Celecoxib

Celecoxib
Identificare
Număr CAS169590-42-5[1][2]  Modificați la Wikidata
PubChem2662[3]  Modificați la Wikidata
DrugBankDB00482  Modificați la Wikidata
ChemSpider2562[4]  Modificați la Wikidata
UNIIJCX84Q7J1L[2]  Modificați la Wikidata
KEGGC07589[5]  Modificați la Wikidata
ChEMBLCHEMBL118[6]  Modificați la Wikidata
Cod ATCM01AH01[7]  Modificați la Wikidata
SMILES
CC1=CC=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F[3]  Modificați la Wikidata
InChI
InChI=InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)[3]  Modificați la Wikidata
Date chimice
FormulăC₁₇H₁₄F₃N₃O₂S[3]  Modificați la Wikidata
Masă molară381,076 u.a.m.[3]  Modificați la Wikidata
Modifică date / text Consultați documentația formatului

Celecoxib (comercializat sub numele de Celebrex) este un antiinflamator non-steroidian, fiind un coxib, adică un inhibitor selectiv pentru ciclooxigenaza-2 (COX2 selectiv).[8]

Mod de acțiune

Este un inhibitor selectiv la COX2, la doze de 200-300mg/zi. Este bine absorbit pe cale digestivă. Legarea de proteinele plasmatice este de circa 97%. Activitatea este datorată medicamentului și nu metaboliților săi. Este metabolizat la nivel hepatic de către CYP2C9, prin hidroxilare, oxidare și o mică parte prin glucuronidare. Nivelurile celecoxibului pot fi crescute de către inhibitori (fluconazol, fluvastatin, etc.) deși nu există date care să susțină aceasta. Celecoxib inhibă CYP2D6 și astfel poate afecta concentrațiile serice ale unor antideprimante, antifungice, antipsihotice, analgezice și β-blocante.

Indicații

Tratamentul simptomatic al bolii artrozice și poliartritei reumatoide. Este utilizat ca analgezic în dureri de intensitate moderat-severă și în tratamentul simptomatic al dismenoreei primare.

Efecte adverse

  • gastrointestinale: dureri abdominale, diaree, flatulență, pirozis.
  • sistem nervos:amețeli, insomnie
  • respiratorii: faringită, sinuzită, infecții ale tractului respirator superior

Pot apărea și reacții neobișnuite:

  • sanguine: anemie
  • cardiovasculare: edeme,HTA, palpitații
  • hepatice : disfuncție renală (creșterea creatinemiei și uremiei, hiperpotasemie), etc.

Contraindicații

Hipersensibilatate la celecoxib, antecedente de alergie la sulfonamide, edeme, reacții alergice la AINS, ulcer gastroduodenal, insuficiența cardiacă. Nu se recomandă administrarea la copii.

Mod de administrare

200mg/zi administrate o dată pe zi sau în 2 prize poate fi administrat cu sau fără alimente. Poliartrita reumatoidă: 200-400 mg/zi în 2 prize.

Referințe

  1. ^ a b CAS Common Chemistry, accesat în  
  2. ^ a b c d celecoxib (în engleză), Global Substance Registration System, accesat în  
  3. ^ a b c d e f g h i j k l m n „Celecoxib”, celecoxib (în engleză), PubChem, accesat în  
  4. ^ a b Celecoxib (în engleză), ChemSpider, accesat în  
  5. ^ a b Celecoxib (în engleză), ChEMBL, accesat în  
  6. ^ a b CELECOXIB (în engleză), ChEMBL, accesat în  
  7. ^ a b Celecoxib (în engleză), DrugBank,  
  8. ^ „Celebrex, 100 mg / 200 mg, capsule - prospect”, Csid.ro, accesat în  


v • d • m
Antiinflamatoare nesteroidiene - AINS (ATC M01A, M02A și N02BA)
Pirazolone și pirazolidine
Derivați de acid salicilic
Derivați de acid acetic
Aceclofenac  • Acemetacin  • Acid fenclozic  • Alclofenac  • Amfenac  • Bendazac  • Bromfenac  • Bumadizonă  • Bufexamac  • Diclofenac  • Difenpiramidă  • Etodolac  • Felbinac  • Fentiazac  • Indometacin  • Ketorolac  • Lonazolac  • Oxametacin  • Proglumetacin  • Sulindac  • Tolmetină  • Zomepirac†
Derivați de acid fenamic
Derivați de acid propionic
Oxicami
Ampiroxicam  • Droxicam  • Isoxicam  • Lornoxicam  • Meloxicam  • Piroxicam  • Tenoxicam
Coxibi
Apricoxib  • Celecoxib  • Cimicoxib‡  • Deracoxib‡  • Etoricoxib  • Firocoxib‡  • Lumiracoxib†  • Mavacoxib‡  • Parecoxib  • Robenacoxib‡  • Rofecoxib†  • Valdecoxib†
Altele
Substanțele medicamentoase scrise cu bold sunt primii compuși care au fost dezvoltați în grupul respectiv.
v • d • m
Analgezice (ATC N02A și ATC N02B)
Opioide
Alcaloizi din opiu
Compuși semi-sintetici
Compuși sintetici
Antiinflamatoare
nesteroidiene
Acetați
Coxibi
Celecoxib  • Etoricoxib  • Lumiracoxib‡  • Parecoxib  • Rofecoxib‡  • Valdecoxib‡
Fenamați
Oxicami
Pirazolone
Aminofenazonă  • Fenazonă  • Metamizol (noraminofenazonă)  • Propifenazonă
Propionați
Salicilați
Grupa paracetamolului
Acetanilid㇠ • Bucetin㇠ • Butacetin㇠ • Paracetamol (acetaminofen)#  • Parapropamol‡  • Fenacetin㇠ • Propacetamol‡
Canabinoide
Cannabidiol  • Cannabis  • Nabilonă  • Tetrahidrocannabinol (dronabinol)
Modulatori
ionici
Miorelaxante
Altele
Camfor  • Capsaicină  • Ketamină  • Mentol

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