs for obstructive airway diseases}}{{Adrenergics}}{{respiratory-system-drug-stub}}

4 : Antiasthmatic drugs|Beta-adrenergic agonists|Catecholamines|Tocolytics

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