Tìm theo
Meclofenamic acid
Các tên gọi khác (9 ) :
  • Acide meclofenamique
  • Acido meclofenamico
  • Acidum meclofenamicum
  • CI-583
  • INF 4668
  • Meclofenamate
  • N-(2,6-Dichloro-3-methylphenyl)anthranilic acid
  • N-(2,6-Dichloro-m-tolyl)anthranilic acid
  • N-(3-Methyl-2,6-dichlorophenyl)anthranilic acid
anti inflammatory agents non steroidal, cyclooxygenase inhibitors
Thuốc Gốc
Small Molecule
CAS: 644-62-2
ATC: M01AG04, M02AA18
ĐG : Dispensing Solutions , http://www.drxdispensing.com
CTHH: C14H11Cl2NO2
PTK: 296.149
A non-steroidal anti-inflammatory agent with antipyretic and antigranulation activities. It also inhibits prostaglandin biosynthesis. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H11Cl2NO2
Phân tử khối
296.149
Monoisotopic mass
295.016684015
InChI
InChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)
InChI Key
InChIKey=SBDNJUWAMKYJOX-UHFFFAOYSA-N
IUPAC Name
2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid
Traditional IUPAC Name
meclofenamic acid
SMILES
CC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1
Độ tan chảy
248-250
Độ hòa tan
30 mg/L
logP
5
logS
-4.9
pKa (strongest acidic)
3.79
pKa (Strongest Basic)
-3.6
PSA
49.33 Å2
Refractivity
76.45 m3·mol-1
Polarizability
28.44 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
3
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
2
Bioavailability
1
Dược Lực Học : Meclofenamic acid is a nonsteroidal agent which has demonstrated anti-inflammatory, analgesic, and antipyretic activity in laboratory animals.
Cơ Chế Tác Dụng : A non-steroidal anti-inflammatory agent with antipyretic and antigranulation activities. It also inhibits prostaglandin biosynthesis. [PubChem] The mode of action, like that of other nonsteroidal anti-inflammatory agents, is not known. Therapeutic action does not result from pituitary-adrenal stimulation. In animal studies, meclofenamic acid was found to inhibit prostaglandin synthesis and to compete for binding at the prostaglandin receptor site. In vitro meclofenamic acid was found to be an inhibitor of human leukocyte 5-lipoxygenase activity. These properties may be responsible for the anti-inflammatory action of meclofenamic acid. There is no evidence that meclofenamic acid alters the course of the underlying disease.
Dược Động Học :
▧ Absorption :
Rapidly absorbed in man following single and multiple oral doses with peak plasma concentrations occurring in 0.5 to 2 hours. The concomitant administration of antacids (aluminum and magnesium hydroxides) does not interfere with absorption of meclofenamic acid. Unlike most NSAIDs, which when administered with food have a decrease in rate but not in extent of absorption, meclofenamic acid is decreased in both. It has been reported that following the administration of meclofenamic acid capsules one-half hour after a meal, the average extent of bioavailability decreased by 26%, the average peak concentration (Cmax) decreased fourfold and the time to Cmax was delayed by 3 hours.
▧ Volume of Distribution :
* 9.1 to 43.2 L
▧ Protein binding :
Greater than 99% bound to plasma proteins over a wide drug concentration range.
▧ Metabolism :
Hepatic. Meclofenamic acid is extensively metabolized to an active metabolite (Metabolite I; 3-hydroxymethyl metabolite of meclofenamic acid) and at least six other less well characterized minor metabolites. Only Metabolite I has been shown in vitro to inhibit cyclooxygenase activity with approximately one fifth the activity of meclofenamic acid.
▧ Route of Elimination :
Other metabolites, whose excretion rates are unknown, account for the remaining 35% to 62% of the dose excreted in the urine. The remainder of the administered dose (approximately 30%) is eliminated in the feces (apparently through biliary excretion). Trace amounts of meclofenamate sodium are excreted in human breast milk.
▧ Half Life :
In a study in 10 healthy subjects following a single oral dose the apparent elimination half-life ranged from 0.8 to 5.3 hours. Metabolite I (3-hydroxymethyl metabolite of meclofenamic acid) has a mean half-life of approximately 15 hours.
▧ Clearance :
* Oral cl=206 mL/min
Độc Tính : After a massive overdose, CNS stimulation may be manifested by irrational behavior, marked agitation and generalized seizures. Following this phase, renal toxicity (falling urine output, rising creatinine, abnormal urinary cellular elements) may be noted with possible oliguria or anuria and azotemia. A 24 year-old male was anuric for approximately one week after ingesting an overdose of 6 to 7 grams of meclofenamate sodium. Spontaneous diuresis and recovery subsequently occurred.
Chỉ Định : For the relief of mild to moderate pain, for the treatment of primary dysmenorrhea and for the treatment of idiopathic heavy menstrual blood loss. Also for relief of the signs and symptoms of acute and chronic rheumatoid arthritis and osteoarthritis.
Tương Tác Thuốc :
  • 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
  • Eltrombopag Increases levels of Meclofenamic acid via metabolism decrease. UDP-glucuronosyltransferase inhibition with unclear significance.
  • Ginkgo biloba Additive anticoagulant/antiplatelet effects may increase bleed risk. Concomitant therapy should be avoided.
  • Methotrexate The NSAID, meclofenamic acid, 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 Meclofenamic acid may increase the risk of acute renal failure and hyperkalemia. Monitor renal function at the beginning and during treatment.
  • Timolol The NSAID, Meclofenamate, may antagonize the antihypertensive effect of Timolol.
  • Trandolapril The NSAID, Meclofenamate, may reduce the antihypertensive effect of Trandolapril. Consider alternate therapy or monitor for changes in Trandolapril efficacy if Meclofenamate is initiated, discontinued or dose changed.
  • Treprostinil The prostacyclin analogue, Treprostinil, may increase the risk of bleeding when combined with the NSAID, Meclofenamate. Monitor for increased bleeding during concomitant thearpy.
  • Warfarin The antiplatelet effects of meclofenamic acid 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 : Capsule - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Yung Shin
    Sản phẩm biệt dược : Ethos
  • Công ty : U-Liang
    Sản phẩm biệt dược : Eucome
  • Công ty : Mylan
    Sản phẩm biệt dược : Meclofenamate Sodium
  • Công ty : Pfizer
    Sản phẩm biệt dược : Meclomen
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00939
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4037
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507887
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C02996
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02341
ChemSpider
http://www.chemspider.com/Chemical-Structure.3897.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=22971
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0378-2150-01
PharmGKB
http://www.pharmgkb.org/drug/PA450341
Wikipedia
http://en.wikipedia.org/wiki/Meclofenamic_acid
RxList
http://www.rxlist.com/cgi/generic/meclofen.htm
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