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Drug

D0074 | Ketoprofen

Molecular Formula C16H14O3
Molecular Weight 254.28
Structure
State solid
Clearance * Oral-dose cl=6.9 +/- 0.8 L/h [Ketoprofen Immediate-release capsules (4 × 50 mg)] * Oral-dose cl=6.8 +/- 1.8 L/h [Ketoprofen Extended-release capsules (1 × 200 mg)] * 0.08 L/kg/h * 0.7 L/kg/h [alcoholic cirrhosis patients]
Route of elimination In a 24 hour period, approximately 80% of an administered dose of ketoprofen is excreted in the urine, primarily as the glucuronide metabolite.
Protein binding 99% bound, primarily to albumin
Half life Conventional capsules: 1.1-4 hours <p>Extended release capsules: 5.4 hours due to delayed absorption (intrinsic clearance is same as conventional capsules)</p>
Absorption Ketoprofen is rapidly and well-absorbed orally, with peak plasma levels occurring within 0.5 to 2 hours.

M

M02AA10 Ketoprofen


[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

M01AE53 Ketoprofen, combinations


[M01AE] Propionic acid derivatives


[M01A] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS


[M01] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS


[M] Musculoskeletal system

M01AE03 Ketoprofen


[M01AE] Propionic acid derivatives


[M01A] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS


[M01] ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS


[M] Musculoskeletal system

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 637 companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


Reported as not meeting GHS hazard criteria by 1 of 637 companies. For more detailed information, please visit ECHA C&L website


Of the 19 notification(s) provided by 636 of 637 companies with hazard statement code(s):


H301 (99.84%): Toxic if swallowed [Danger Acute toxicity, oral]


H315 (23.11%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (23.11%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (23.27%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


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.


 P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
human TDLo oral 714ug/kg (0.714mg/kg) gastrointestinal: nausea or vomiting Journal of Clinical Pharmacology. Vol. 24, Pg. 486, 1984.
women TDLo oral 11mg/kg/12H-I (11mg/kg) Journal of Clinical Pyschopharmacology. Vol. 19, Pg. 95, 1999.
guinea pig LD50 oral 1300mg/kg (1300mg/kg) Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
guinea pig LD50 intravenous 450mg/kg (450mg/kg) Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
mouse LD50 oral 360mg/kg (360mg/kg) Polish Journal of Pharmacology and Pharmacy. Vol. 38, Pg. 107, 1986.
mouse LD50 subcutaneous 550mg/kg (550mg/kg) Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
rat LD50 intravenous 350mg/kg (350mg/kg) Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 222, 1978.
mouse LD50 intravenous 500mg/kg (500mg/kg) Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
child TDLo unreported 300mg/kg/15D- (300mg/kg) New England Journal of Medicine. Vol. 300, Pg. 796, 1979.
rat LD50 oral 62400ug/kg (62.4mg/kg) Arzneimittel-Forschung. Drug Research. Vol. 34, Pg. 280, 1984.
women TDLo oral 80mg/kg/10D-I (80mg/kg) kidney, ureter, and bladder: "changes in tubules (including acute renal failure, acute tubular necrosis)" British Medical Journal. Vol. 292, Pg. 97, 1986.
mouse LD50 intraperitoneal 300mg/kg (300mg/kg) European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 11, Pg. 7, 1976.
man TDLo oral 5714ug/kg (5.714mg/kg) Clinical Rheumatology. Vol. 10, Pg. 215, 1991.
man TDLo oral 5714ug/kg (5.714mg/kg) liver: "hepatitis (hepatocellular necrosis), zonal" Clinical Rheumatology. Vol. 10, Pg. 215, 1991.
rat LD50 subcutaneous 100mg/kg (100mg/kg) Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
rat LD50 intraperitoneal 80mg/kg (80mg/kg) Drugs in Japan Vol. 6, Pg. 265, 1982.
rat LD50 rectal 84mg/kg (84mg/kg) Journal of Toxicological Sciences. Vol. 6, Pg. 209, 1981.

  • Ankylosing spondylitis

  • Arthralgia

  • Arthritis

  • Back pain

  • Bursitis

  • Contusion

  • Fibromyalgia

  • Gout

  • Inflammation

  • Ligament sprain

  • Musculoskeletal discomfort

  • Osteoarthritis

  • Pain

  • Periarthritis

  • Post-traumatic pain

  • Procedural pain

  • Rheumatoid arthritis

  • Sciatica

  • Spinal osteoarthritis

  • Spondylitis

  • Sports injury

  • Swelling

  • Synovitis

  • Tendonitis

  • Dyspepsia

    • (+) ketoprofen (+-)-3-Benzoyl-alpha-methylbenzeneacetic acid (+-)-m-Benzoylhydratropic acid
    (+/-)-2-(3-Benzoylphenyl)propionic acid (+/-)-m-Benzoylhydratropic acid (.+/-.)-3-Benzoyl-.alpha.-methylbenzeneacetic acid
    (.+/-.)-m-Benzoylhydratropic acid (2R)-2-(3-benzoylphenyl)propanoic acid (rs)-2-(3-benzoylphenyl)propanoic acid
    071K154 19,583 RP 19583 RP
    2-(3'-benzoylphenyl)propionic acid 2-(3-Benzoylphenyl)propanoic acid 2-(3-Benzoylphenyl)propanoic acid #
    2-(3-Benzoylphenyl)propionic acid 2-(3-benzoylphenyl) propionic acid 2-(3-benzoylphenyl) propionoic acid
    2-(3-benzoylphenyl)-propionic acid 2-(m-Benzoylphenyl)propionic acid 2-[3-(benzoyl)phenyl]propanoic acid
    2-[3-(phenylcarbonyl)phenyl]propanoic acid 22071-15-4 22161-86-0
    3-BENZOYL-ALPHA-METHYLBENZENEACETIC ACID 3-Benzoyl-.alpha.-methylbenzeneacetic acid 3-Benzoylhydratropic acid
    A815896 AB00052249 AB00052249-17
    AB00052249-19 AB00052249-20 AB00052249_21
    AB00052249_22 AB2000190 AC-1486
    AK-47496 AKOS007930512 AM20060549
    Acide (benzoyl-3-phenyl)-2-propionique Acide (benzoyl-3-phenyl)-2-propionique [French] Actron
    Alrheumat Alrheumum Alrheumun
    Aneol BCP0726000302 BCP23428
    BCP9000810 BDBM50022271 BIDD:GT0443
    BIM-0050664.0001 BPBio1_000261 BR-47496
    BRD-A97739905-001-05-9 BRD-A97739905-001-15-8 BSPBio_000237
    BSPBio_003037 Benzeneacetic acid, 3-benzoyl-.alpha.-methyl- Benzeneacetic acid, 3-benzoyl-?-methyl-
    Benzeneacetic acid, 3-benzoyl-alpha-methyl- Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (+-)- Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (+/-)
    Benzoylhydratropic Acid C01716 CAS-22071-15-4
    CCG-39685 CCRIS 4508 CHEBI:6128
    CHEMBL571 CPD000040181 CS-2175
    CTK8F2159 Capisten Certified Reference Material
    D00132 DB01009 DKYWVDODHFEZIM-UHFFFAOYSA-
    DKYWVDODHFEZIM-UHFFFAOYSA-N DSSTox_CID_771 DSSTox_GSID_20771
    DSSTox_RID_75783 DTXSID6020771 Dexal
    DivK1c_000598 EINECS 244-759-8 EU-0100686
    Epatec Epitope ID:131783 F2173-0960
    FT-0082352 FT-0602834 Fastum
    GTPL4795 HMS1568L19 HMS1921B12
    HMS2089B16 HMS2092L19 HMS2095L19
    HMS2234H16 HMS3259I05 HMS3262I13
    HMS3372M08 HMS3373G09 HMS3649N10
    HMS3655C15 HMS3712L19 HMS501N20
    HY-B0227 Hydratropic acid, m-benzoyl-, (+-)- IDI1_000598
    InChI=1/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19) Iso-K K 1751
    K0038 KBio1_000598 KBio2_001789
    KBio2_004357 KBio2_006925 KBio3_002537
    KBioGR_000435 KBioSS_001789 KS-00000GGJ
    KS-5031 Kefenid Ketoprofen (+-)
    Ketoprofen (Actron) Ketoprofen (JP17/USP/INN) Ketoprofen ,(S)
    Ketoprofen [USAN:INN:BAN:JAN] Ketoprofen [USAN:USP:INN:BAN:JAN] Ketoprofen(Actron)
    Ketoprofen, >=98% (TLC) Ketoprofen, British Pharmacopoeia (BP) Reference Standard Ketoprofen, European Pharmacopoeia (EP) Reference Standard
    Ketoprofen, Pharmaceutical Secondary Standard Ketoprofen, United States Pharmacopeia (USP) Reference Standard Ketoprofen, VETRANAL(TM), analytical standard
    Ketoprofen, meets USP testing specifications Ketoprofene Ketoprofene [INN-French]
    Ketoprofeno Ketoprofeno [INN-Spanish] Ketoprofenum
    Ketoprofenum [INN-Latin] Ketopron Ketoprophene
    L''Acide (benzoyl-3-phenyl)-2-propionique L'Acide (benzoyl-3-phenyl)-2-propionique LP00686
    LS-28621 LS-7470 Lertus
    Lopac0_000686 M-7468 MCULE-9740144074
    MFCD00055790 MLS000028446 MLS000079024
    MLS001201752 MLS001306444 MLS002548889
    MLS006011967 Menamin Meprofen
    NC00459 NCGC00015578-02 NCGC00015578-03
    NCGC00015578-04 NCGC00015578-05 NCGC00015578-07
    NCGC00015578-08 NCGC00015578-10 NCGC00015578-12
    NCGC00016757-01 NCGC00094043-01 NCGC00094043-02
    NCGC00094043-03 NCGC00094043-04 NCGC00258401-01
    NCGC00261371-01 NINDS_000598 NSC-758144
    NSC758144 Opera_ID_509 Oprea1_117113
    Orudis Orudis (TN) Orudis KT
    Orudis, Profenid, Dexal, Keduril, Ketofen, Orudis;Oruvail;Ketoflam;Orudis KT;Actron Orugesic
    Oruvail Oscorel Pharmakon1600-01501215
    Prestwick0_000219 Prestwick1_000219 Prestwick2_000219
    Prestwick3_000219 Prestwick_617 Profenid
    Propionic acid, 2-(3-benzoylphenyl)- Q-201268 Q409192
    R.P. 19,583 R.P. 19583 RP 19583
    RP-19583 RU 4733 Racemic ketoprofen
    SAM002264620 SBB063946 SBI-0050664.P003
    SC-17621 SCHEMBL2896 SMR000040181
    SPBio_000952 SPBio_002158 SPECTRUM1501215
    SR-01000075949 SR-01000075949-1 SR-01000075949-18
    SR-01000075949-6 SR-01000075949-9 ST2409293
    STL450995 SW196784-3 Spectrum2_000956
    Spectrum3_001479 Spectrum4_000028 Spectrum5_001254
    Spectrum_001309 TRA-0188004 Toprec
    Toprek Tox21_110594 Tox21_110594_1
    Tox21_200847 Tox21_500686 UNM-0000306100
    Z1695709452 alpha(3-benzoylphenyl)propionic acid alpha-(3-benzoylphenyl)propionic acid
    alpha-(m-benzoylphenyl) propionic acid alpha-(m-benzoylphenyl)propionic acid ketoprofen
    m-Benzoylhydratropic acid m-benzoyl-hydratropic acid racemic-Ketoprofen
    s1645

    DrugBank Name Ketoprofen
    DrugBank DB01009
    CAS Number 1219805-29-4, 154907-35-4, 156604-79-4, 15962-46-6, 22071-15-4, 22161-81-5, 22161-86-0, 56105-81-8, 57469-78-0, 57495-14-4
    PubChem Compound 3825
    KEGG Compound ID C01716
    KEGG Drug D00132
    PubChem.Substance 46505715
    ChEBI 6128
    PharmGKB PA450149
    ChemSpider 3693
    BindingDB 50022271.0
    TTD DAP000623
    Wikipedia Ketoprofen
    DPD 2327

    1. Dykens et al. (2007)