{{위키데이터 속성 추적}}
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 464191340
| IUPAC_name = (''RS'')-2-(4-(2-Methylpropyl)phenyl)propanoic acid
| image = (RS)-Ibuprofen Structural Formula V1.svg
| width = 200px
| image2 = Ibuprofen-3D-balls.png
| width2 = 250px
| alt2   = (R)-ibuprofen

<!--Clinical data-->
| pronounce   = {{IPAc-en|ˈ|aɪ|b|juː|p|r|oʊ|f|ɛ|n}}, {{IPAc-en|aɪ|b|juː|ˈ|p|r|oʊ|f|ən}}, {{respell|EYE|bew|PROH|fən}}
| synonyms   = isobutylphenylpropionic acid
| tradename = Advil, Motrin, Nurofen, [[List of ibuprofen brand names|others]]
| Drugs.com = {{drugs.com|monograph|ibuprofen}}
| MedlinePlus = a682159
| licence_US = Ibuprofen
| pregnancy_AU = C
| pregnancy_US = C
| pregnancy_category = D (US) at ≥30 weeks of gestation, due to the potential for premature closure of the ''[[ductus arteriosus]]''
| licence_EU = yes
| legal_AU = OTC
| legal_UK = GSL
| legal_US = OTC
| legal_US_comment = ([[prescription drug|{{Rx}}-only]] at higher doses)
| legal_CA = OTC
| routes_of_administration =by mouth, rectal, topical, and [[intravenous therapy|intravenous]]

<!--Pharmacokinetic data-->
| bioavailability = 80–100% (by mouth),<ref name="Davanzo2014">{{저널 인용|last1=Davanzo|first1=R|last2=Bua|first2=J|last3=Paloni|first3=G|last4=Facchina|first4=G|title=Breastfeeding and migraine drugs|journal=European Journal of Clinical Pharmacology|date=November 2014|volume=70|issue=11|pages=1313–24|doi=10.1007/s00228-014-1748-0|pmid=25217187|type=Review}}</ref> 87% (rectal)
| protein_bound = 98%<ref name = clinp>{{저널 인용|last=Davies|first=NM|title=Clinical pharmacokinetics of ibuprofen. The first 30 years.|journal=Clinical Pharmacokinetics|date=February 1998|volume=34|issue=2|pages=101–54|doi=10.2165/00003088-199834020-00002|pmid=9515184}}</ref>
| metabolism = Liver ([[CYP2C9]])<ref name = clinp/>
| metabolites = ibuprofen glucuronide, 2-hydroxyibuprofen, 3-hydroxyibuprofen, carboxy-ibuprofen, 1-hydroxyibuprofen
| elimination_half-life = 2–4 h<ref name="Grosser2017">{{저널 인용|last1=Grosser|first1=T|last2=Ricciotti|first2=E|last3=FitzGerald|first3=GA|title=The Cardiovascular Pharmacology of Nonsteroidal Anti-Inflammatory Drugs|journal=Trends in Pharmacological Sciences|date=August 2017|volume=38|issue=8|pages=733–48|doi=10.1016/j.tips.2017.05.008|pmid=28651847|pmc=5676556|type=Review}}</ref>
| onset = 30&nbsp;min<ref>{{웹 인용|title=ibuprofen|url=http://web.squ.edu.om/med-lib/med_cd/e_cds/Nursing%20Drug%20Guide/mg/ibuprofen.htm|accessdate=31 January 2015|url-status=dead|archiveurl=https://web.archive.org/web/20150113042104/http://web.squ.edu.om/med-Lib/MED_CD/E_CDs/Nursing%20Drug%20Guide/mg/ibuprofen.htm|archivedate=2015-01-13|df=dmy-all}}</ref>
| excretion = Urine (95%)<ref name = clinp/><ref name=TGA>{{웹 인용|title=Brufen Tablets And Syrup|publisher=Therapeutic Goods Administration|date=31 July 2012|accessdate=8 May 2014|url=https://www.ebs.tga.gov.au/ebs/picmi/picmirepository.nsf/pdf?OpenAgent&id=CP-2009-PI-00035-3|format=PDF|url-status=live|archiveurl=https://web.archive.org/web/20160820064609/https://www.ebs.tga.gov.au/ebs/picmi/picmirepository.nsf/pdf?OpenAgent&id=CP-2009-PI-00035-3|archivedate=20 August 2016|df=dmy-all}}</ref>

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 15687-27-1
| ATC_prefix = C01
| ATC_suffix = EB16
| ATC_supplemental = {{ATC|G02|CC01}} {{ATC|M01|AE01}} {{ATC|M02|AA13}} {{ATC|R02|AX02}}
| PubChem = 3672
| IUPHAR_ligand = 2713
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB01050
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 3544
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = WK2XYI10QM
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00126
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 5855
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 521
| PDB_ligand = IBP

<!--Chemical data-->
| C=13 | H=18 | O=2
| molecular_weight = 206.29 g/mol
| smiles = CC(C)Cc1ccc(cc1)[C@@H](C)C(=O)O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HEFNNWSXXWATRW-UHFFFAOYSA-N
| melting_point = 75
| melting_high = 78
| boiling_point = 157
| boiling_notes = at 4 mmHg
| solubility = 0.021
| density = 1.03 g/ml
| chirality = [[Racemic mixture]]
}}
'''이부프로펜'''(Ibuprofen, 이전 명칭: 이소 부틸 프로판 페놀산)은 [[비스테로이드 항염증제]]로, 원래 상표명은 부루펜(Brufen)이다.<ref>나라마다 명칭은 다르지만 한국에선 부루펜이라고 칭한다.</ref> [[진통]], [[관절염]], [[해열]], 특히 [[증상]]이 [[염증]]을 동반하는 경우에 사용된다. [[아스피린]]에 비해 약하고 반감기가 짧기는 하지만, [[용혈작용]]이 있다. [[아세트아미노펜]]과는 달리, [[위 (해부학)|위장]]에 영향을 줄 수 있으므로 공복을 피하여 복용해야 하며, 특히 [[술|음주]] 상태에서 복용 시 위장 [[출혈]]을 유발할 수 있으므로 피해야 한다.

== 역사 ==
이부프로펜은 1960년대 동안 [[부츠 그룹]]의 [[연구]] 부문에 의해 [[프로피온산]]에서 추출된 것이다.<ref name = pmid1569234>{{저널 인용|last1=Adams|first1=SS|title=The propionic acids: a personal perspective.|journal=Journal of Clinical Pharmacology|date=April 1992|volume=32|issue=4|pages=317–23|doi=10.1002/j.1552-4604.1992.tb03842.x|pmid=1569234}}</ref>

== 같이 보기 ==
{{위키공용분류}}
* [[아세트아미노펜]]

== 각주 ==
{{각주}}

{{전거 통제}}

[[분류:프로피온산]]
[[분류:항염증제]]
[[분류:세계 보건 기구 필수 의약품]]
[[분류:비스테로이드 항염증제]]
[[분류:영국의 발명품]]
[[분류:간독소]]
[[분류:화이자의 제품]]
[[분류:존슨앤드존슨의 제품]]
[[분류:콩팥 독소]]
[[분류:피부 독소]]