Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H15ClN2O2S.ClH |
| Molecular Weight | 395.303 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC1=NC=C(C=C1)C2=C(C=C(Cl)C=N2)C3=CC=C(C=C3)S(C)(=O)=O
InChI
InChIKey=NNGHGPAKTWAHHB-UHFFFAOYSA-N
InChI=1S/C18H15ClN2O2S.ClH/c1-12-3-4-14(10-20-12)18-17(9-15(19)11-21-18)13-5-7-16(8-6-13)24(2,22)23;/h3-11H,1-2H3;1H
| Molecular Formula | C18H15ClN2O2S |
| Molecular Weight | 358.842 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P35354 Gene ID: 5743.0 Gene Symbol: PTGS2 Target Organism: Homo sapiens (Human) |
5.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2004 |
|||
| Palliative | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2004 |
|||
| Palliative | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2004 |
|||
| Primary | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2004 |
|||
| Palliative | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2008 |
|||
| Primary | ARCOXIA Approved UseARCOXIA is indicated in the symptomatic relief of osteoarthritis, rheumatoid arthritis, ankylosing spondylitis and the pain and signs of inflammation associated with acute gouty arthritis. Launch Date2004 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Rapidly acting and powerful antirheumatic drug now also approved in Germany. Arcoxia (etoricoxib, MSD)]]. | 2004 |
|
| Etoricoxib reduced pain and disability and improved quality of life in patients with chronic low back pain: a 3 month, randomized, controlled trial. | 2004 |
|
| Economic evaluation of etoricoxib versus non-selective NSAIDs in the treatment of osteoarthritis and rheumatoid arthritis patients in the UK. | 2004 |
|
| A mechanistic perspective on the specificity and extent of COX-2 inhibition in pregnancy. | 2004 |
|
| Selective cyclooxygenase-2 inhibitors: similarities and differences. | 2004 |
|
| [Pharmacology and classification of cyclooxygenase inhibitors]. | 2004 Apr |
|
| The second generation of COX-2 inhibitors: clinical pharmacological point of view. | 2004 Aug |
|
| First and second generations of COX-2 selective inhibitors. | 2004 Aug |
|
| Use of gastroprotective agents and discontinuations due to dyspepsia with the selective cyclooxygenase-2 inhibitor etoricoxib compared with non-selective NSAIDs. | 2004 Dec |
|
| [Comparison of preemptive analgesia efficacy between etoricoxib and rofecoxib in ambulatory gynecological surgery]. | 2004 Dec |
|
| Isolation and structural characterization of the photolysis products of etoricoxib. | 2004 Dec |
|
| Novel insights and therapeutical applications in the field of inhibitors of COX-2. | 2004 Dec |
|
| Sulfone COX-2 inhibitors increase susceptibility of human LDL and plasma to oxidative modification: comparison to sulfonamide COX-2 inhibitors and NSAIDs. | 2004 Dec |
|
| Cyclooxygenase-2 inhibitors: do they have a role in emergency department prescribing? | 2004 Feb |
|
| Renal effects of etoricoxib and comparator nonsteroidal anti-inflammatory drugs in controlled clinical trials. | 2004 Jan |
|
| Gastrointestinal side-effects of traditional non-steroidal anti-inflammatory drugs and new formulations. | 2004 Jul |
|
| Gateways to clinical trials. | 2004 Jul-Aug |
|
| Etoricoxib. | 2004 May |
|
| [Etoricoxib (Arcoxia)]. | 2004 May |
|
| Etoricoxib in acute pain associated with dental surgery: a randomized, double-blind, placebo- and active comparator-controlled dose-ranging study. | 2004 May |
|
| Evaluation of quality of life following treatment with etoricoxib in patients with arthritis or low-back pain: an open label, uncontrolled pilot study in Mexico. | 2004 May |
|
| Cyclooxygenases: new forms, new inhibitors, and lessons from the clinic. | 2004 May |
|
| A randomized, double-blind, parallel-group study comparing the analgesic effect of etoricoxib to placebo, naproxen sodium, and acetaminophen with codeine using the dental impaction pain model. | 2004 May-Jun |
|
| Gateways to clinical trials. | 2004 Nov |
|
| Gateways to clinical trials. | 2004 Oct |
|
| The effects of modifying in vivo cytochrome P450 3A (CYP3A) activity on etoricoxib pharmacokinetics and of etoricoxib administration on CYP3A activity. | 2004 Oct |
|
| Gateways to clinical trials. | 2004 Sep |
|
| The analgesic efficacy of etoricoxib compared with oxycodone/acetaminophen in an acute postoperative pain model: a randomized, double-blind clinical trial. | 2004 Sep |
|
| Economic evaluation of etoricoxib versus non-selective NSAIDs in the treatment of osteoarthritis and rheumatoid arthritis patients in the UK. | 2005 |
|
| Cyclo-oxygenase-2 inhibitors: when should they be used in the elderly? | 2005 |
|
| Gateways to clinical trials. | 2005 Apr |
|
| Evaluation of the comparative efficacy of etoricoxib and ibuprofen for treatment of patients with osteoarthritis: A randomized, double-blind, placebo-controlled trial. | 2005 Apr |
|
| Evaluation of the efficacy of etoricoxib in ankylosing spondylitis: results of a fifty-two-week, randomized, controlled study. | 2005 Apr |
|
| Quantitation of itopride in human serum by high-performance liquid chromatography with fluorescence detection and its application to a bioequivalence study. | 2005 Apr 25 |
|
| [COX-2 inhibitors--one step forward and two steps back]. | 2005 Apr 7 |
|
| The molecular basis for coxib inhibition of p38alpha MAP kinase. | 2005 Aug 1 |
|
| Validated liquid chromatographic ultraviolet method for the quantitation of Etoricoxib in human plasma using liquid-liquid extraction. | 2005 Feb 25 |
|
| The analgesic effect of etoricoxib relative to that of cetaminophen analgesics: a randomized, controlled single-dose study in acute dental impaction pain. | 2005 Jan |
|
| Regulation of thrombomodulin expression in human vascular smooth muscle cells by COX-2-derived prostaglandins. | 2005 Jan 7 |
|
| Gateways to clinical trials. | 2005 Jan-Feb |
|
| Relative thromboembolic risks associated with COX-2 inhibitors. | 2005 Jul-Aug |
|
| Protective effects of etoricoxib, a selective inhibitor of cyclooxygenase-2, in experimental periodontitis in rats. | 2005 Jun |
|
| Valdecoxib: assessment of cyclooxygenase-2 potency and selectivity. | 2005 Mar |
|
| A liquid chromatography-mass spectrometry method for the quantification of both etoricoxib and valdecoxib in human plasma. | 2005 Mar |
|
| The incidence of upper gastrointestinal adverse events in clinical trials of etoricoxib vs. non-selective NSAIDs: an updated combined analysis. | 2005 May |
|
| Association between health-related quality of life and clinical efficacy endpoints in rheumatoid arthritis patients after four weeks treatment with anti-inflammatory agents. | 2005 May |
|
| Etoricoxib: a highly selective COX-2 inhibitor. | 2005 May |
|
| Efficacy of cyclo-oxygenase-2 inhibition by etoricoxib and naproxen on the axial manifestations of ankylosing spondylitis in the presence of peripheral arthritis. | 2005 Nov |
|
| An overview of the recent developments in analytical methodologies for determination of COX-2 inhibitors in bulk drugs, pharmaceuticals and biological matrices. | 2005 Sep 15 |
|
| Simultaneous quantitation of etoricoxib, salicylic acid, valdecoxib, ketoprofen, nimesulide and celecoxib in plasma by high-performance liquid chromatography with UV detection. | 2006 Jan |
Patents
Sample Use Guides
The recommended dose is 30 mg once a day (osteoarthritis) and 60 mg once a day (rheumatoid arthritis, ankylosing spondylitis); the dose may be increased to a maximum of 60 mg (osteoarthritis) or 90 mg (rheumatoid arthritis, ankylosing spondylitis) once a day if needed. In case of acute pain conditions etoricoxib should be used only for the acute painful period. In gout the recommended dose is 120 mg once a day which should only be used for the acute painful period, limited to a maximum of 8 days. For the treatment of postoperative dental surgery pain the recommended dose is 90 mg once daily, limited to a maximum of 3 days treatment.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:08:19 GMT 2023
by
admin
on
Sat Dec 16 09:08:19 GMT 2023
|
| Record UNII |
138Y28RY5E
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
17895326
Created by
admin on Sat Dec 16 09:08:19 GMT 2023 , Edited by admin on Sat Dec 16 09:08:19 GMT 2023
|
PRIMARY | |||
|
138Y28RY5E
Created by
admin on Sat Dec 16 09:08:19 GMT 2023 , Edited by admin on Sat Dec 16 09:08:19 GMT 2023
|
PRIMARY | |||
|
202409-40-3
Created by
admin on Sat Dec 16 09:08:19 GMT 2023 , Edited by admin on Sat Dec 16 09:08:19 GMT 2023
|
PRIMARY | |||
|
DBSALT002328
Created by
admin on Sat Dec 16 09:08:19 GMT 2023 , Edited by admin on Sat Dec 16 09:08:19 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
