Mefenamic acid

Mefenamic acid
Datos Klinikal
Mga tatak pangkalakal	Ponstel, Ponstan
AHFS/Drugs.com	monograph
MedlinePlus	a681028
Kategorya sa; pagdadalangtao	AU: C ; US: C (Hindi pa tiyak ang panganib) ; ;
Mga ruta ng; administrasyon	Bibig
Kodigong ATC	M01AG01 (WHO) ;
Estadong Legal
Estadong legal	AU: S2 (Tanging botika) ; UK: POM (Tanging reseta) ; US: ℞-lamang ;
Datos Parmakokinetiko
Bioavailability	90%
Pagbuklod ng protina	90%
Metabolismo	Atay (CYP2C9)
Biyolohikal na hating-buhay	2 oras
Ekskresyon	Ihi (66%), dumi (20-25%)
Mga pangkilala
	Pangalang IUPAC 2-(2,3-dimethylphenyl)aminobenzoic acid;
Bilang ng CAS	61-68-7 ;
PubChem CID	4044;
IUPHAR/BPS	2593;
DrugBank	DB00784 ;
ChemSpider	3904 ;
UNII	367589PJ2C;
KEGG	D00151 ;
ChEBI	CHEBI:6717 ;
ChEMBL	CHEMBL686 ;
ECHA InfoCard	100.000.467
Datos Kemikal at Pisikal
Pormula	C15H15NO2
Bigat Molar	241.285 g/mol
Modelong 3D (Jmol)	Interaktibong larawan;
	SMILES O=C(O)c2c(Nc1cccc(c1C)C)cccc2;
	InChI InChI=1S/C15H15NO2/c1-10-6-5-9-13(11(10)2)16-14-8-4-3-7-12(14)15(17)18/h3-9,16H,1-2H3,(H,17,18) ; Key:HYYBABOKPJLUIN-UHFFFAOYSA-N ;
(ano ito?) (patunayan)

Ang Mefenamic acid o Asidong mefenamiko ay isang miyembro ng klaseng deribatibong asidong anthraniliko (o fenamate) ng mga gamot NSAID. Kadalasan itong ginagamit na panlunas sa kaunti hanggang katamtamang kirot, kasama na ang kirot dulot ng sapanahon o pagreregla, at ginagamit rin para malunasan ang mga sakit ng ulo na kaugnay ng pagreregla.^[1]^[2] Hindi ito malawakang ginagamit dahil sa mga naitatalang kasamang epekto.^[3]^[4]^:334

Natuklasan at naibenta ito sa pamilihan ng Parke-Davis noong dekada ng 1960 sa ilalim ng pangalang Ponstan, Ponalar, Ponstyl, at Ponstel. Naging heneriko ito noong dekada ng 1980 at nagagamit na sa buong mundo sa ilalim ng ibat-ibang pangalan..^[5] Noong 2015, mahigit 200 USD ang halaga ng medikasyon ng mefenamic acid sa Estados Unidos.^[6]

Gamit

Ginagamit ang mefenamic acid upang gamutin ang kaunti hanggang katamtamang kirot at kirot dulot ng sapanahon o pagreregla.^[1] Hindi ito malawakang ginagamit.^[3]^[4]^:334

Kasamang epekto

Nirerekomenda na kumain muna bago uminom ng mefenamic acid.^[7]

Kasama sa mga kilalang kaunting kasamang epekto ng mefenamic acid ang pagsakit ng ulo, pagiging balisa at pagsusuka. May mga malalalang kasamang epekto rin ito tulad na lamang ng diarrhea, hematemesis (pagsusuka ng dugo), haematuria (dugo sa ihi), paglabo ng paningin, pangangati ng balak, sore throat at lagnat.^[4]^:334 Naiugnay rin ito sa talamak na pagkasira sa atay.^[3]

Mekanismo ng aksiyon

Tulad ng ibang miyembro ng klaseng deribatibong asidong anthraniliko (o fenamate) ng gamot NSAID, pinagbabawalan nito ang parehong anyo ng COX at pinipigilan ang pagbuo ng prostaglandins.^[3]^[8]

Pagbuo

Tulad ng sa fenamic acid, ang kompuwestong ito ay maaaring buuin mula sa 2-chlorobenzoic acid at 2,3-dimethylaniline.^[9]

Tignan din

Niflumic acid

Talababa

↑ ^1.0 ^1.1 FDA Ponstel Label Updated February 19, 2008
↑ Pringsheim, T.; Davenport, W. J.; Dodick, D. (2008). "Acute Treatment and Prevention of Menstrually Related Migraine Headache: Evidence-Based Review". Neurology. 70 (17): 1555–1563. doi:10.1212/01.wnl.0000310638.54698.36. PMID 18427072.{{cite journal}}: CS1 maint: date auto-translated (link) CS1 maint: multiple names: mga may-akda (link)
↑ ^3.0 ^3.1 ^3.2 ^3.3 NIH LiverTox Database Mefenamic Acid Last updated June 23, 2015. Page accessed July 3, 2015
↑ ^4.0 ^4.1 ^4.2 Jeffrey K. Aronson. Meyler's Side Effects of Analgesics and Anti-inflammatory Drugs. Elsevier, 2009 ISBN 9780080932941
↑ Drugs.com drugs.com international listings for mefenamic acid Page accessed July 3, 2015
↑ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. X. ISBN 9781284057560.{{cite book}}: CS1 maint: date auto-translated (link)
↑ "Side effects for Mefenamic Acid". Medline Plus. National Institutes of Health.
↑ Prusakiewicz JJ et al. Differential sensitivity and mechanism of inhibition of COX-2 oxygenation of arachidonic acid and 2-arachidonoylglycerol by ibuprofen and mefenamic acid. Biochemistry. 2009 Aug 11;48(31):7353-5 PMID 19603831 PMC 2720641
↑ Trinus, F. P.; Mokhort, N. A.; Yagupol'skii, L. M.; Fadeicheva, A. G.; Danilenko, V. S.; Ryabukha, T. K.; Fialkov, Yu. A.; Kirichek, L. M.; Endel'man, É. S.; Get'man, G. A. (1977). "Mefenamic acid — A Nonsteroid Antiinflammatory Agent". Pharmaceutical Chemistry Journal. 11 (12): 1706–1711. doi:10.1007/BF00778304.{{cite journal}}: CS1 maint: date auto-translated (link)

Sanggunian

MedlinePlus Drug Information: Mefenamic Acid. Last accessed September 28, 2005.
Ponstel Pharmacology, Pharmacokinetics, Studies, Metabolism - Mefenamic Acid - RxList Monographs Naka-arkibo 2005-11-09 sa Wayback Machine.. Last accessed September 28, 2005.
Consumption of NSAIDs and the Development of Congestive Heart Failure in Elderly Patients
NSAIDs May Increase Risk for Worsening Heart Failure Naka-arkibo 2011-07-14 sa Wayback Machine.

[Label-1] 1.0 ^1.1 FDA Ponstel Label Updated February 19, 2008

[Pringsheim-2] Pringsheim, T.; Davenport, W. J.; Dodick, D. (2008). "Acute Treatment and Prevention of Menstrually Related Migraine Headache: Evidence-Based Review". Neurology. 70 (17): 1555–1563. doi:10.1212/01.wnl.0000310638.54698.36. PMID 18427072.{{cite journal}}: CS1 maint: date auto-translated (link) CS1 maint: multiple names: mga may-akda (link)

[LiverTox-3] 3.0 ^3.1 ^3.2 ^3.3 NIH LiverTox Database Mefenamic Acid Last updated June 23, 2015. Page accessed July 3, 2015

[Aronson-4] 4.0 ^4.1 ^4.2 Jeffrey K. Aronson. Meyler's Side Effects of Analgesics and Anti-inflammatory Drugs. Elsevier, 2009 ISBN 9780080932941

[BrandNames-5] Drugs.com drugs.com international listings for mefenamic acid Page accessed July 3, 2015

[Ric2015-6] Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. X. ISBN 9781284057560.{{cite book}}: CS1 maint: date auto-translated (link)

[7] "Side effects for Mefenamic Acid". Medline Plus. National Institutes of Health.

[8] Prusakiewicz JJ et al. Differential sensitivity and mechanism of inhibition of COX-2 oxygenation of arachidonic acid and 2-arachidonoylglycerol by ibuprofen and mefenamic acid. Biochemistry. 2009 Aug 11;48(31):7353-5 PMID 19603831 PMC 2720641

[9] Trinus, F. P.; Mokhort, N. A.; Yagupol'skii, L. M.; Fadeicheva, A. G.; Danilenko, V. S.; Ryabukha, T. K.; Fialkov, Yu. A.; Kirichek, L. M.; Endel'man, É. S.; Get'man, G. A. (1977). "Mefenamic acid — A Nonsteroid Antiinflammatory Agent". Pharmaceutical Chemistry Journal. 11 (12): 1706–1711. doi:10.1007/BF00778304.{{cite journal}}: CS1 maint: date auto-translated (link)

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t u b Gamot na hindi esteroideyo at antiinflamatoryo (NSAIDs) (pangunahin na ang M01A at M02A, kasama rin ang N02BA)
Pyrazolones / Pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
Salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
Deribatibo at kaugnay na subtansiya ng Acetic acid	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bumadizone Bufexamac Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indomethacin Indomethacin farnesil Isoxepac Ketorolac Lonazolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
Oxicams	Ampiroxicam Droxicam Lornoxicam Meloxicam Piroxicam Tenoxicam
Deribatibo ng Propionic acid (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ COX-inhibiting nitric oxide donator: Naproxcinod
N-Arylanthranilic acids (fenamates)	Azapropazone Etofenamate Flufenamic acid Flunixin Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid Flutiazin
Coxibs	Apricoxib Celecoxib Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
Iba pa	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase/Orgotein Tenidap
Tinutukoy lamang ng mga bagay na may atrebido ang mga naunang naiusad na kompuwesto ng espesipikong pangkat. ^#WHO-EM ^†Withdrawn drugs. ^‡Veterinary use medications.