Ibuprofen: Perbedaan antara revisi
k Bot: Penggantian teks otomatis (-Syaraf, +Saraf, -syaraf, +saraf) |
k penambahan infobox Ibuprofen |
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[[Berkas:Ibuprofen-Enantiomere Strukturformeln.png|jmpl|ka|280px|(''RS'')-Ibuprofen]] |
[[Berkas:Ibuprofen-Enantiomere Strukturformeln.png|jmpl|ka|280px|(''RS'')-Ibuprofen]] |
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{{Drugbox |
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| Watchedfields = changed |
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| verifiedrevid = 464191340 |
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| IUPAC_name = (''RS'')-2-(4-(2-Methylpropyl)phenyl)propanoic acid |
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| image = (RS)-Ibuprofen Structural Formula V1.svg |
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| width = 200px |
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| image2 = Ibuprofen-3D-balls.png |
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| width2 = 250px |
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| alt2 = (R)-ibuprofen |
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<!--Clinical data--> |
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| 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}} |
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| synonyms = Asam isobutilfenilpropanoat |
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| tradename = Advil, Motrin, Nurofen, dll |
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| Drugs.com = {{drugs.com|monograph|ibuprofen}} |
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| MedlinePlus = a682159 |
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| DailyMedID = Ibuprofen |
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| license_US = Ibuprofen |
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| pregnancy_AU = C |
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| pregnancy_AU_comment =<ref name="Drugs.com pregnancy">{{drugs.com|pregnancy|ibuprofen}}</ref> |
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| pregnancy_US = C |
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| pregnancy_US_comment =<ref name="Drugs.com pregnancy" /> |
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| pregnancy_category = D (US) at ≥30 weeks of gestation, due to the potential for premature closure of the ''[[ductus arteriosus]]''<ref name="Drugs.com pregnancy" /> |
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| licence_EU = yes |
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| legal_AU = OTC |
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| legal_UK = GSL |
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| legal_US = OTC |
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| legal_US_comment = / Rx-only |
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| legal_CA = OTC |
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| routes_of_administration = melalui mulut, [[rektum|rektal]], topikal, dan [[intravena]] |
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<!--Pharmacokinetic data--> |
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| bioavailability = 80–100% (melalui mulut),<ref name="Davanzo2014">{{cite journal|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) |
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| protein_bound = 98%<ref name = clinp>{{cite journal|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> |
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| metabolism = Hati ([[CYP2C9]])<ref name = clinp/> |
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| metabolites = glukoronida ibuprofen, 2-hidroksiibuprofen, 3-hidroksiibuprofen, karboksi ibuprofen, 1-hidroksiibuprofen |
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| elimination_half-life = 2–4 jam <ref name="Grosser2017">{{cite journal|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> |
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| onset = 30{{nbsp}}menit<ref>{{cite web|title=ibuprofen|url=http://web.squ.edu.om/med-lib/med_cd/e_cds/Nursing%20Drug%20Guide/mg/ibuprofen.htm|access-date=31 January 2015|url-status=dead|archive-url=https://web.archive.org/web/20150113042104/http://web.squ.edu.om/med-Lib/MED_CD/E_CDs/Nursing%20Drug%20Guide/mg/ibuprofen.htm|archive-date=13 January 2015|df=dmy-all}}</ref> |
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| excretion = Urin (95%)<ref name = clinp/><ref name=TGA>{{cite web|title=Brufen Tablets And Syrup|publisher=Therapeutic Goods Administration|date=31 July 2012|access-date=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|archive-url=https://web.archive.org/web/20160820064609/https://www.ebs.tga.gov.au/ebs/picmi/picmirepository.nsf/pdf?OpenAgent&id=CP-2009-PI-00035-3|archive-date=20 August 2016|df=dmy-all}}</ref> |
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<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 15687-27-1 |
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| ATC_prefix = C01 |
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| ATC_suffix = EB16 |
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| ATC_supplemental = {{ATC|G02|CC01}} {{ATC|M01|AE01}} {{ATC|M02|AA13}} {{ATC|R02|AX02}} |
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| PubChem = 3672 |
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| IUPHAR_ligand = 2713 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB01050 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 3544 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = WK2XYI10QM |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D00126 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 5855 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 521 |
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| PDB_ligand = IBP |
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<!--Chemical data--> |
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| C=13 | H=18 | O=2 |
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| smiles = CC(C)Cc1ccc(cc1)[C@@H](C)C(=O)O |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| 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) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = HEFNNWSXXWATRW-UHFFFAOYSA-N |
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| melting_point = 75 |
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| melting_high = 78 |
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| boiling_point = 157 |
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| boiling_notes = pada 4 mmHg |
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| solubility = 0.021 |
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| density = 1.03 g/ml |
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| chirality = [[Rasemat|Campuran rasemat]] |
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}} |
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'''Ibuprofen''' adalah [[obat]] yang tergolong dalam kelompok [[obat anti-inflamasi nonsteroid]] (OAINS atau [[NSAID|''nonsteroidal anti-inflammatory drug'']]) dan digunakan untuk mengurangi rasa sakit akibat [[artritis]]. Obat ini dijual dengan merk dagang [[Advil]], [[Motrin]], [[Nuprin]], dan [[Brufen]]. |
'''Ibuprofen''' adalah [[obat]] yang tergolong dalam kelompok [[obat anti-inflamasi nonsteroid]] (OAINS atau [[NSAID|''nonsteroidal anti-inflammatory drug'']]) dan digunakan untuk mengurangi rasa sakit akibat [[artritis]]. Obat ini dijual dengan merk dagang [[Advil]], [[Motrin]], [[Nuprin]], dan [[Brufen]]. |
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Revisi per 16 Agustus 2020 13.12
Nama sistematis (IUPAC) | |
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(RS)-2-(4-(2-Methylpropyl)phenyl)propanoic acid | |
Data klinis | |
Nama dagang | Advil, Motrin, Nurofen, dll |
AHFS/Drugs.com | monograph |
MedlinePlus | a682159 |
Data lisensi | EMA:pranala, US Daily Med:pranala |
Kat. kehamilan | C(AU) C(US) D (US) at ≥30 weeks of gestation, due to the potential for premature closure of the ductus arteriosus[1] |
Status hukum | ? (AU) OTC (CA) GSL (UK) OTC (US) |
Rute | melalui mulut, rektal, topikal, dan intravena |
Data farmakokinetik | |
Bioavailabilitas | 80–100% (melalui mulut),[2] 87% (rectal) |
Ikatan protein | 98%[3] |
Metabolisme | Hati (CYP2C9)[3] |
Waktu paruh | 2–4 jam [4] |
Ekskresi | Urin (95%)[3][5] |
Pengenal | |
Nomor CAS | 15687-27-1 |
Kode ATC | C01EB16 G02CC01 M01AE01 M02AA13 R02AX02 |
PubChem | CID 3672 |
Ligan IUPHAR | 2713 |
DrugBank | DB01050 |
ChemSpider | 3544 |
UNII | WK2XYI10QM |
KEGG | D00126 |
ChEBI | CHEBI:5855 |
ChEMBL | CHEMBL521 |
Sinonim | Asam isobutilfenilpropanoat |
Data kimia | |
Rumus | C13H18O2 |
SMILES | eMolecules & PubChem |
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Data fisik | |
Kepadatan | 1.03 g/ml g/cm³ |
Titik lebur | 75–78 °C (167–172 °F) |
Titik didih | 157 °C (315 °F) pada 4 mmHg |
Kelarutan dalam air | 0.021 mg/mL (20 °C) |
Ibuprofen adalah obat yang tergolong dalam kelompok obat anti-inflamasi nonsteroid (OAINS atau nonsteroidal anti-inflammatory drug) dan digunakan untuk mengurangi rasa sakit akibat artritis. Obat ini dijual dengan merk dagang Advil, Motrin, Nuprin, dan Brufen.
Ibuprofen diindikasikan sebagai analgesik (pengurang rasa nyeri) dan antipiretik (penurun panas). Secara umum, obat ini digunakan untuk mengurangi sakit otot, nyeri haid, selesma, flu dan sakit selepas pembedahan.
Nama kimia ibuprofen ialah asam 2-(4-isobutil-fenil)-propionat. Ibuprofen ada dalam dua enantiomer. Hanya S-ibuprofen saja yang digunakan sebagai penahan sakit.
Aktivitas analgesik (penahan rasa sakit), ibuprofen bekerja dengan cara menghentikan enzim siklooksigenase yang berimbas pada terhambatnya pula sintesis prostaglandin yaitu suatu zat yang bekerja pada ujung-ujung saraf yang sakit.
Aktivitas antipiretik (penurun panas), ibuprofen bekerja di hipotalamus dengan meningkatkan vasodilatasi (pelebaran pembuluh darah) dan aliran darah piretik.
- ^ Kesalahan pengutipan: Tag
<ref>
tidak sah; tidak ditemukan teks untuk ref bernamaDrugs.com pregnancy
- ^ Davanzo, R; Bua, J; Paloni, G; Facchina, G (November 2014). "Breastfeeding and migraine drugs". European Journal of Clinical Pharmacology (Review). 70 (11): 1313–24. doi:10.1007/s00228-014-1748-0. PMID 25217187.
- ^ a b c Davies, NM (February 1998). "Clinical pharmacokinetics of ibuprofen: The first 30 years". Clinical Pharmacokinetics. 34 (2): 101–54. doi:10.2165/00003088-199834020-00002. PMID 9515184.
- ^ Grosser, T; Ricciotti, E; FitzGerald, GA (August 2017). "The Cardiovascular Pharmacology of Nonsteroidal Anti-Inflammatory Drugs". Trends in Pharmacological Sciences (Review). 38 (8): 733–48. doi:10.1016/j.tips.2017.05.008. PMC 5676556 . PMID 28651847.
- ^ "Brufen Tablets And Syrup". Therapeutic Goods Administration. 31 July 2012. Diarsipkan dari versi asli (PDF) tanggal 20 August 2016. Diakses tanggal 8 May 2014.