イソエタリン
- 関
- isoetarine
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/09/20 13:51:15」(JST)
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Isoetarine
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Systematic (IUPAC) name |
(RS)-4-[1-hydroxy-2-(isopropylamino)butyl]benzene-1,2-diol
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Clinical data |
AHFS/Drugs.com |
International Drug Names |
MedlinePlus |
a682862 |
Identifiers |
CAS Number |
530-08-5 Y |
ATC code |
R03AC07 (WHO) |
PubChem |
CID 3762 |
IUPHAR/BPS |
7205 |
DrugBank |
DB00221 Y |
ChemSpider |
3630 Y |
UNII |
YV0SN3276Q Y |
KEGG |
D04625 Y |
ChEMBL |
CHEMBL1201213 N |
Chemical data |
Formula |
C13H21NO3 |
Molar mass |
239.311 g/mol |
Chirality |
Racemic mixture |
SMILES
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Oc1ccc(cc1O)C(O)C(NC(C)C)CC
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InChI
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InChI=1S/C13H21NO3/c1-4-10(14-8(2)3)13(17)9-5-6-11(15)12(16)7-9/h5-8,10,13-17H,4H2,1-3H3 Y
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Key:HUYWAWARQUIQLE-UHFFFAOYSA-N Y
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NY (what is this?) (verify) |
Isoetarine (INN) or isoetharine (USAN) eye-soe-ETH-a-reen, trade names Bronkosol and Bronkometer, is a selective short-acting[1] β2 adrenoreceptor agonist. It can be called the "granddaughter of adrenalin" in the line of β2 agonists that gave quick relief for bronchospasm and asthma.[2] Epinephrine (adrenalin) was the first of these, and next came isoprenaline (isoproterenol). Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.
In the western US it was the drug of choice in the late 1970s and early 1980s for nebulization ("breathing treatment") to relieve airway spasm. It generally gave sharp relief of shortness of breath, starting within two to five minutes after the patient began breathing the nebulized mist. This rapid onset is not as clearly present in later drugs.
All of the early β2 agonist catecholamines used for bronchospasm had strong side effects, with increase in heart rate as the most common and most problematic. This came because its "β2 effect" was not quite as selective as might be hoped. β1 receptors appeared to also be stimulated in some patients, causing cardiac and other CNS side effects. With isoetarine this effect tended to be transient and usually went away within a matter of minutes after the end of the treatment. Increase in blood pressure also occurred in a small but significant percentage of cases, but also was almost invariably transient.
By the late 1980s isoetharine was largely replaced in the marketplace by orciprenaline (metaproterenol), which seemed to have slightly less cardiac side effect and lasted a couple of hours longer. Orciprenaline in turn was replaced by salbutamol (albuterol). Some practitioners still believe that these later aerosolized bronchodilators never gave quite as quick of relief from asthmatic shortness of breath as did isoetarine. Thus they see a continued specialty role in treatment of severe shortness of breath that does not improve in the first five minutes of salbutamol treatment.
References
- ^ Seth, S. D.; Seth, Vimlesh (2009). "53. Pharmacotherapy of Bronchial Asthma". Textbook of Pharmacology (3rd revised ed.). New Delhi, India: Elsevier India. p. VII.14. ISBN 8131211584.
- ^ "Isoetarine".
Further reading
- George Burton, Respiratory Care, 1984, JB Lippincott, pp. 456–482.
- Craig Scanlan, Egan's Fundamentals of Respiratory Care, 1999, CV Mosby, pp. 571–576.
Drugs for obstructive airway diseases: asthma/COPD (R03)
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Adrenergics, inhalants |
Short-acting β2 agonists |
- Bitolterol
- Carbuterol
- Fenoterol
- Isoetarine
- Pirbuterol
- Procaterol
- Reproterol
- Rimiterol
- Salbutamol (albuterol)#/Levosalbutamol (levalbuterol)
- Terbutaline
- Tulobuterol
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Long-acting β2 agonists |
- Bambuterol
- Clenbuterol
- Formoterol/Arformoterol
- Salmeterol
- Salmefamol
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Ultra-long-acting β2 agonists |
- Abediterol
- Carmoterol
- Indacaterol
- Olodaterol
- Vilanterol
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Other |
- Epinephrine#
- Hexoprenaline
- Isoprenaline (isoproterenol)
- Orciprenaline (metaproterenol)
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Glucocorticoids |
- Beclometasone#
- Betamethasone
- Budesonide
- Ciclesonide
- Flunisolide
- Fluticasone
- Mometasone
- Triamcinolone
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Anticholinergics/
muscarinic antagonist |
- Aclidinium bromide
- Glycopyrronium bromide
- Ipratropium bromide#
- Oxitropium bromide
- Tiotropium bromide
- Umeclidinium bromide
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Mast cell stabilizers |
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Xanthines |
- Acefylline
- Ambuphylline
- Bamifylline
- Doxofylline
- Enprofylline
- Etamiphylline
- Proxyphylline
- Theophylline/Aminophylline/Choline theophyllinate
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|
Eicosanoid inhibition |
Leukotriene antagonists |
- Montelukast
- Pranlukast
- Zafirlukast
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Arachidonate 5-lipoxygenase inhibitors |
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Thromboxane receptor antagonists |
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Non-xanthine PDE4 inhibitors |
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Others/unknown |
- Amlexanox
- Eprozinol
- Fenspiride
- Omalizumab
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Combination products |
- Aclidinium/formoterol
- Beclometasone/formoterol
- Budesonide/formoterol
- Fluticasone furoate/vilanterol
- Fluticasone propionate/salmeterol
- Indacaterol/glycopyrronium bromide
- Ipratropium bromide/salbutamol
- Mometasone/formoterol
- Umeclidinium bromide/vilanterol
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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Adrenergic receptor modulators
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α1 |
- Agonists
- 6-FNE
- Amidephrine
- Anisodine
- Buspirone
- Cirazoline
- Corbadrine
- Dexisometheptene
- Dipivefrine
- Dopamine
- Droxidopa (L-DOPS)
- Ephedrine
- Epinephrine
- Etilefrine
- Etilevodopa
- Ethylnorepinephrine
- Indanidine
- Isometheptene
- L-DOPA (levodopa)
- L-Phenylalanine
- L-Tyrosine
- Melevodopa
- Metaraminol
- Methoxamine
- Methyldopa
- Midodrine
- Naphazoline
- Norepinephrine
- Octopamine (drug)
- Oxymetazoline
- Phenylephrine
- Phenylpropanolamine
- Pseudoephedrine
- Synephrine
- Tetryzoline
- Tiamenidine
- XP21279
- Xylometazoline
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- Antagonists
- Abanoquil
- Adimolol
- Ajmalicine
- Alfuzosin
- Amosulalol
- Anisodamine
- Arotinolol
- Atiprosin
- Atypical antipsychotics (e.g., clozapine, olanzapine, quetiapine, risperidone)
- Benoxathian
- Buflomedil
- Bunazosin
- Carvedilol
- Corynanthine
- Dapiprazole
- Domesticine
- Doxazosin
- Ergolines (e.g., ergotamine, dihydroergotamine, lisuride, terguride)
- Etoperidone
- Eugenodilol
- Fenspiride
- Hydroxyzine
- Indoramin
- Ketanserin
- L-765,314
- Labetalol
- mCPP
- Mepiprazole
- Metazosin
- Monatepil
- Moxisylyte
- Naftopidil
- Nantenine
- Nefazodone
- Neldazosin
- Niaprazine
- Nicergoline
- Niguldipine
- Pardoprunox
- Pelanserin
- Phendioxan
- Phenoxybenzamine
- Phentolamine
- Piperoxan
- Prazosin
- Quinazosin
- Ritanserin
- Silodosin
- Spiperone
- Talipexole
- Tamsulosin
- Terazosin
- Tiodazosin
- Tolazoline
- Trazodone
- 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
- (R)-3-Nitrobiphenyline
- 4-NEMD
- 6-FNE
- Amitraz
- Apraclonidine
- Brimonidine
- Cannabivarin
- Clonidine
- Corbadrine
- Detomidine
- Dexmedetomidine
- Dihydroergotamine
- Dipivefrine
- Dopamine
- Droxidopa (L-DOPS)
- Etilevodopa
- Ephedrine
- Ergotamine
- Epinephrine
- Etilefrine
- Ethylnorepinephrine
- Guanabenz
- Guanfacine
- Guanoxabenz
- L-DOPA (levodopa)
- L-Phenylalanine
- L-Tyrosine
- Lofexidine
- Medetomidine
- Melevodopa
- Methyldopa
- Mivazerol
- Naphazoline
- Norepinephrine
- Oxymetazoline
- Phenylpropanolamine
- Piperoxan
- Pseudoephedrine
- Rilmenidine
- Romifidine
- Talipexole
- Tetrahydrozoline
- Tiamenidine
- Tizanidine
- Tolonidine
- Urapidil
- XP21279
- Xylazine
- Xylometazoline
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- Antagonists
- 1-PP
- Adimolol
- Aptazapine
- Atipamezole
- Atypical antipsychotics (e.g., asenapine, clozapine, lurasidone, paliperidone, quetiapine, risperidone, zotepine)
- Azapirones (e.g., buspirone, tandospirone)
- BRL-44408
- Buflomedil
- Cirazoline
- Efaroxan
- Esmirtazapine
- Fenmetozole
- Fluparoxan
- Idazoxan
- mCPP
- Mianserin
- Mirtazapine
- NAN-190
- Olanzapine
- Pardoprunox
- Phentolamine
- Phenoxybenzamine
- Piperoxan
- Piribedil
- Rauwolscine
- Rotigotine
- SB-269970
- Setiptiline
- Spiroxatrine
- Sunepitron
- Tolazoline
- Typical antipsychotics (e.g., chlorpromazine, fluphenazine, loxapine, thioridazine)
- Yohimbine
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β |
- Agonists
- Abediterol
- Alifedrine
- Amibegron
- Arbutamine
- Arformoterol
- Arotinolol
- BAAM
- Bambuterol
- Befunolol
- Bitolterol
- Broxaterol
- Buphenine
- Carbuterol
- Carmoterol
- Cimaterol
- Clenbuterol
- Corbadrine
- Denopamine
- Dipivefrine
- Dobutamine
- Dopamine
- Dopexamine
- Droxidopa (L-DOPS)
- Ephedrine
- Epinephrine
- Etafedrine
- Etilefrine
- Etilevodopa
- Ethylnorepinephrine
- Fenoterol
- Formoterol
- Hexoprenaline
- Higenamine
- Indacaterol
- Isoetarine
- Isoprenaline
- Isoxsuprine
- L-DOPA (levodopa)
- L-Phenylalanine
- L-Tyrosine
- Levosalbutamol
- Mabuterol
- Melevodopa
- Methoxyphenamine
- Methyldopa
- Mirabegron
- Norepinephrine
- Orciprenaline
- Oxyfedrine
- PF-610355
- Phenylpropanolamine
- Pirbuterol
- Prenalterol
- Ractopamine
- Procaterol
- Pseudoephedrine
- Reproterol
- Rimiterol
- Ritodrine
- Salbutamol
- Salmeterol
- Solabegron
- Terbutaline
- Tretoquinol
- Tulobuterol
- Vilanterol
- Xamoterol
- XP21279
- Zilpaterol
- Zinterol
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- Antagonists
- Acebutolol
- Adaprolol
- Adimolol
- Afurolol
- Alprenolol
- Alprenoxime
- Amosulalol
- Ancarolol
- Arnolol
- Arotinolol
- Atenolol
- Befunolol
- Betaxolol
- Bevantolol
- Bisoprolol
- Bopindolol
- Bornaprolol
- Brefonalol
- Bucindolol
- Bucumolol
- Bufetolol
- Bufuralol
- Bunitrolol
- Bunolol
- Bupranolol
- Butaxamine
- Butidrine
- Butofilolol
- Capsinolol
- Carazolol
- Carpindolol
- Carteolol
- Carvedilol
- Celiprolol
- Cetamolol
- Cicloprolol
- Cinamolol
- Cloranolol
- Cyanopindolol
- Dalbraminol
- Dexpropranolol
- Diacetolol
- Dichloroisoprenaline
- Dihydroalprenolol
- Dilevalol
- Diprafenone
- Draquinolol
- Ecastolol
- Epanolol
- Ericolol
- Ersentilide
- Esatenolol
- Esprolol
- Eugenodilol
- Exaprolol
- Falintolol
- Flestolol
- Flusoxolol
- Hydroxycarteolol
- Hydroxytertatolol
- ICI-118,551
- Idropranolol
- Indenolol
- Indopanolol
- Iodocyanopindolol
- Iprocrolol
- Isoxaprolol
- Isamoltane
- Labetalol
- Landiolol
- Levobetaxolol
- Levobunolol
- Levomoprolol
- Medroxalol
- Mepindolol
- Metipranolol
- Metoprolol
- Moprolol
- Nadolol
- Nadoxolol
- Nebivolol
- Nifenalol
- Nipradilol
- Oxprenolol
- Pacrinolol
- Pafenolol
- Pamatolol
- Pargolol
- Penbutolol
- Pindolol
- Practolol
- Primidolol
- Procinolol
- Pronethalol
- Propafenone
- Propranolol
- Ridazolol
- Ronactolol
- Soquinolol
- Sotalol
- Spirendolol
- SR 59230A
- Sulfinalol
- Talinolol
- Tazolol
- Tertatolol
- Tienoxolol
- Tilisolol
- Timolol
- Tiprenolol
- Tolamolol
- Toliprolol
- Xibenolol
- Xipranolol
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- See also: Dopaminergics
- Melatonergics
- Serotonergics
- Monoamine reuptake and release modulators
- Monoamine metabolism modulators
- Monoamine neurotoxins
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Amines, alcohols: amino alcohols
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- Ethanolamine
- Heptaminol
- Isoetarine
- Norepinephrine
- Propanolamine
- Sphingosine
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Related Links
- Isoetarine (INN) or isoetharine (USAN), trade names Bronkosol and Bronkometer , is a selective beta2-adrenergic receptor agonist. It can be called the " granddaughter of adrenalin" in the line of beta-two antagonists that gave quick relief for ...
★リンクテーブル★
[★]
イソエタリン
- 関
- isoetharine
[★]
- 英
- isoetharine、isoetarine