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Hexoprenaline

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.

Hexoprenaline
Clinical data
Pronunciation/ˌhɛksˈprɛnəln/ HEKS-oh-PREN-ə-leen
Other names4-[2-[6-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral (tablets), IV
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability5–11% (Tmax = 2 hours)
MetabolismCOMT (slow O-methylation)
Elimination half-life~50 minutes (if taken orally)
ExcretionFeces (~90%)[1]
Identifiers
  • (±)-4,4'-{Hexane-1,6-diylbis[imino(1-hydroxyethane-2,1-diyl)]}dibenzene-1,2-diol
CAS Number
  • 3215-70-1 Y
PubChem CID
  • 3609
DrugBank
  • DB08957 N
ChemSpider
  • 3483 N
UNII
  • G9L6B3W684
KEGG
  • D08039 N
CompTox Dashboard (EPA)
  • DTXSID7048322
Chemical and physical data
FormulaC22H32N2O6
Molar mass420.506 g·mol−1
3D model (JSmol)
  • Interactive image
ChiralityRacemic mixture
  • C1=CC(=C(C=C1C(CNCCCCCCNCC(C2=CC(=C(C=C2)O)O)O)O)O)O
  • InChI=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 N
  • Key:OXLZNBCNGJWPRV-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

Contraindications edit

When used as a tocolytic, hexoprenaline is contraindicated in:

It should be used with caution in people with gestational diabetes.

Drug-drug interactions edit

When concomitantly administered:

Hexoprenaline is contraindicated for use with monoamine oxidase inhibitors (MAOIs), tricyclic antidepressant (TCAs), ergot alkaloids, and dihydrotachysterol.[3]

References edit

  1. ^ a b "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.
  2. ^ Pinder RM, Brogden RN, Speight TM, Avery GS (July 1977). "Hexoprenaline: a review of its pharmacological properties and therapeutic efficacy with particular reference to asthma". Drugs. 14 (1): 1–28. doi:10.2165/00003495-197714010-00001. PMID 195789. S2CID 43775455.
  3. ^ a b c "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.
  4. ^ "GYNIPRAL Inj Lös 10 mcg/2ml". "Compendium": Swiss Register of Medical Products (in German). Retrieved 3 April 2017.

hexoprenaline, selective, adrenergic, receptor, agonist, used, treatment, asthma, also, used, some, countries, such, russia, switzerland, tocolytic, agent, labor, suppressant, with, most, common, trade, name, being, gynipral, approved, united, states, food, dr. Hexoprenaline is a selective b2 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 HexoprenalineClinical dataPronunciation ˌ h ɛ k s oʊ ˈ p r ɛ n e l iː n HEKS oh PREN e leenOther names4 2 6 2 3 4 dihydroxyphenyl 2 hydroxyethyl amino hexylamino 1 hydroxyethyl benzene 1 2 diolAHFS Drugs comInternational Drug NamesRoutes ofadministrationOral tablets IVATC codeR03AC06 WHO R03CC05 WHO Legal statusLegal statusAU S4 Prescription only In general Prescription only Pharmacokinetic dataBioavailability5 11 Tmax 2 hours MetabolismCOMT slow O methylation Elimination half life 50 minutes if taken orally ExcretionFeces 90 1 IdentifiersIUPAC name 4 4 Hexane 1 6 diylbis imino 1 hydroxyethane 2 1 diyl dibenzene 1 2 diolCAS Number3215 70 1 YPubChem CID3609DrugBankDB08957 NChemSpider3483 NUNIIG9L6B3W684KEGGD08039 NCompTox Dashboard EPA DTXSID7048322Chemical and physical dataFormulaC 22H 32N 2O 6Molar mass420 506 g mol 13D model JSmol Interactive imageChiralityRacemic mixtureSMILES C1 CC C C C1C CNCCCCCCNCC C2 CC C C C2 O O O O O OInChI InChI 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 NKey OXLZNBCNGJWPRV UHFFFAOYSA N N N Y what is this verify Contraindications editWhen 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 editWhen 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 arrhythmiaHexoprenaline is contraindicated for use with monoamine oxidase inhibitors MAOIs tricyclic antidepressant TCAs ergot alkaloids and dihydrotachysterol 3 References edit a b 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 Pinder RM Brogden RN Speight TM Avery GS July 1977 Hexoprenaline a review of its pharmacological properties and therapeutic efficacy with particular reference to asthma Drugs 14 1 1 28 doi 10 2165 00003495 197714010 00001 PMID 195789 S2CID 43775455 a b c Gynipral hexoprenaline Tablets 0 5 mg Solution for Intravenous Infusion 5 mg mL 0 0005 RLS RLS Russian Register of Medical Products in Russian Retrieved 19 March 2016 GYNIPRAL Inj Los 10 mcg 2ml Compendium Swiss Register of Medical Products in German Retrieved 3 April 2017 nbsp This drug article relating to the respiratory system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Hexoprenaline amp oldid 1167452570, wikipedia, wiki, book, books, library,

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