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Details

Stereochemistry ACHIRAL
Molecular Formula C14H13N3O4S2
Molecular Weight 351.401
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MELOXICAM

SMILES

CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C3=C(C=CC=C3)S1(=O)=O

InChI

InChIKey=ZRVUJXDFFKFLMG-UHFFFAOYSA-N
InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)

HIDE SMILES / InChI

Molecular Formula C14H13N3O4S2
Molecular Weight 351.401
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Meloxicam (brand name Mobic) is an nonsteroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. Mobic is indicated for the relief of the signs and symptoms of osteoarthritis and rheumatoid arthritis, and has been available in the U.S. since June 2000. The mechanism of action like that of other NSAIDs, is not completely understood but involves inhibition of cyclooxygenase (COX-1 and COX-2). Meloxicam concentrations reached during therapy have produced in vivo effects. Prostaglandins sensitize afferent nerves and potentiate the action of bradykinin in inducing pain in animal models. Prostaglandins are mediators of inflammation. Because meloxicam is an inhibitor of prostaglandin synthesis, its mode of action may be due to a decrease of prostaglandins in peripheral tissues. MOBIC is contraindicated in patients who have experienced asthma, itching or allergic type reactions after taking aspirin or other NSAIDs. Severe, rarely fatal, anaphylactic-like reactions to NSAIDs have been reported in such patients. As with all NSAIDs, serious GI toxicity such as inflammation, bleeding, ulceration, and perforation of the stomach, small intestine, or large intestine can occur at any time, without symptoms. As with other NSAIDs, meloxicam is not indicated for prevention of thromboembolic events and is not a substitute for aspirin or other drugs indicated for cardiovascular prophylaxis. It was developed by Boehringer Ingelheim and is co-marketed with Abbott Laboratories. Meloxicam is also used in the veterinary field, most commonly in dogs and cats, but also sees off-label use in other animals such as cattle and exotics

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
36.6 µM [IC50]
4.7 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
MOBIC
Palliative
MOBIC
Palliative
MOBIC

Cmax

ValueDoseCo-administeredAnalytePopulation
1288.8 ng/mL
15 mg single, oral
MELOXICAM plasma
Homo sapiens
1.05 μg/mL
7.5 mg 1 times / day steady-state, oral
MELOXICAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
40875.6 ng × h/mL
15 mg single, oral
MELOXICAM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
23.6 h
15 mg single, oral
MELOXICAM plasma
Homo sapiens
20.1 h
7.5 mg 1 times / day steady-state, oral
MELOXICAM plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
Osteoarthritis: starting and maintenance oral dose is 7.5 mg once daily. Some patients may receive additional benefit by increasing the dose to 15 mg once daily. Rheumatoid Arthritis: starting and maintenance oral dose is 7.5 mg once daily. Some patients may receive additional benefit by increasing the dose to 15 mg once daily. Juvenile Rheumatoid Arthritis (JRA) Pauciarticular and Polyarticular Course: is 7.5 mg once daily in children who weigh ≥60 kg. There was no additional benefit demonstrated by increasing the dose above 7.5 mg in clinical trials.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
VG2QF83CGL
Record Status Validated (UNII)
Record Version