From Wikipedia, the free encyclopedia
Chemical compound
Hexoprenaline
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Pronunciation |
HEKS-oh-PREN-ə-leen |
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Other names | 4-[2-[6-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol |
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AHFS/
Drugs.com |
International Drug Names |
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Routes of administration | Oral (
tablets),
IV |
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ATC code | |
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Legal status |
-
AU:
S4 (Prescription only)
- In general: ℞ (Prescription only)
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Bioavailability | 5–11% (
Tmax = 2 hours) |
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Metabolism |
COMT (slow O-methylation) |
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Elimination half-life | ~50 minutes (if taken orally) |
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Excretion | Feces (~90%)
[1] |
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(±)-4,4'-{Hexane-1,6-diylbis[imino(1-hydroxyethane-2,1-diyl)]}dibenzene-1,2-diol
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CAS Number | |
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PubChem
CID | |
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DrugBank | |
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ChemSpider | |
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UNII | |
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KEGG | |
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CompTox Dashboard (
EPA) | |
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Formula | C22H32N2O6 |
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Molar mass | 420.506 g·mol−1 |
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3D model (
JSmol) | |
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Chirality |
Racemic mixture |
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C1=CC(=C(C=C1C(CNCCCCCCNCC(C2=CC(=C(C=C2)O)O)O)O)O)O
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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
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NY
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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.
Contraindications
When used as a tocolytic, hexoprenaline is contraindicated in:
It should be used with caution in people with
gestational diabetes.
Drug-drug interactions
When concomitantly administered:
Hexoprenaline is contraindicated for use with
monoamine oxidase inhibitors (MAOIs),
tricyclic antidepressant (TCAs),
ergot alkaloids, and
dihydrotachysterol.
[3]
References
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α1 | Agonists | |
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Antagonists |
-
Abanoquil
-
Ajmalicine
-
Alfuzosin
-
Anisodamine
-
Anisodine
-
Atiprosin
-
Atypical antipsychotics (e.g.,
brexpiprazole,
clozapine,
olanzapine,
quetiapine,
risperidone)
-
Benoxathian
-
Beta blockers (e.g.,
adimolol,
amosulalol,
arotinolol,
carvedilol,
eugenodilol,
labetalol)
-
Buflomedil
-
Bunazosin
-
Corynanthine
-
Dapiprazole
-
Domesticine
-
Doxazosin
-
Ergolines (e.g.,
acetergamine,
ergotamine,
dihydroergotamine,
lisuride,
nicergoline,
terguride)
-
Etoperidone
-
Fenspiride
-
Hydroxyzine
-
Indoramin
-
Ketanserin
-
L-765,314
-
mCPP
-
Mepiprazole
-
Metazosin
-
Monatepil
-
Moxisylyte
-
Naftopidil
-
Nantenine
-
Neldazosin
-
Niaprazine
-
Niguldipine
-
Pardoprunox
-
Pelanserin
-
Perlapine
-
Phendioxan
-
Phenoxybenzamine
-
Phentolamine
-
Phenylpiperazine
antidepressants (e.g.,
hydroxynefazodone,
nefazodone,
trazodone,
triazoledione)
-
Piperoxan
-
Prazosin
-
Quinazosin
-
Quinidine
-
Silodosin
-
Spegatrine
-
Spiperone
-
Talipexole
-
Tamsulosin
-
Terazosin
-
Tiodazosin
-
Tolazoline
-
Tetracyclic antidepressants (e.g.,
amoxapine,
maprotiline,
mianserin)
-
Tricyclic antidepressants (e.g.,
amitriptyline,
clomipramine,
doxepin,
imipramine,
trimipramine)
-
Trimazosin
-
Typical antipsychotics (e.g.,
chlorpromazine,
fluphenazine,
loxapine,
thioridazine)
-
Urapidil
-
WB-4101
-
Zolertine
|
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α2 | Agonists | |
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Antagonists |
-
1-PP
-
Adimolol
-
Amesergide
-
Aptazapine
-
Atipamezole
-
Atypical antipsychotics (e.g.,
asenapine,
brexpiprazole,
clozapine,
lurasidone,
olanzapine,
paliperidone,
quetiapine,
risperidone,
zotepine)
-
Azapirones (e.g.,
buspirone,
gepirone,
ipsapirone,
tandospirone)
-
BRL-44408
-
Buflomedil
-
Cirazoline
-
Efaroxan
-
Esmirtazapine
-
Fenmetozole
-
Fluparoxan
-
Idazoxan
-
Ketanserin
-
Lisuride
-
mCPP
-
Mianserin
-
Mirtazapine
-
NAN-190
-
Pardoprunox
-
Phentolamine
-
Phenoxybenzamine
-
Piperoxan
-
Piribedil
-
Rauwolscine
-
Rotigotine
-
Setiptiline
-
Spegatrine
-
Spiroxatrine
-
Sunepitron
-
Terguride
-
Tolazoline
-
Typical antipsychotics (e.g.,
chlorpromazine,
fluphenazine,
loxapine,
thioridazine)
-
Yohimbine
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β | |
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