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HomeProduct name listFirocoxib

Firocoxib

  • CAS NO.:189954-96-9
  • Empirical Formula: C17H20O5S
  • Molecular Weight: 336.4
  • MDL number: MFCD09837800
  • EINECS: 200-001-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-07 21:39:59
Firocoxib Structural

What is Firocoxib?

Description

Firocoxib is a selective inhibitor of COX-2 (IC50s = 0.13 and 7.5 μM for COX-2 and COX-1, respectively, in isolated cat blood). It inhibits LPS-induced production of prostaglandin E2 (PGE2; ) in isolated dog, horse, and cat whole blood ex vivo. Firocoxib decreases lameness, induces analgesia, and improves range of motion in dogs and horses with osteoarthritis when administered at doses of 5 and 0.1 mg/kg per day, respectively. Formulations containing firocoxib have been used in dogs and horses with osteoarthritis.

Chemical properties

White Solid

The Uses of Firocoxib

antibacterial

The Uses of Firocoxib

A selective cyclooxygenase-2-(COX-2) inhibitor. Anti-inflammatory; analgesic.

Definition

ChEBI: An enol ether that is the cyclopropylmethyl ether of 3-hydroxy-5,5-dimethyl-4-[4-(methylsulfonyl)phenyl]furan-2-one. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoart ritis in horses and dogs.

What are the applications of Application

Firocoxib is a selective cyclooxygenase-2 (Cox-2) inhibitor

brand name

Equioxx (Merial).

Mechanism of action

Firocoxib is a non-steroidal anti-inflammatory drug (NSAID) belonging to the Coxib group, which acts by selective inhibition of cyclooxygenase-2 (COX-2)-mediated prostaglandin synthesis. Cyclooxygenase is responsible for the generation of prostaglandins. COX-2 is the isoform of the enzyme induced by pro-inflammatory stimuli and has been postulated to be primarily responsible for synthesizing prostanoid mediators of pain, inflammation, and fever. Coxibs, therefore, display analgesic, anti-inflammatory, and antipyretic properties. COX-2 is also thought to be involved in ovulation, implantation, and closure of the ductus arteriosus and central nervous system functions (fever induction, pain perception, and cognitive function).

Pharmacokinetics

Firocoxib has a half-life of 7.8 hours in dogs, 9-12 hours in cats, 11 hours in foals, 30-40 hours in adult horses, and 6.7 hours in calves. Because of shorter half-life, the concentrations are lower in foals compared to adult horses. It is highly protein bound (96%-98%). Oral absorption is 38% in dogs, 79%-100% in horses, approximately 100% in calves, and 54%-70% in cats. Feeding delays absorption but does not diminish overall absorption. In horses, oral absorption is 79%-100% with oral paste at a dose of 0.1 mg/kg, and 88% when the canine tablets are administered (no significant difference in absorption between oral paste and tablets). Fasted horses have higher absorption than fed horses[1].

Veterinary Drugs and Treatments

Firocoxib is indicated in dogs and horses for the control of pain and inflammation associated with osteoarthritis. A chewable tablet form for dogs and an oral paste for horses are available.
Like other NSAIDs, firocoxib can be useful for treating fever, pain, and/or inflammation associated with other conditions, postsurgery, trauma, etc.
Firocoxib may also be useful in other species, but information is scant regarding its safety and efficacy. One study in cats (McCann, Rickes et al. 2005) evaluating firocoxib in experimentally induced pyrexia, demonstrated that the drug was effective after a single oral dose in preventing or attenuating pyrexia at all doses studied (0.75 – 3 mg/kg).

References

[1] Mark G. Papich DVM. “Firocoxib.”Saunders Handbook of Veterinary Drugs (Fourth Edition) (2016): 324-327.

Properties of Firocoxib

Melting point: 78-80°C
Boiling point: 563.9±50.0 °C(Predicted)
Density  1.31
storage temp.  Sealed in dry,Store in freezer, under -20°C
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form  Solid
color  White to Off-White
InChI InChI=1S/C17H20O5S/c1-17(2)14(12-6-8-13(9-7-12)23(3,19)20)15(16(18)22-17)21-10-11-4-5-11/h6-9,11H,4-5,10H2,1-3H3

Safety information for Firocoxib

Computed Descriptors for Firocoxib

InChIKey FULAPETWGIGNMT-UHFFFAOYSA-N
SMILES O1C(C)(C)C(C2=CC=C(S(C)(=O)=O)C=C2)=C(OCC2CC2)C1=O

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