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Revision as of 06:58, 18 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 456872060 of page Isoetarine for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').		Latest revision as of 01:16, 2 September 2024 edit 98.178.241.102 (talk) Cat.
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			{{Short description|Chemical compound}}
	{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
			{{refimprove|date=January 2011}}
	{{Drugbox		{{Drugbox
	| Verifiedfields = changed		| Verifiedfields = changed
	| verifiedrevid = 407441916		| verifiedrevid = 477494972
		⚫	| drug_name = Isoetharine
	| IUPAC_name = (''RS'')-4-benzene-1,2-diol		| IUPAC_name = (''RS'')-4-benzene-1,2-diol
	| image = Isoetarine.svg		| image = Isoetarine.svg
	| width = 200px		| width = 200px
	| imagename = 1 : 1 mixture (racemate)
			| chirality = ]
⚫	| drug_name = Isoetarine
			<!--Clinical data-->| pronounce = {{IPAc-en|aɪ|s|oʊ|ˈ|ɛ|θ|ə|r|iː|n}} {{respell|eye|soh|ETH|ə|reen}}
	<!--Clinical data-->
			| tradename = Bronkosol and Bronkometer (USAN name is isoetharine)
	| tradename =
	| Drugs.com = {{drugs.com|international|isoetarine}}		| Drugs.com = {{drugs.com|international|isoetharine}}
	| MedlinePlus = a682862		| MedlinePlus = a682862
	| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->		| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
	| pregnancy_US = <!-- A / B / C / D / X -->		| pregnancy_US = <!-- A / B / C / D / X -->
	| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->		| legal_AU = S4
	| legal_UK = <!-- GSL / P / POM / CD -->		| legal_UK = <!-- GSL / P / POM / CD -->
	| legal_US = <!-- OTC / Rx-only -->		| legal_US = <!-- OTC / Rx-only -->
	<!--Identifiers-->		<!--Identifiers-->| IUPHAR_ligand = 7205
	| CASNo_Ref = {{cascite|correct|CAS}}		| CAS_number_Ref = {{cascite|correct|CAS}}
		⚫	| CAS_number = 79490-84-9
	| CAS_number_Ref = {{cascite|correct|??}}
		⚫	| ATC_prefix = R03
⚫	| CAS_number = 530-08-5
		⚫	| ATC_suffix = AC07
⚫	| ATC_prefix = R03
		⚫	| PubChem = 3762
⚫	| ATC_suffix = AC07
		⚫	| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
⚫	| PubChem = 3762
		⚫	| DrugBank = DB00221
⚫	| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
		⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
⚫	| DrugBank = DB00221
		⚫	| ChemSpiderID = 3630
⚫	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
		⚫	| UNII_Ref = {{fdacite|correct|FDA}}
⚫	| ChemSpiderID = 3630
		⚫	| UNII = YV0SN3276Q
⚫	| UNII_Ref = {{fdacite|correct|FDA}}
		⚫	| KEGG_Ref = {{keggcite|correct|kegg}}
⚫	| UNII = YV0SN3276Q
		⚫	| KEGG = D04625
⚫	| KEGG_Ref = {{keggcite|correct|kegg}}
		⚫	| ChEMBL_Ref = {{ebicite|changed|EBI}}
⚫	| KEGG = D04625
			| ChEMBL = 1201213
⚫	| ChEMBL_Ref = {{ebicite|changed|EBI}}
	| ChEMBL = <!-- blanked - oldvalue: 1201213 -->
			<!--Chemical data-->| C = 13
	| C=13 | H=21 | N=1 | O=3
			| H = 21
	| molecular_weight = 239.311 g/mol
			| N = 1
⚫	| smiles = Oc1ccc(cc1O)C(O)C(NC(C)C)CC
			| O = 3
	| InChI = 1/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
		⚫	| smiles = Oc1ccc(cc1O)C(O)C(NC(C)C)CC
	| InChIKey = HUYWAWARQUIQLE-UHFFFAOYAI
	| StdInChI_Ref = {{stdinchicite|correct|chemspider}}		| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChI = 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		| StdInChI = 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
	| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}		| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
	| StdInChIKey = HUYWAWARQUIQLE-UHFFFAOYSA-N		| StdInChIKey = HUYWAWARQUIQLE-UHFFFAOYSA-N
	}}		}}
			'''Isoetharine''' is a selective short-acting<ref>{{cite book| vauthors = Seth SD, Seth V |title=Textbook of Pharmacology|date=2009|publisher=Elsevier India|location=New Delhi, India|isbn=978-8131211588|page=VII.14|edition=3rd revised|chapter=53. Pharmacotherapy of Bronchial Asthma}}</ref> ]. It can be called the "granddaughter of adrenalin" in the line of β<sub>2</sub> agonists that gave quick relief for bronchospasm and asthma.<ref>{{cite web|url= http://www.medschat.com/Drugs/Bronkometer/|title=Isoetarine | work = MedsChat }}</ref> ] (adrenalin) was the first of these, and next came ] (isoproterenol). Isoetharine was the third drug in this line, thus the third generation or granddaughter of the original.
			In the western United States, 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 β<sub>2</sub> agonist catecholamines used for bronchospasm had strong side effects, with ] as the most common and most problematic. This came because its "β<sub>2</sub> effect" was not quite as selective as might be hoped. ]s appeared to also be stimulated in some patients, causing cardiac and other ] side effects. With isoetharine this effect tended to be transient and usually went away within a matter of minutes after the end of the treatment. ] also occurred in a small but significant percentage of cases, but also was almost invariably transient.
			By the late 1980s, isoetharine was largely replaced by ] (metaproterenol), which seemed to have slightly less cardiac side effect and lasted a couple of hours longer. Orciprenaline in turn was replaced by ] (albuterol). Some practitioners still believe that these later aerosolized bronchodilators never gave quite as quick of relief from asthmatic shortness of breath as did isoetharine. 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==
			{{reflist}}
			==Further reading==
			{{refbegin}}
			* {{cite book | first = George | last = Burton | name-list-style = vanc | title = Respiratory Care | date = 1984 | publisher = JB Lippincott | pages = 456–482 }}
			* {{cite book | first = Craig | last = Scanlan | name-list-style = vanc | title = Egan's Fundamentals of Respiratory Care | date = 1999 | publisher = CV Mosby | pages = 571–576 }}
			{{refend}}
			{{Drugs for obstructive airway diseases}}
			{{Adrenergic agonists}}
			{{Phenethylamines}}
			]
			]
			]
			]