Tìm theo
Nabumetone
Các tên gọi khác (8 ) :
  • 4-(6-Methoxy-2-naphthalenyl)-2-butanone
  • 4-(6-Methoxy-2-naphthyl)-2-butanone
  • Nabumeton
  • Nabumetona
  • Nabumétone
  • Nabumetone
  • Nabumetonum
  • Relafen
Thuốc giảm đau, hạ sốt, chống viêm không steroid, điều trị Gút và các bệnh xương khớp
Thuốc Gốc
Small Molecule
CAS: 42924-53-8
ATC: M01AX01
ĐG : Altura Pharmaceuticals Inc. , http://www.alturapharma.com
CTHH: C15H16O2
PTK: 228.2863
Nabumetone is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid family (which includes diclofenac). Marketed under the brand name Relafen, it has been shown to have a slightly lower risk of gastrointestinal side effects than most other non-selective NSAIDs.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H16O2
Phân tử khối
228.2863
Monoisotopic mass
228.115029756
InChI
InChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3
InChI Key
InChIKey=BLXXJMDCKKHMKV-UHFFFAOYSA-N
IUPAC Name
4-(6-methoxynaphthalen-2-yl)butan-2-one
Traditional IUPAC Name
nabumetone
SMILES
COC1=CC2=C(C=C1)C=C(CCC(C)=O)C=C2
Độ hòa tan
Practically insoluble
logP
3.08
logS
-5.1
pKa (strongest acidic)
19.59
pKa (Strongest Basic)
-4.8
PSA
26.3 Å2
Refractivity
68.43 m3·mol-1
Polarizability
26.17 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
2
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Nabumetone is a naphthylalkanone. Is is a non-selective prostaglandin G/H synthase (a.k.a. cyclooxygenase or COX) inhibitor that acts on both prostaglandin G/H synthase 1 and 2 (COX-1 and -2). Prostaglandin G/H synthase catalyzes the conversion of arachidonic acid to prostaglandin G2 and prostaglandin G2 to prostaglandin H2. Prostaglandin H2 is the precursor to a number of prostaglandins involved in fever, pain, swelling, inflammation, and platelet aggregation. The parent compound is a prodrug that undergoes hepatic biotransformation to the active compound, 6-methoxy-2-naphthylacetic acid (6MNA). The analgesic, antipyretic and anti-inflammatory effects of NSAIDs occur as a result of decreased prostaglandin synthesis.
Cơ Chế Tác Dụng : Nabumetone is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid family (which includes diclofenac). Marketed under the brand name Relafen, it has been shown to have a slightly lower risk of gastrointestinal side effects than most other non-selective NSAIDs. The parent compound is a prodrug, which undergoes hepatic biotransformation to the active component, 6-methoxy-2-naphthylacetic acid (6MNA), that is a potent inhibitor of prostaglandin synthesis, most likely through binding to the COX-2 and COX-1 receptors.
Dược Động Học :
▧ Absorption :
Well absorbed from the gastrointestinal tract. Coadministration of food increases the rate of absorption and subsequent appearance of 6MNA (the active metabolite) in the plasma but does not affect the extent of conversion of nabumetone into 6MNA.
▧ Protein binding :
The active metabolite, 6MNA, is more than 99% bound to plasma proteins.
▧ Metabolism :
Undergoes rapid biotransformation to the principal active metabolite, 6-methoxy-2-naphthylacetic acid (6MNA). Approximately 35% of a 1000 mg oral dose of nabumetone is converted to 6MNA and 50% is converted into unidentified metabolites which are subsequently excreted in the urine.
▧ Route of Elimination :
Approximately 35% of a 1000 mg oral dose of nabumetone is converted to 6MNA and 50% is converted into unidentified metabolites which are subsequently excreted in the urine.
▧ Half Life :
Approximately 23 hours for the active metabolite, 6MNA. Increased in patients with renal insufficiency.
▧ Clearance :
* 20 - 30 mL/min
Độc Tính : The one overdose occurred in a 17-year-old female patient who had a history of abdominal pain and was hospitalized for increased abdominal pain following ingestion of 30 nabumetone tablets (15 grams total). Stools were negative for occult blood and there was no fall in serum hemoglobin concentration. The patient had no other symptoms.
Chỉ Định : For acute and chronic treatment of signs and symptoms of osteoarthritis and rheumatoid arthritis.
Tương Tác Thuốc :
  • Acenocoumarol The NSAID, nabumetone, may increase the anticoagulant effect of acenocoumarol.
  • Alendronate Increased risk of gastric toxicity
  • Anisindione The NSAID, nabumetone, may increase the anticoagulant effect anisindione.
  • Azilsartan medoxomil Increases toxicity of each. May deteriorate renal function, particularly in volume depleted or elderly patients. Decreases effects of azilsartan by antagonism.
  • Colesevelam Bile acid sequestrants may decrease the absorption of Nonsteroidal Anti-Inflammatory Agents. Monitor for decreased serum concentrations/therapeutic effects of nonsteroidal anti-inflammatory agents (NSAID) if coadministered with bile acid sequestrants. Separating the administration of doses by 2 or more hours may reduce (but not eliminate) the risk of interaction. The manufacturer of colesevelam recommends that drugs should be administered at least 1 hour before or 4 hours after colesevelam.
  • Cyclosporine Monitor for nephrotoxicity
  • Dicoumarol The NSAID, nabumetone, may increase the anticoagulant effect of dicumarol.
  • Ginkgo biloba Additive anticoagulant/antiplatelet effects may increase bleed risk. Concomitant therapy should be avoided.
  • Methotrexate The NSAID, nabumetone, may decrease the renal excretion of methotrexate. Increased risk of methotrexate toxicity.
  • Pralatrexate NSAIDs increase the risk of toxicity due to impairment of renal clearance of pralatrexate thus increasing exposure. Monitor for adverse effects or adjust dose of pralatrexate.
  • Telmisartan Concomitant use of Telmisartan and Nabumetone may increase the risk of acute renal failure and hyperkalemia. Monitor renal function at the beginning and during treatment.
  • Timolol The NSAID, Nabumetone, may antagonize the antihypertensive effect of Timolol.
  • Trandolapril The NSAID, Nabumetone, may reduce the antihypertensive effect of Trandolapril. Consider alternate therapy or monitor for changes in Trandolapril efficacy if Nabumetone is initiated, discontinued or dose changed.
  • Treprostinil The prostacyclin analogue, Treprostinil, may increase the risk of bleeding when combined with the NSAID, Nabumetone. Monitor for increased bleeding during concomitant thearpy.
  • Warfarin The antiplatelet effects of nabumetone may increase the bleed risk associated with warfarin. Consider alternate therapy or monitor for signs and symptoms of bleeding during concomitant therapy.
Liều Lượng & Cách Dùng : Tablet, film coated - Oral - 500 mg
Tablet, film coated - Oral - 750 mg
Dữ Kiện Thương Mại
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Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00461
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4409
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507729
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00425
ChemSpider
http://www.chemspider.com/Chemical-Structure.4256.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50240662
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/49884-649-01
PharmGKB
http://www.pharmgkb.org/drug/PA450572
Wikipedia
http://en.wikipedia.org/wiki/Nabumetone
RxList
http://www.rxlist.com/cgi/generic/nabume.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/rel1370.shtml
Drugs.com
http://www.drugs.com/cdi/nabumetone.html
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