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Revision as of 13:03, 24 October 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,074 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI', 'StdInChI', 'StdInChIKey', 'ChEMBL').← Previous edit Latest revision as of 00:21, 14 January 2025 edit undoArthurfragoso (talk | contribs)Extended confirmed users, Template editors4,591 edits dark mode fix 
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{{Short description|Chemical compound}}
{{Drugbox
{{Infobox drug
| Verifiedfields = changed | Verifiedfields = changed
| verifiedrevid = 457140599
| Watchedfields = changed
| type = <!-- empty -->
| verifiedrevid = 402936607
| IUPAC_name = ''N''-amino]ethyl] phenyl]formamide
| image = Arformoterol.svg | image = Arformoterol.svg
| image_class = skin-invert-image
| width = 250
| alt =
| image2 = Arformoterol ball-and-stick model.png
| width2 =
| alt2 =
| caption =
| USAN = Arformoterol tartrate


<!--Clinical data--> <!-- Clinical data -->
| tradename = | pronounce =
| tradename = Brovana
| Drugs.com = {{drugs.com|monograph|arformoterol-tartrate}}
| Drugs.com = {{drugs.com|monograph|arformoterol}}
| MedlinePlus = a602023 | MedlinePlus = a602023
| licence_US = Arformoterol | DailyMedID = Arformoterol
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU_comment =
| pregnancy_US = C
| pregnancy_category=
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| routes_of_administration = ]
| legal_UK = <!-- GSL / P / POM / CD -->
| class =
| legal_US = Rx-only
| ATCvet =
| routes_of_administration = ]
| ATC_prefix = None
| ATC_suffix =
| ATC_supplemental =


<!--Pharmacokinetic data--> <!-- Legal status -->
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled -->
| legal_AU_comment =
| legal_BR = <!-- OTC, A1, A2, A3, B1, B2, C1, C2, C3, C4, C5, D1, D2, E, F -->
| legal_BR_comment =
| legal_CA = <!-- OTC, Rx-only, Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_CA_comment =
| legal_DE = <!-- Anlage I, II, III or Unscheduled -->
| legal_DE_comment =
| legal_NZ = <!-- Class A, B, C -->
| legal_NZ_comment =
| legal_UK = <!-- GSL, P, POM, CD, CD Lic, CD POM, CD No Reg POM, CD (Benz) POM, CD (Anab) POM or CD Inv POM / Class A, B, C -->
| legal_UK_comment =
| legal_US = Rx-only
| legal_US_comment = <ref name="Brovana FDA label">{{cite web | title=Brovana- arformoterol tartrate solution | website=DailyMed | date=13 May 2021 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=7134ae7c-6c64-470d-ab4e-81e35413b839 | access-date=4 March 2022}}</ref>
| legal_EU =
| legal_EU_comment =
| legal_UN = <!-- N I, II, III, IV / P I, II, III, IV -->
| legal_UN_comment =
| legal_status = <!-- For countries not listed above -->

<!-- Pharmacokinetic data -->
| bioavailability =
| protein_bound = 52–65% | protein_bound = 52–65%
| metabolism =
| metabolites =
| onset =
| elimination_half-life = 26 hours | elimination_half-life = 26 hours
| duration_of_action =
| excretion =


<!--Identifiers--> <!-- Identifiers -->
| CAS_number_Ref = {{cascite|correct|??}} | CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 67346-49-0 | CAS_number = 67346-49-0
| CAS_supplemental =
| ATC_prefix = none
| ChEBI = 408174
| StdInChI = 1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)/t13-,19+/m1/s1
| StdInChIKey = BPZSYCZIITTYBL-YJYMSZOUSA-N
| PubChem = 3083544 | PubChem = 3083544
| IUPHAR_ligand = 7479
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01274 | DrugBank = DB01274
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2340731 | ChemSpiderID = 2340731
| UNII_Ref = {{fdacite|changed|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = F91H02EBWT | UNII = F91H02EBWT
| KEGG = D07463
| KEGG2 = D02981
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 408174
| ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1363 | ChEMBL = 1201137
| NIAID_ChemDB =
| PDB_ligand =
| synonyms =

<!-- Chemical and physical data -->
| IUPAC_name = ''N''-amino]ethyl] phenyl]formamide
| C=19 | H=24 | N=2 | O=4 | C=19 | H=24 | N=2 | O=4
| SMILES =
| molecular_weight = 344.405 g/mol
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)/t13-,19+/m1/s1
| StdInChI_comment =
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = BPZSYCZIITTYBL-YJYMSZOUSA-N
| density =
| density_notes =
| melting_point =
| melting_high =
| melting_notes =
| boiling_point =
| boiling_notes =
| solubility =
| sol_units =
| specific_rotation =
}} }}
'''Arformoterol''' is a ] drug indicated for the treatment of ] (COPD). It is sold by ], under the trade name '''Brovana''', as a solution of arformoterol tartrate to be administered twice daily (morning and evening) by ].<ref>{{cite web |url=http://www.rxlist.com/cgi/generic/brovana_ids.htm |title=Brovana Prescribing information, Dosage and Administration section |accessdate=2008-03-14 |work= }}</ref>


'''Arformoterol''', sold under the brand name '''Brovana''' among others, is a ] used for the treatment of ] (COPD).<ref name="Brovana FDA label" /><ref name="Loh_2015">{{cite journal | vauthors = Loh CH, Donohue JF, Ohar JA | title = Review of drug safety and efficacy of arformoterol in chronic obstructive pulmonary disease | journal = Expert Opinion on Drug Safety | volume = 14 | issue = 3 | pages = 463–72 | date = March 2015 | pmid = 25563342 | doi = 10.1517/14740338.2015.998196 | s2cid = 7767810 }}</ref>
It is the active (R,R)-] of ] and was approved by the ] ] (FDA) on October 6, 2006 for the treatment of COPD.

It is a ] (LABA) and it is the active (''R'',''R'')-(−)-] of ].<ref name="Brovana FDA label" /> It was approved for medical use in the United States in October 2006.<ref name="Brovana FDA label" /> It is available as a ].<ref>{{cite web | title=Competitive Generic Therapy Approvals | website=U.S. ] (FDA) | date=29 June 2023 | url=https://www.fda.gov/drugs/generic-drugs/competitive-generic-therapy-approvals | access-date=29 June 2023 | archive-date=29 June 2023 | archive-url=https://web.archive.org/web/20230629233651/https://www.fda.gov/drugs/generic-drugs/competitive-generic-therapy-approvals | url-status=live }}</ref>

== Medical uses ==
Arformoterol is ] for the maintenance treatment of bronchoconstriction in people with chronic obstructive pulmonary disease (COPD).<ref name="Brovana FDA label" />


==References== ==References==
{{Reflist}} {{Reflist}}


==External links== == External links ==
* {{cite web | url = https://druginfo.nlm.nih.gov/drugportal/name/arformoterol | publisher = U.S. National Library of Medicine | work = Drug Information Portal | title = Arformoterol }}
* website
* {{cite web | url = https://druginfo.nlm.nih.gov/drugportal/name/arformoterol%20tartrate | publisher = U.S. National Library of Medicine | work = Drug Information Portal | title = Arformoterol tartrate }}


{{Adrenergic agonists}}
{{Asthma and copd rx}} {{Asthma and copd rx}}
{{Adrenergic agonists}}
{{Portal bar | Medicine}}


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