Drug

D0065 | Ibuprofen

Molecular Formula C13H18O2
Molecular Weight 206.28
Structure
State solid
Clearance The clearance rate ranges between 3-13 L/h depending on the route of administration, enantiomer type and dosage.[A39190]
Volume of distribution The apparent volume of distribution of ibuprofen is of 0.1 L/kg.[A39195]
Route of elimination Ibuprofen is rapidly metabolized and eliminated in the urine thus, this via accounts for more than 90% of the administered dose. It is completely eliminated in 24 hours after the last dose and almost all the administered dose goes through metabolism, representing about 99% of the eliminated dose.[A39092] The biliary excretion of unchanged drug and active phase II metabolites represents 1% of the administered dose.[A39190] In summary, ibuprofen is excreted as metabolites or their conjugates. The elimination of ibuprofen is not impaired by old age or the presence of renal impairment.[A39092]
Protein binding Ibuprofen dosage is more than 99% bound to plasma proteins and site II of purified albumin, binding appears to be saturable and becomes non-linear at concentrations exceeding 20 mcg/ml.[A39092]
Half life The serum half-life of ibuprofen is 1.2-2 hours.[A39092] In patients with a compromised liver function, the half-life can be prolonged to 3.1-3.4 hours.[A39190]
Absorption It is very well absorbed orally and the peak serum concentration can be attained in 1 to 2 hours after extravascular administration. When ibuprofen is administered immediately after a meal there is a slight reduction in the absorption rate but there is no change in the extent of the absorption.[A39092] When orally administered, the absorption of ibuprofen in adults is very rapidly done in the upper GI tract.[A39190] The average Cmax, Tmax and AUC ranges around 20 mcg/ml, 2 h and 70 mcg.h/ml. These parameters can vary depending on the enantiomer form, route, and dose of administration.[A39190]
Trade names Advil, Motrin, Nurofen
Description nonsteroidal anti-inflammatory drug (NSAID); derived from propionic acid; inhibiting the production of prostaglandins by decreasing the activity of the enzyme cyclooxygenase

G

M

R

C

N

R02AX02 Ibuprofen


[R02AX] Other throat preparations


[R02A] THROAT PREPARATIONS


[R02] THROAT PREPARATIONS


[R] Respiratory system


N02AJ19 Oxycodone and ibuprofen


[N02AJ] Opioids in combination with non-opioid analgesics


[N02A] OPIOIDS


[N02] ANALGESICS


[N] Nervous system


N02AJ08 Codeine and ibuprofen


[N02AJ] Opioids in combination with non-opioid analgesics


[N02A] OPIOIDS


[N02] ANALGESICS


[N] Nervous system


M02AA13 Ibuprofen


[M02AA] Antiinflammatory preparations, non-steroids for topical use


[M02A] TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN


[M02] TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN


[M] Musculoskeletal system


M01AE51 Ibuprofen, combinations


[M01AE] Propionic acid derivatives


[M01A] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS


[M01] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS


[M] Musculoskeletal system


M01AE01 Ibuprofen


[M01AE] Propionic acid derivatives


[M01A] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS


[M01] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS


[M] Musculoskeletal system


G02CC01 Ibuprofen


[G02CC] Antiinflammatory products for vaginal administration


[G02C] OTHER GYNECOLOGICALS


[G02] OTHER GYNECOLOGICALS


[G] Genitourinary system and reproductive hormones


C01EB16 Ibuprofen


[C01EB] Other cardiac preparations


[C01E] OTHER CARDIAC PREPARATIONS


[C01] CARDIAC THERAPY


[C] Cardiovascular system


Toxicity Dose Time Species Model Method Action Positive criterion Reference
PROTONOPHORIC UNCOUPLING 278
MEMBRANE POTENTIAL 355.9 µM 30 mins mouse liver mitochondria Rh123 fluorescence (excitation 485 nm, emission 535 nm) are recorded using a fluorescence multi-well plate reader (mCICCP (20 µM) treatments was considered as the 100% baseline for ΔΨm loss) decrease EC20 36
RESPIRATION 170.1 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. decrease EC20 36
RESPIRATION 132.1 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. decrease EC20 36
MITOCHONDRIAL FATTY ACID BETA OXIDATION affect 227
MITOCHONDRIAL FATTY ACID BETA OXIDATION affect 239
MITOCHONDRIAL FATTY ACID BETA OXIDATION 287μM 80* mice Lean mice vs Ob/ob mice Measurement of oxygen consumption in the presence of ADP (state 3) and the different substrates was carried out on the Mitologics screening platform EC20 227
SWELLING > 200 µM 30 mins mouse liver mitochondria swelling assay: Absorbance at 545 nm using a fluorescence multi-well plate reader (CaCl2 (50 µM) was considered as the 100% baseline for the swelling ) increase EC20 36

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 170.1 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. inhibit EC20 36
Succinate dehydrogenase 132.1 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. inhibit EC20 36
Cytochrome c > 200 µM 30 mins mouse liver mitochondria Cytochrome c release was evaluated using ELISA kit ( 20 µg/ml Alamethicin was used as 100% baseline) release EC20 36

Pictogram Signal Statements Precautionary Statement Codes
Warning

Aggregated GHS information provided by 611 companies from 44 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


H319 (74.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (74.14%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


H361 (14.73%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P304+P340, P305+P351+P338, P308+P313, P312, P330, P337+P313, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]


H360: May damage fertility or the unborn child [Danger Reproductive toxicity]


H362: May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]


H371: May cause damage to organs [Warning Specific target organ toxicity, single exposure]


H373: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]


H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]


H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


P201, P202, P260, P263, P264, P270, P273, P281, P301+P312, P308+P313, P309+P311, P314, P330, P391, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

  • Analgesic therapy

  • Ankylosing spondylitis

  • Arthropathy

  • Autoimmune disorder

  • Blood pressure increased

  • Body temperature increased

  • Bursitis

  • Connective tissue disorder

  • Discomfort

  • Ear pain

  • Haemoglobin

  • Haemorrhage

  • Headache

  • Inflammation

  • Influenza

  • Ligament sprain

  • Migraine

  • Muscle spasms

  • Musculoskeletal discomfort

  • Myalgia

  • Nasopharyngitis

  • Nausea

  • Neuralgia

  • Oropharyngeal discomfort

  • Oropharyngeal pain

  • Otitis media

  • Patent ductus arteriosus

  • Procedural pain

  • Renal failure

  • Renal impairment

  • Rheumatoid arthritis

  • Rhinitis

  • Soft tissue injury

  • Systemic lupus erythematosus

  • Tendonitis

  • Tenosynovitis

  • Tension headache

  • Toothache

  • Ulcer

  • Uterine pain

  • Constipation (0.22)

  • Somnolence (0.22)

  • Abdominal discomfort

  • Adrenal insufficiency

  • Anaemia

  • Apnoea

  • Atelectasis

  • Bacteraemia

  • Blood creatinine increased

  • Blood lactate dehydrogenase increased

  • Blood urea increased

  • Cough

  • Diarrhoea

  • Dizziness

  • Dyspepsia

  • Eosinophilia

  • Flatulence

  • Gastrointestinal disorder

  • Haematuria

  • Haemoglobin

  • Haemoglobin decreased

  • Haemorrhage

  • Headache

  • Hypernatraemia

  • Hypertension

  • Hypoalbuminaemia

  • Hypocalcaemia

  • Hypoglycaemia

  • Hypokalaemia

  • Hypoproteinaemia

  • Hypotension

  • Intraventricular haemorrhage

  • Nausea

  • Neutropenia

  • Oedema

  • Oedema peripheral

  • Pneumonia bacterial

  • Pneumothorax

  • Renal failure

  • Renal impairment

  • Respiratory failure

  • Respiratory tract infection

  • Skin lesion

  • Thrombocytosis

  • Urinary retention

  • Urinary tract infection

  • Urine output

  • Vomiting

  • Wound haemorrhage

  • ( inverted exclamation markA)-Ibuprofen ( inverted question mark)-Ibuprofen (+) ibuprofen
    (+-)-2-(p-Isobutylphenyl)propionic acid (+-)-Ibuprofen (+-)-Ibuprophen
    (+-)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid (+-)-p-Isobutylhydratropic acid (+/-)-2-(4-Isobutylphenyl)Propanoic Acid
    (+/-)-2-(p-isobutylphenyl)propionic acid (+/-)-Ibuprofen (+/-)-alpha-methyl-4-(2-methylpropyl)benzeneacetic acid
    (+/-)-p-Isobutylhydratropic acid (.+-.)-2-(p-Isobutylphenyl)propionic acid (.+-.)-p-Isobutylhydratropic acid
    (.+/-.)-2-(p-Isobutylphenyl)propionic acid (.+/-.)-p-Isobutylhydratropic acid (2s)-2-[4-(2-methylpropyl)phenyl]propionic acid DEXIBUPROFEN (S)-(+)-2-(4-ISOBUTYLPHENYL)PROPIONIC ACID (S)-(+)-4-ISOBUTYL-ALPHA-ME
    (4-Isobutylphenyl)-alpha-methylacetic acid (?)-Ibuprofen (A+/-)-Ibuprofen
    (RS)-2-(4-(2-Methylpropyl)phenyl)propanoic acid (RS)-Ibuprofen (S)-4-Isobutyl-alpha-methylphenylacetic acid
    (r/s)-alpha-methyl-4-isobutylphenylacetic acid (y)-Ibuprofen .alpha.-(4-Isobutylphenyl)propionic acid
    .alpha.-(p-isobutylphenyl)propionic acid .alpha.-2-(p-Isobutylphenyl)propionic acid .alpha.-Methyl-4-(2-methylpropyl)benzeneacetic acid
    15687-27-1 2-(4'-isobutylphenyl)-propionic acid 2-(4'-isobutylphenyl)propionic acid
    2-(4-ISOBUTYLPHENYL)PROPIONIC ACID 2-(4-Isobutyl-phenyl)-propionic acid 2-(4-Isobutylphenyl)-propionic acid
    2-(4-Isobutylphenyl)propanoic acid 2-(4-Isobutylphenyl)propanoicAcid 2-(4-isobutylphenyl) propanoic acid
    2-(4-isobutylphenyl) propionic acid 2-(4-isobutylphenyl)-propionic acid 2-(4-isobutylphenyl)-propionoic acid
    2-(p-Isobutylphenyl)propionic acid 2-[4-(2-methylpropyl)phenyl]propanoic acid 2-p-isobutylphenylpropionic acid
    4-Isobutyl-.alpha.-methylphenylacetic acid 4-Isobutyl-alpha-methylphenylacetic acid 4-Isobutylhydratropic acid
    4-Isobutylphenyl)-.alpha.-methylacetic acid 58560-75-1 687I271
    A831926 AB00052020-16 AB00052020-17
    AB00052020_18 AB00052020_19 AB1009266
    AC-11312 ACHES-N-PAIN ACMC-209df0
    ACMC-209ks2 ACT03248 AK-47272
    AK-73124 AK307336 AKOS003237488
    AKOS016340658 ALBB-025647 AM20060782
    ANW-21658 ARONIS23835 Acide (isobutyl-4 phenyl)-2 propionique
    Acide (isobutyl-4-phenyl)-2 propionique Acide (isobutyl-4-phenyl)-2 propionique [French] Act-3
    Adex 200 Adran Advil
    Advil (TN) Advil Cold & Sinus (Salt/Mix) Advil Liqui-Gels
    Advil Migraine Liqui-Gels Advil migraine Advil, Children's
    Ak+C2278tren Aktren Alaxan
    Algofen Alivium Am-Fam 400
    Amelior Amersol Amibufen
    Anafen Anco Andran
    Anflagen Antagil Antalfene
    Antarene Antiflam Apo-Ibuprofen
    Apsifen Artofen Artril
    Artril 300 BB 0258487 BBL010660
    BCP10423 BCP20325 BCP25225
    BDBM50009859 BIDD:GT0050 BR-47272
    BRD-A17655518-001-02-0 BRD-A17655518-001-12-9 BRN 2049713
    BSPBio_002170 Balkaprofen Bayer Select Pain Relief
    Benzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl), (.+/-.)- Benzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl)- Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl), (+-)-
    Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl), (+/-)- Benzeneacetic acid, alpha-methyl-4-(2-methylpropyl)- Betaprofen
    Bloom Bluton Brofen
    Brufanic Brufen Brufen 400
    Brufen Retard Bruflam Brufort
    Buburone Bufeno Bufigen
    Bukrefen Bupron Buracaps
    Burana Butacortelone Butylenin
    C01588 C13H18O2 CAS-15687-27-1
    CBMicro_005634 CCG-38947 CCRIS 3223
    CDT-ibuprofen CHEBI:5855 CHEMBL521
    CHILDREN'S ADVIL-FLAVORED CPD000058184 CS-1931
    CTK3J2010 Caldolor Cambridge id 5152402
    Cap-Profen Carol Certified Reference Material
    Cesra Children's Advil Children's Elixsure
    Children's Elixsure IB Children's Elixsure IB (Salt/Mix) Children's Ibuprofen
    Children's Motrin Citalgan Cobo
    Codral Period Pain Combiflam Combunox (Salt/Mix)
    Cunil D00126 DB-043333
    DB-071312 DB01050 DOLO PUREN
    DSSTox_CID_732 DSSTox_GSID_20732 DSSTox_RID_75759
    DTXSID5020732 Daiprophen Dalsy
    Dansida Deep Relief Dentigoa
    Dibufen Dignoflex DivK1c_000887
    Dolgin Dolgirid Dolgit
    Dolibu Dolmaral Dolo-Dolgit
    Dolocyl Dolofen Dolofen-F
    Dolofin Dolofort Dologel
    Dolomax Doloren Dolormin
    Doltibil Dolven Donjust B
    Dorival Drin Duafen
    Dularbuprofen Duobrus Dura-Ibu
    Dysdolen EC 239-784-6 EINECS 239-784-6
    EU-0100691 Easifon Ebufac
    Emflam Emflam-200 Epitope ID:139973
    Epobron Eputex Ergix
    Esprenit Exneural FT-0601629
    FT-0655194 Faspic Femadon
    Femafen Femapirin Femidol
    Fenbid Fendol Fenspan
    Fibraflex GTPL2713 Gelufene
    Genpril Gofen Grefen
    Gynofug HEFNNWSXXWATRW-UHFFFAOYSA- HEFNNWSXXWATRW-UHFFFAOYSA-N
    HMS1920F15 HMS2089P05 HMS2091N03
    HMS2230N04 HMS3259G05 HMS3262K03
    HMS3372M09 HMS3649M11 HMS3651A15
    HMS502M09 HSDB 3099 HY-78131
    Haltran Hemagene Tailleur Hydratropic acid, p-isobutyl-
    I 4883 I0415 IB-100
    IDI1_000887 IP-82 Ibol
    Ibren Ibu Ibu-Attritin
    Ibu-Tab Ibu-Tab 200 Ibu-slo
    Ibu-slow Ibubest Ibubeta
    Ibucasen Ibudol Ibudolor
    Ibufen Ibuflamar Ibufug
    Ibugel Ibugen Ibugesic
    Ibuhexal Ibulagic Ibular
    Ibulav Ibuleve Ibulgan
    Ibumed Ibumerck Ibumetin
    Ibupirac Ibupril Ibuprin
    Ibuprocin Ibuprofen (Advil) Ibuprofen (Dolgesic)
    Ibuprofen (JP17/USP/INN) Ibuprofen - Adooq Bioscience Ibuprofen 1.0 mg/ml in Methanol
    Ibuprofen 100 microg/mL in Methanol Ibuprofen I.V. Solution Ibuprofen [USAN:BAN:INN:JAN]
    Ibuprofen [USAN:USP:INN:BAN:JAN] Ibuprofen for peak identification, European Pharmacopoeia (EP) Reference Standard Ibuprofen(Advil)
    Ibuprofen, 99% Ibuprofen, >=98% (GC) Ibuprofen, British Pharmacopoeia (BP) Reference Standard
    Ibuprofen, European Pharmacopoeia (EP) Reference Standard Ibuprofen, Pharmaceutical Secondary Standard Ibuprofen, United States Pharmacopeia (USP) Reference Standard
    Ibuprofen, VETRANAL(TM), analytical standard Ibuprofen, Vetec(TM) reagent grade, 97% Ibuprofen, meets USP testing specifications
    Ibuprofen,(S) Ibuprofen-Zinc Ibuprofene
    Ibuprofene [INN-French] Ibuprofeno Ibuprofeno [INN-Spanish]
    Ibuprofenum Ibuprofenum [INN-Latin] Ibuprohm
    Ibuprophen Ibuprox Ibusal
    Ibutid Ibux Ifen
    InChI=1/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) Inabrin Inflam
    Inoven Ipren Irfen
    Isobutylpropanoicphenolic acid Isodol J-009349
    J10135 Jenaprofen Junifen
    Junior Strength Advil Junior Strength Ibuprofen Junior Strength Motrin
    KBio1_000887 KBio2_001329 KBio2_003897
    KBio2_006465 KBio3_001390 KBioGR_000389
    KBioSS_001329 KS-00000CJ0 KS-000047NV
    KS-5029 KSC492A1B Kesan
    Kontagripp Mono Kratalgin LP00691
    LS-7454 Lamidon Lebrufen
    Librofem Lidifen Liptan
    Lopac0_000691 Lopane M-4957
    MCULE-9475454445 MFCD00010393 MLS000069733
    MLS001146965 MOTRIN MIGRAINE PAIN Malafene
    Manypren Medipren Melfen
    Mensoton Midol Midol 200
    Midol IB Cramp Relief Midol Liquid Gels Moment
    Motrin Motrin (TN) Motrin IB
    Motrin IB Gelcaps Motrin IB Gelcaps (Salt/Mix) Mynosedin
    N4,N4' -Di(naphthalen-1-yl)-N4,N4' -bis(4-vinylphenyl)biphenyl-4,4'-diamine NC00458 NCGC00015529-04
    NCGC00015529-05 NCGC00015529-06 NCGC00015529-07
    NCGC00015529-08 NCGC00015529-09 NCGC00015529-10
    NCGC00015529-12 NCGC00015529-13 NCGC00015529-14
    NCGC00015529-15 NCGC00015529-18 NCGC00089819-02
    NCGC00089819-03 NCGC00089819-04 NCGC00089819-05
    NCGC00089819-06 NCGC00089819-07 NCGC00256416-01
    NCGC00258935-01 NCGC00261376-01 NCI60_002065
    NINDS_000887 NSC 256857 NSC-256857
    NSC-757073 NSC256857 NSC757073
    Nagifen-D Napacetin Narfen
    Neo-Helvagit Neo-Mindol Neobrufen
    Nerofen Noalgil Nobafon
    Nobfelon Nobfen Nobgen
    Noritis Novadol Novo Dioxadol
    Novo-Profen Novogent Novoprofen
    Nuprilan Nuprin Nurofen
    Nurofen Meltlets Opera_ID_554 Optifen
    Opturem Oralfene Ostarin
    Ostofen Ozonol Paduden
    Panafen Pantrop Paxofen
    Pedea PediaProfen Pediatric Advil
    Perofen Perrigo ibuprofen Pharmakon1600-01500347
    Proartinal Profen Proflex
    Propanoic acid, 2-(4-isobutylphenyl) Provon PubChem16054
    Q186969 Quadrax R.D. 13621
    RD 13621 RTR-006580 Racemic ibuprofen
    Rafen Ranofen Rebugen
    Relcofen Rhinadvil Rofen
    Roidenin Rufen Rufin
    Rupan SAM002264619 SB19113
    SBB064160 SBI-0050669.P004 SC-18867
    SCHEMBL3001 SMR000058184 SPBio_000178
    SPECTRUM1500347 SR-01000000214 SR-01000000214-13
    SR-01000000214-2 SR-01000000214-4 ST-1482
    ST024750 ST24032335 STK177358
    SW203738-2 Sadefen Salivia
    Salprofen Schmerz-Dolgit Seclodin
    Sednafen Seklodin Seskafen
    Sine-Aid IB Caplets (Salt/Mix) Siyafen Solpaflex
    Solufen Spectrum2_000129 Spectrum3_000465
    Spectrum4_000015 Spectrum5_000862 Spectrum_000849
    Stelar Sugafen Suprafen
    Suspren Syntofene TR-006580
    TRA0047278 Tab-Profen Tabalon
    Tabalon 400 Tatanal Tempil
    Tofen Togal N Tonal
    Tox21_110170 Tox21_110170_1 Tox21_201384
    Tox21_302829 Tox21_500691 Trauma-Dolgit Gel
    Trendar U 18573 U-18,573
    U-18573 UCB 79171 Unipron
    Upfen Uprofen Urem
    VUFB 9649 WLN: QVY&R DIY Z1695709473
    ZAG-1701 Zafen Zofen
    [(+/-)-2-(4-Isobutylphenyl)-propionic Acid alpha-(4-Isobutylphenyl)propionate alpha-(4-Isobutylphenyl)propionic acid
    alpha-(4-isobutylphenyl)-propionic acid alpha-(p-isobutylphenyl)-propionic acid alpha-(p-isobutylphenyl)propionic acid
    alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid alpha-Methyl-4-(isobutyl)phenylacetic acid
    alpha-p-Isobutylphenylpropionate alpha-p-Isobutylphenylpropionic acid duralbuprofen
    ibuprofen p-Isobutyl-2-phenylpropionate p-Isobutyl-2-phenylpropionic acid
    p-Isobutylhydratropate p-Isobutylhydratropic acid p-Isobutylhydratropic acid
    p-isobutyl-hydratropic acid s1638

    DrugBank Name Ibuprofen
    DrugBank DB01050
    CAS Number 1010396-31-2, 1216459-54-9, 141505-32-0, 15687-27-1, 51146-56-6, 51146-57-7, 58560-75-1
    PubChem Compound 3672
    KEGG Compound ID C01588
    KEGG Drug D00126
    PubChem.Substance 46507255
    ChEBI 5855
    PharmGKB PA449957
    ChemSpider 3544
    BindingDB 50009859.0
    TTD DAP000780
    Wikipedia Ibuprofen
    DPD 2609

    1. Dykens et al. (2007)