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41340-25-4,MFCD03427612
Catalog No.:AA0034UN

41340-25-4 | 2-{1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid

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250mg
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1g
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5g
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25g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0034UN
Chemical Name:
2-{1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid
CAS Number:
41340-25-4
Molecular Formula:
C17H21NO3
Molecular Weight:
287.3535
MDL Number:
MFCD03427612
SMILES:
CCC1(OCCc2c1[nH]c1c2cccc1CC)CC(=O)O
Properties
Properties
 
Form:
Solid  
MP:
145-1480C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
400  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
2.8  

Literature

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Title: Cyclooxygenase 2 and prostaglandin E2 regulate the attachment of calcium oxalate crystals to renal epithelial cells.

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Title: Renal effects of carprofen and etodolac in euvolemic and volume-depleted dogs.

Journal: American journal of veterinary research 20120901

Title: Etodolac, a cyclooxygenase-2 inhibitor, attenuates paclitaxel-induced peripheral neuropathy in a mouse model of mechanical allodynia.

Journal: The Journal of pharmacology and experimental therapeutics 20120701

Title: Self-organizing molecular field analysis of NSAIDs: assessment of pharmacokinetic and physicochemical properties using 3D-QSPkR approach.

Journal: European journal of medicinal chemistry 20120701

Title: The effect of renal administration of a selective cyclooxygenase-2 inhibitor or stable prostaglandin I2 analog on the progression of sclerotic glomerulonephritis in rats.

Journal: Clinical and experimental nephrology 20120401

Title: Spectrofluorimetric determination of etodolac, moxepril HCl and fexofenadine HCl using europium sensitized fluorescence in bulk and pharmaceutical preparations.

Journal: Journal of fluorescence 20120101

Title: Etodolac blocks the allyl isothiocyanate-induced response in mouse sensory neurons by selective TRPA1 activation.

Journal: Pharmacology 20120101

Title: The effects of the selective cyclooxygenase-2 inhibitor on endometrial cytological findings in uterine endometrial cancer patients.

Journal: Acta cytologica 20120101

Title: Effects of a selective COX-2 inhibitor in patients with uterine endometrial cancers.

Journal: Archives of gynecology and obstetrics 20111201

Title: Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

Journal: PLoS computational biology 20111201

Title: Comparative evaluation of efficacy and safety of etodolac and diclofenac sodium injection in patients with postoperative orthopedic pain.

Journal: Current medical research and opinion 20111101

Title: Acute generalized exanthematous pustulosis due to etodolac in a patient with an iliopsoas muscle abscess.

Journal: Acta dermato-venereologica 20110901

Title: Etodolac improves 5-FU sensitivity of head and neck cancer cells through inhibition of thymidylate synthase.

Journal: Anticancer research 20110901

Title: The effect of β-adrenergic blockade and COX-2 inhibition on healing of colon, muscle, and skin in rats undergoing colonic anastomosis.

Journal: International journal of clinical pharmacology and therapeutics 20110901

Title: In vitro and in vivo inhibitory effect of three Cox-2 inhibitors and epithelial-to-mesenchymal transition in human bladder cancer cell lines.

Journal: British journal of cancer 20110726

Title: Randomized double-blind trial of sulindac and etodolac to eradicate aberrant crypt foci and to prevent sporadic colorectal polyps.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20110601

Title: Development and in vitro/in vivo evaluation of etodolac controlled porosity osmotic pump tablets.

Journal: AAPS PharmSciTech 20110601

Title: Improving postoperative immune status and resistance to cancer metastasis: a combined perioperative approach of immunostimulation and prevention of excessive surgical stress responses.

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Title: The enantiomers of etodolac, a racemic anti-inflammatory agent, play different roles in efficacy and gastrointestinal safety.

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Title: Effect of beta blocker combined with COX-2 inhibitor on colonic anastomosis in rats.

Journal: International journal of colorectal disease 20101201

Title: R-etodolac induces E-cadherin and suppresses colitis-related mouse colon tumorigenesis.

Journal: Oncology reports 20101201

Title: Polymeric surfactant based etodolac chewable tablets: formulation and in vivo evaluation.

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Title: Assessment of the efficacy of pamidronate in ankylosing spondylitis: an open prospective trial.

Journal: Singapore medical journal 20101101

Title: Efficacy and safety of etodolac-paracetamol fixed dose combination in patients with knee osteoarthritis flare-up: a randomized, double-blind comparative evaluation.

Journal: The Clinical journal of pain 20100901

Title: A multicentric, randomized, comparative clinical trial to evaluate the efficacy and safety of S-etodolac in the treatment of osteoarthritis in Indian patients.

Journal: International journal of clinical pharmacology and therapeutics 20100701

Title: In vitro and ex vivo inhibition of canine cyclooxygenase isoforms by robenacoxib: a comparative study.

Journal: Research in veterinary science 20100601

Title: Sacroiliitis and severe disability due to isotretinoin therapy.

Journal: Rheumatology international 20100501

Title: Profiling of cell cycle genes of breast cells exposed to etodolac.

Journal: Oncology reports 20100501

Title: Blurred vision and weakness in a 60-year-old woman.

Journal: The American journal of emergency medicine 20100501

Title: Chemopreventive activities of etodolac and oxyphenbutazone against mouse skin carcinogenesis.

Journal: Bioorganic & medicinal chemistry letters 20100415

Title: Preventive effects of etodolac, a selective cyclooxygenase-2 inhibitor, on cancer development in extensive metaplastic gastritis, a Helicobacter pylori-negative precancerous lesion.

Journal: International journal of cancer 20100315

Title: Improving survival rates in two models of spontaneous postoperative metastasis in mice by combined administration of a beta-adrenergic antagonist and a cyclooxygenase-2 inhibitor.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20100301

Title: The cyclooxygenase-2 selective inhibitor, etodolac, but not aspirin reduces neovascularization in a murine ischemic hind limb model.

Journal: European journal of pharmacology 20100210

Title: Enhanced oral bioavailability of etodolac by self-emulsifying systems: in-vitro and in-vivo evaluation.

Journal: The Journal of pharmacy and pharmacology 20100201

Title: Crystal and molecular structure of beta-cyclodextrins functionalized with the anti-inflammatory drug Etodolac.

Journal: Biopolymers 20091201

Title: Preparative resolution of etodolac enantiomers by preferential crystallization method.

Journal: Archives of pharmacal research 20091001

Title: In vitro and in vivo characteristics of a thermogelling rectal delivery system of etodolac.

Journal: AAPS PharmSciTech 20090901

Title: Racemic Etodolac is cytotoxic and cytostatic for B-cell precursor acute lymphoblastic leukemia cells.

Journal: Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20090801

Title: Reversible cerebral vasoconstriction syndrome: case report.

Journal: The journal of headache and pain 20090801

Title: Evidence-based review of clinical studies on pharmacology (non-anesthetic studies).

Journal: Journal of endodontics 20090801

Title: Paradoxical effects of a selective cyclooxygenase-2 inhibitor, etodolac, on proliferative changes of forestomach in alloxan-induced diabetic rats.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20090701

Title: Etodolac/cyclodextrin formulations: physicochemical characterization and in vivo pharmacological studies.

Journal: Drug development and industrial pharmacy 20090701

Title: Inhibitory effect of nonsteroidal anti-inflammatory drugs on adenosine transport in vascular smooth muscle cells.

Journal: European journal of pharmacology 20090610

Title: Etodolac attenuates mechanical allodynia in a mouse model of neuropathic pain.

Journal: Journal of pharmacological sciences 20090401

Title: Cyclooxygenase (COX)-inhibiting drug reduces HSV-1 reactivation in the mouse eye model.

Journal: Current eye research 20090301

Title: The efficacy of prostaglandin E1 derivative in patients with lumbar spinal stenosis.

Journal: Spine 20090115

Title: Single dose oral etodolac for acute postoperative pain in adults.

Journal: The Cochrane database of systematic reviews 20090101

Title: Dextran-etodolac conjugates: synthesis, in vitro and in vivo evaluation.

Journal: Acta poloniae pharmaceutica 20090101

Title: COX-2 inhibition attenuates cough reflex sensitivity to inhaled capsaicin in patients with asthma.

Journal: Journal of investigational allergology & clinical immunology 20090101

Title: The risk of acute myocardial infarction with etodolac is not increased compared to naproxen: a historical cohort analysis of a generic COX-2 selective inhibitor.

Journal: Journal of cardiovascular pharmacology and therapeutics 20081201

Title: Improvement of the etodolac purity test by reversed phase high-performance liquid chromatography.

Journal: Die Pharmazie 20081201

Title: The effects of etodolac, nimesulid and naproxen sodium on the frequency of sister chromatid exchange after enclused third molars surgery.

Journal: Yonsei medical journal 20081031

Title: Comparative pharmacological study of free radical scavenger, nitric oxide synthase inhibitor, nitric oxide synthase activator and cyclooxygenase inhibitor against MPTP neurotoxicity in mice.

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Title: Synthesis, in vitro, and in vivo biological evaluation and molecular docking simulations of chiral alcohol and ether derivatives of the 1,5-diarylpyrrole scaffold as novel anti-inflammatory and analgesic agents.

Journal: Bioorganic & medicinal chemistry 20080901

Title: Determination of enantiomeric impurity of etodolac by capillary electrophoresis using (2-hydroxypropyl)-beta-cyclodextrin.

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Journal: Leukemia & lymphoma 20080801

Title: In vitro inhibition of CYP1A2 by model inhibitors, anti-inflammatory analgesics and female sex steroids: predictability of in vivo interactions.

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Title: Towards the first inhibitors of trihydroxynaphthalene reductase from Curvularia lunata: synthesis of artificial substrate, homology modelling and initial screening.

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Title: Analysis of flurbiprofen, ketoprofen and etodolac enantiomers by pre-column derivatization RP-HPLC and application to drug-protein binding in human plasma.

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Title: Phase I study of a novel pro-apoptotic drug R-etodolac in patients with B-cell chronic lymphocytic leukemia.

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Title: Chemopreventive effects of a selective cyclooxygenase-2 inhibitor (etodolac) on chemically induced intraductal papillary carcinoma of the pancreas in hamsters.

Journal: Carcinogenesis 20080401

Title: Role of interleukin-1beta and tumor necrosis factor-alpha-dependent expression of cyclooxygenase-2 mRNA in thermal hyperalgesia induced by chronic inflammation in mice.

Journal: Neuroscience 20080318

Title: Development and validation of a high performance liquid chromatography-tandem mass spectrometry for the determination of etodolac in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080215

Title: Inhibitory effects of the cyclooxygenase-2 inhibitor, etodolac, on colitis-associated tumorigenesis in p53-deficient mice treated with dextran sulfate sodium.

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Title: Etodolac, a selective cyclooxygenase-2 inhibitor, induces upregulation of E-cadherin and has antitumor effect on human bladder cancer cells in vitro and in vivo.

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Title: Spectrophotometric determination of etodolac in pure form and pharmaceutical formulations.

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Title: Combination therapy of S-1 with selective cyclooxygenase-2 inhibitor for liver metastasis of colorectal carcinoma.

Journal: Anticancer research 20080101

Title: Singlet oxygen scavenging activity of non-steroidal anti-inflammatory drugs.

Journal: Redox report : communications in free radical research 20080101

Title: Use of liposomes as membrane models to evaluate the contribution of drug-membrane interactions to antioxidant properties of etodolac.

Journal: Redox report : communications in free radical research 20080101

Title: The effect of etodolac on experimental temporomandibular joint osteoarthritis in dogs.

Journal: Journal of cranio-maxillo-facial surgery : official publication of the European Association for Cranio-Maxillo-Facial Surgery 20071201

Title: Inhibition of cyclooxygenase-2 suppresses lymph node metastasis via reduction of lymphangiogenesis.

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Title: SDX-308 and SDX-101, non-steroidal anti-inflammatory drugs, as therapeutic candidates for treating hematologic malignancies including myeloma.

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Title: In vitro and ex vivo permeation studies of etodolac from hydrophilic gels and effect of terpenes as enhancers.

Journal: Drug delivery 20071001

Title: More than meets the eyes.

Journal: Journal of the Mississippi State Medical Association 20071001

Title: R-etodolac (SDX-101) and the related indole-pyran analogues SDX-308 and SDX-309 potentiate the antileukemic activity of standard cytotoxic agents in primary chronic lymphocytic leukaemia cells.

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Title: Treatment of multiple myeloma with SDX-308.

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Title: Pharmacological profiling of novel non-COX-inhibiting indole-pyran analogues of etodolac reveals high solid tumour activity of SDX-308 in vitro.

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Title: Etodolac-induced pigmenting fixed drug eruption.

Journal: Clinical and experimental dermatology 20070501

Title: R-Etodolac decreases beta-catenin levels along with survival and proliferation of hepatoma cells.

Journal: Journal of hepatology 20070501

Title: One center's experience: the serology and drugs associated with drug-induced immune hemolytic anemia--a new paradigm.

Journal: Transfusion 20070401

Title: Novel etodolac analog SDX-308 (CEP-18082) induces cytotoxicity in multiple myeloma cells associated with inhibition of beta-catenin/TCF pathway.

Journal: Leukemia 20070301

Title: Safety of selective cyclooxygenase-2 inhibitors and a basic non-steroidal anti-inflammatory drug (NSAID) in Japanese patients with NSAID-induced urticaria and/or angioedema: Comparison of meloxicam, etodolac and tiaramide.

Journal: The Journal of dermatology 20070301

Title: Evaluation of adverse effects of long-term oral administration of carprofen, etodolac, flunixin meglumine, ketoprofen, and meloxicam in dogs.

Journal: American journal of veterinary research 20070301

Title: Keratoconjunctivitis sicca associated with administration of etodolac in dogs: 211 cases (1992-2002).

Journal: Journal of the American Veterinary Medical Association 20070215

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Journal: Journal of veterinary pharmacology and therapeutics 20070201

Title: Overproduction of PGE2 in peripheral blood monocytes of gastrointestinal cancer patients with mucins in their bloodstream.

Journal: Cancer letters 20070108

Title: Etodolac, a selective cyclooxygenase-2 inhibitor, induces apoptosis by activating caspases in human malignant rhabdoid tumor cells (FRTK-1).

Journal: Oncology reports 20070101

Title: Membranous nephropathy associated with the relatively selective cyclooxygenase-2 inhibitor, etodolac, in a patient with early rheumatoid arthritis.

Journal: Internal medicine (Tokyo, Japan) 20070101

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Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20061201

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Journal: Leukemia & lymphoma 20061201

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Journal: Leukemia & lymphoma 20061201

Title: Effects of cyclooxygenase inhibition on the gastrointestinal tract.

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Title: Involvement of cyclooxygenase-2 in allergic nasal inflammation in rats.

Journal: International immunopharmacology 20061101

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Journal: JAAPA : official journal of the American Academy of Physician Assistants 20061101

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Journal: The Veterinary clinics of North America. Small animal practice 20060901

Title: Chemoprevention of spontaneous development of hepatocellular carcinomas in fatty liver Shionogi mice by a cyclooxygenase-2 inhibitor.

Journal: Cancer science 20060801

Title: Etodolac-liquid-filled dispersion into hard gelatin capsules: an approach to improve dissolution and stability of etodolac formulation.

Journal: Drug development and industrial pharmacy 20060801

Title: High-grade slippage of the lumbar spine in a rat model of spondylolisthesis: effects of cyclooxygenase-2 inhibitor on its deformity.

Journal: Spine 20060715

Title: In vivo and in vitro cytotoxicity of R-etodolac with dexamethasone in glucocorticoid-resistant multiple myeloma cells.

Journal: British journal of haematology 20060701

Title: Different progression of tumor xenografts between mucin-producing and mucin-non-producing mammary adenocarcinoma-bearing mice.

Journal: Cancer research 20060615

Title: Etodolac versus dexamethasone effect in reduction of postoperative symptoms following surgical endodontic treatment: a double-blind study.

Journal: Oral surgery, oral medicine, oral pathology, oral radiology, and endodontics 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Depressed-type early invasive colon cancer in a patient treated with cyclooxygenase-2 inhibitor.

Journal: Digestive diseases and sciences 20060501

Title: Zaltoprofen, a non-steroidal anti-inflammatory drug, inhibits bradykinin-induced pain responses without blocking bradykinin receptors.

Journal: Neuroscience research 20060401

Title: Use of force plate analysis to assess the analgesic effects of etodolac in horses with navicular syndrome.

Journal: American journal of veterinary research 20060401

Title: [Intestinal side effects of COX-2 inhibitors].

Journal: Ugeskrift for laeger 20060327

Title: Etodolac induces apoptosis and inhibits cell adhesion to bone marrow stromal cells in human myeloma cells.

Journal: Leukemia research 20060201

Title: Etodolac, a selective cyclooxygenase-2 inhibitor, inhibits liver metastasis of colorectal cancer cells via the suppression of MMP-9 activity.

Journal: International journal of molecular medicine 20060201

Title: Ocular adverse effects associated with cyclooxygenase-2 inhibitors.

Journal: Archives of ophthalmology (Chicago, Ill. : 1960) 20060201

Title: [Expression of cyclooxygenase (COX)-2 in astrocytic tumors and anti-tumor effects of selective COX-2 inhibitors].

Journal: No to shinkei = Brain and nerve 20060101

Title: Efficacy and safety of preoperative etodolac and butorphanol administration in dogs undergoing ovariohysterectomy.

Journal: Journal of the American Animal Hospital Association 20060101

Title: [Postoperative pain management in clinics of otolaryngology].

Journal: Kulak burun bogaz ihtisas dergisi : KBB = Journal of ear, nose, and throat 20060101

Title: Temporal relationship between use of NSAIDs, including selective COX-2 inhibitors, and cardiovascular risk.

Journal: Drug safety 20060101

Title: Poststreptococcal reactive arthritis.

Journal: Journal of the American Podiatric Medical Association 20060101

Title: Efficacy and safety of firocoxib in the management of canine osteoarthritis under field conditions.

Journal: Veterinary therapeutics : research in applied veterinary medicine 20060101

Title: Combined administration of ethodolac, ascorbic acid and radiotherapy as adjuvant therapies in an extrathoracic desmoid tumor with gross postoperative residual disease; case report and review of the literature.

Journal: Journal of B.U.ON. : official journal of the Balkan Union of Oncology 20060101

Title: Expression of receptor for advanced glycation end products during rat tongue carcinogenesis by 4-nitroquinoline 1-oxide and effect of a selective cyclooxygenase-2 inhibitor, etodolac.

Journal: Pathobiology : journal of immunopathology, molecular and cellular biology 20060101

Title: Nonsteroidal anti-inflammatory drugs and their analogues as inhibitors of aldo-keto reductase AKR1C3: new lead compounds for the development of anticancer agents.

Journal: Bioorganic & medicinal chemistry letters 20051201

Title: Antitumor effects of etodolac, a selective cyclooxygenase-II inhibitor, against human prostate cancer cell lines in vitro and in vivo.

Journal: Urology 20051201

Title: Prostaglandin production during growth of Candida albicans biofilms.

Journal: Journal of medical microbiology 20051101

Title: An overview of the recent developments in analytical methodologies for determination of COX-2 inhibitors in bulk drugs, pharmaceuticals and biological matrices.

Journal: Journal of pharmaceutical and biomedical analysis 20050915

Title: Combination of cyclooxygenase-2 inhibitors and oxaliplatin increases the growth inhibition and death in human colon cancer cells.

Journal: Biochemical pharmacology 20050901

Title: Etodolac inhibits EBER expression and induces Bcl-2-regulated apoptosis in Burkitt's lymphoma cells.

Journal: European journal of haematology 20050901

Title: Inhibitory effect of etodolac, a selective cyclooxygenase-2 inhibitor, on stomach carcinogenesis in Helicobacter pylori-infected Mongolian gerbils.

Journal: Biochemical and biophysical research communications 20050826

Title: Cyclooxygenase-2 inhibitor delays fracture healing in rats.

Journal: Acta orthopaedica 20050801

Title: SDX-101, the R-enantiomer of etodolac, induces cytotoxicity, overcomes drug resistance, and enhances the activity of dexamethasone in multiple myeloma.

Journal: Blood 20050715

Title: Expression of cyclooxygenase-2 in uterine endometrial cancer and anti-tumor effects of a selective COX-2 inhibitor.

Journal: International journal of oncology 20050501

Title: In vivo effects of carprofen, deracoxib, and etodolac on prostanoid production in blood, gastric mucosa, and synovial fluid in dogs with chronic osteoarthritis.

Journal: American journal of veterinary research 20050501

Title: Preferential and non-selective cyclooxygenase inhibitors reduce inflammation during lipopolysaccharide-induced synovitis.

Journal: Research in veterinary science 20050401

Title: Separation of etodolac enantiomers by capillary electrophoresis. Validation and application of the chiral method to the analysis of commercial formulations.

Journal: Electrophoresis 20050301

Title: The R-enantiomer of the nonsteroidal antiinflammatory drug etodolac binds retinoid X receptor and induces tumor-selective apoptosis.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20050215

Title: Chemopreventative effect of a cyclooxygenase-2-specific inhibitor (etodolac) on chemically induced biliary carcinogenesis in hamsters.

Journal: Carcinogenesis 20050201

Title: Etodolac, a selective cyclo-oxygenase-2 inhibitor, enhances carboplatin-induced apoptosis of human tongue carcinoma cells by down-regulation of FAP-1 expression.

Journal: Oral oncology 20050101

Title: Anti-inflammatory, antinociceptive, and gastric effects of Hypericum perforatum in rats.

Journal: TheScientificWorldJournal 20050101

Title: Nonsteroidal antiinflammatory drugs: a review.

Journal: Journal of the American Animal Hospital Association 20050101

Title: Effects of etodolac on P450 isoform-specific activities in human hepatic microsomes.

Journal: Arzneimittel-Forschung 20050101

Title: Spectrophotometric study of etodolac complexes with copper (II) and iron (III).

Journal: Journal of AOAC International 20050101

Title: COX-2-selective inhibitor, etodolac, suppresses choroidal neovascularization in a mice model.

Journal: Biochemical and biophysical research communications 20041210

Title: Suppressive effects of a selective cyclooxygenase-2 inhibitor, etodolac, on 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20041201

Title: Carboxyl nonsteroidal anti-inflammatory drugs are efficiently glucuronidated by microsomes of the human gastrointestinal tract.

Journal: Biochimica et biophysica acta 20041118

Title: Risks of clinically significant upper gastrointestinal events with etodolac and naproxen: a historical cohort analysis.

Journal: Gastroenterology 20041101

Title: Novel cyclooxygenase-1 inhibitors discovered using affinity fingerprints.

Journal: Journal of medicinal chemistry 20040923

Title: Warning of an adverse effect of etodolac.

Journal: Journal of the American Veterinary Medical Association 20040815

Title: Adverse drug event reports at the United States Food And Drug Administration Center for Veterinary Medicine.

Journal: Journal of the American Veterinary Medical Association 20040815

Title: Involvement of cell cycle regulatory proteins and MAP kinase signaling pathway in growth inhibition and cell cycle arrest by a selective cyclooxygenase 2 inhibitor, etodolac, in human hepatocellular carcinoma cell lines.

Journal: Cancer science 20040801

Title: Pharmacokinetic difference between S-(+)- and R-(-)-etodolac in rats.

Journal: Acta pharmacologica Sinica 20040801

Title: Effect of etodolac, a COX-2 inhibitor, on neuropathic pain in a rat model.

Journal: Brain research 20040604

Title: Inhibition of HER-kinase activation prevents ERK-mediated degradation of PPARgamma.

Journal: Cancer cell 20040601

Title: Effects of flunixin meglumine or etodolac treatment on mucosal recovery of equine jejunum after ischemia.

Journal: American journal of veterinary research 20040601

Title: Determination of expression of cyclooxygenase-1 and -2 isozymes in canine tissues and their differential sensitivity to nonsteroidal anti-inflammatory drugs.

Journal: American journal of veterinary research 20040601

Title: [A case of rheumatoid arthritis/Sjogren's syndrome with acute renal failure due to hyperuricemia associated with mizoribine therapy].

Journal: Nihon Rinsho Men'eki Gakkai kaishi = Japanese journal of clinical immunology 20040601

Title: Inhibitory effects of etodolac, a selective COX-2 inhibitor, on the occurrence of tumors in colitis-induced tumorigenesis model in rats.

Journal: Oncology reports 20040501

Title: Stereoselective glucuronidation and hydroxylation of etodolac by UGT1A9 and CYP2C9 in man.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20040501

Title: MCF-7 breast cancer cell line grown in agarose culture for study of COX-2 inhibitors in three-dimensional growth system.

Journal: Cancer letters 20040308

Title: Patient retention and hand-wrist radiograph progression of rheumatoid arthritis during a 3-year prospective study that prohibited disease modifying antirheumatic drugs.

Journal: The Journal of rheumatology 20040301

Title: Sequence-dependent effect of a cyclooxygenase-2 inhibitor on topoisomerase I inhibitor and 5-fluorouracil-induced cytotoxicity of colon cancer cells.

Journal: Anti-cancer drugs 20040301

Title: Efficacy of transdermal nitroglycerin combined with etodolac for the treatment of chronic post-thoracotomy pain: an open-label prospective clinical trial.

Journal: Journal of pain and symptom management 20040301

Title: Combined treatment with selective cyclooxygenase-2 inhibitor and fluorinated pyrimidines for liver metastasis of colon cancer.

Journal: Oncology reports 20040101

Title: Secondary hypertrophic osteoarthropathy (HOA) mimicking primary HOA (pachydermoperiostitis or Touraine-Solente-Golé) syndrome.

Journal: The Israel Medical Association journal : IMAJ 20040101

Title: Oral etodolac, a COX-2 inhibitor, reduces postoperative pain immediately after fast-track cardiac surgery.

Journal: Journal of anesthesia 20040101

Title: In vitro effects of selective and non-selective nonsteroidal anti-inflammatory drugs on the frequency of sister chromatid exchanges.

Journal: Drugs in R&D 20040101

Title: Identification and prediction of promiscuous aggregating inhibitors among known drugs.

Journal: Journal of medicinal chemistry 20031009

Title: Effects of a single arthrocentesis and a COX-2 inhibitor on disorders of temporomandibular joints. A preliminary clinical study.

Journal: The British journal of oral & maxillofacial surgery 20031001

Title: Inhibitory effects of selective cyclooxygenase-2 inhibitors, nimesulide and etodolac, on the development of squamous cell dysplasias and carcinomas of the tongue in rats initiated with 4-nitroquinoline 1-oxide.

Journal: Cancer letters 20030925

Title: [Combined treatment with fluorinated pyrimidines and selective cyclooxygenase-2 inhibitors for liver metastasis of colon cancer].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20030901

Title: Anti-inflammatory effect and low ulcerogenic activity of etodolac, a cyclooxygenase-2 selective non-steroidal anti-inflammatory drug, on adjuvant-induced arthritis in rats.

Journal: Pharmacology 20030601

Title: Colon cancer cells with high invasive potential are susceptible to induction of apoptosis by a selective COX-2 inhibitor.

Journal: Cancer science 20030301

Title: Review article: NSAIDs, gastroprotection and cyclo-oxygenase-II-selective inhibitors.

Journal: Alimentary pharmacology & therapeutics 20030201

Title: Pain treatment with a COX-2 inhibitor after coronary artery bypass operation: a randomized trial.

Journal: The Annals of thoracic surgery 20030201

Title: Double-blind, randomised, comparative trial of etodolac SR versus diclofenac in the treatment of osteoarthritis of the knee.

Journal: Current medical research and opinion 20030101

Title: Superficially elevated colonic adenoma changed to undetectable configuration on ordinary endoscopy during treatment with preferential cyclooxygenase-2 inhibitor.

Journal: Journal of gastroenterology 20030101

Title: Effect of dosing and sampling time on serum thyroxine, free thyroxine, and thyrotropin concentrations in dogs following multidose etodolac administration.

Journal: Veterinary therapeutics : research in applied veterinary medicine 20030101

Title: A study of the comparative efficacy of three common analgesics in the control of pain after third molar surgery under local anaesthesia.

Journal: Australian dental journal 20021201

Title: Selective cyclooxygenase-2 inhibitors show a differential ability to inhibit proliferation and induce apoptosis of colon adenocarcinoma cells.

Journal: FEBS letters 20021106

Title: Results of thyroid function tests and concentrations of plasma proteins in dogs administered etodolac.

Journal: American journal of veterinary research 20021101

Title: In vitro investigation of the effects of cyclooxygenase-2 inhibitors on contractile activity of the equine dorsal and ventral colon.

Journal: American journal of veterinary research 20021101

Title: Cyclooxygenase-2 inhibitor inhibits the fracture healing.

Journal: Journal of physiological anthropology and applied human science 20020901

Title: The effects of cyclo-oxygenase inhibitors on bile-injured and normal equine colon.

Journal: Equine veterinary journal 20020701

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Enhanced clearance of leukemic lymphocytes in B-cell chronic lymphocytic leukemia with etodolac.

Journal: Blood 20020401

Title: Regulation of prostaglandin production in an immortalized human myometrial cell line by cytokines and non-steroidal anti-inflammatory drugs.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20020110

Title: Effects of etodolac, a selective cyclooxygenase-2 inhibitor, on the expression of E-cadherin-catenin complexes in gastrointestinal cell lines.

Journal: Journal of gastroenterology 20020101

Title: Search of antimicrobial activity of selected non-antibiotic drugs.

Journal: Acta poloniae pharmaceutica 20020101

Title: Cyclooxygenase-1 and cyclooxygenase-2 selectivity of non-steroidal anti-inflammatory drugs: investigation using human peripheral monocytes.

Journal: The Journal of pharmacy and pharmacology 20011201

Title: Regioselective biomimetic oxidation of etodolac with iodosylbenzene catalyzed by halogenated and perhalogenated metalloporphyrins in dichloromethane.

Journal: Chemical & pharmaceutical bulletin 20011001

Title: Nonsteroidal anti-inflammatory drugs for perioperative pain control.

Journal: Medicine and health, Rhode Island 20011001

Title: Comparison of the upper gastrointestinal effects of etodolac and aspirin in healthy dogs.

Journal: The Journal of veterinary medical science 20011001

Title: Does cyclooxygenase-2 inhibitor prevent renal tissue damage in unilateral ureteral obstruction?

Journal: The Journal of urology 20010901

Title: Cyclooxygenase selectivity of non-steroid anti-inflammatory drugs in humans: ex vivo evaluation.

Journal: European journal of pharmacology 20010824

Title: Long-term temporal evaluation of ground reaction forces during development of experimentally induced osteoarthritis in dogs.

Journal: American journal of veterinary research 20010801

Title: Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac.

Journal: Journal of pharmaceutical and biomedical analysis 20010701

Title: Induction of apoptosis by cyclooxygenase-2 inhibitors in prostate cancer cell lines.

Journal: International journal of urology : official journal of the Japanese Urological Association 20010701

Title: Effects of cyclooxygenase-2 inhibitor on gastric acid secretion in Helicobacter pylori-infected C57BL/6 mice.

Journal: Scandinavian journal of gastroenterology 20010601

Title: Tumor invasiveness and liver metastasis of colon cancer cells correlated with cyclooxygenase-2 (COX-2) expression and inhibited by a COX-2-selective inhibitor, etodolac.

Journal: International journal of cancer 20010315

Title: Direct superoxide scavenging activity of nonsteroidal anti-inflammatory drugs: determination by electron spin resonance using the spin trap method.

Journal: Headache 20010201

Title: [Suppressive efffects of clarithromycin and cyclooxygenase-2 inhibitor, etodolac on N-nitrosobis(2-hydroxypropyl)amine(BHP)- induced experimental lung neoplasm in rats].

Journal: The Japanese journal of antibiotics 20010201

Title: Nimesulide, a balanced drug for the treatment of osteoarthritis.

Journal: Clinical and experimental rheumatology 20010101

Title: The role of eicosanoids in the process of adaptation following massive bowel resection in the rat.

Journal: JPEN. Journal of parenteral and enteral nutrition 20010101

Title: The effect of etodolac on bile salt and histamine-mediated gastric mucosal injury in the rat.

Journal: Journal of physiology, Paris 20010101

Title: Effects of some pharmacological agents on the survival of unipedicled venous flaps: an experimental study.

Journal: Microsurgery 20010101

Title: Sulindac and a cyclooxygenase-2 inhibitor, etodolac, increase APC mRNA in the colon of rats treated with azoxymethane.

Journal: Gut 20001201

Title: Immune hemolytic anemia caused by sensitivity to a metabolite of etodolac, a nonsteroidal anti-inflammatory drug.

Journal: Transfusion 20000601

Title: The effect of NSAIDs and a COX-2 specific inhibitor on Helicobacter pylori-induced PGE2 and HGF in human gastric fibroblasts.

Journal: Alimentary pharmacology & therapeutics 20000401

Title: Reactive oxygen species are involved in the apoptosis induced by nonsteroidal anti-inflammatory drugs in cultured gastric cells.

Journal: European journal of pharmacology 19991103

Title: Biochemical and pharmacological profile of a tetrasubstituted furanone as a highly selective COX-2 inhibitor.

Journal: British journal of pharmacology 19970501

Title: Nonsteroidal antiinflammatory drug induced hypersensitivity vasculitis clinically mimicking temporal arteritis.

Journal: The Journal of rheumatology 19960101

Title: Fulminant hepatic failure associated with etodolac use.

Journal: The American journal of gastroenterology 19950401

Title: Anti-inflammatory effects of etodolac: comparison with other non-steroidal anti-inflammatory drugs.

Journal: Biological & pharmaceutical bulletin 19941201

Title: Efficacy and tolerability of etodolac in aged patients affected by degenerative joint disease (osteoarthritis) in its active phase.

Journal: International journal of clinical pharmacology research 19940101

Title: [Allergic vasculitis caused by etodolac. The first case].

Journal: Annales de medecine interne 19890101

Title: Comparative effects of etodolac, indomethacin, and benoxaprofen on icosanoid biosynthesis.

Journal: Inflammation 19841201

Title: Riendeau D, et al. Biochemical and pharmacological profile of a tetrasubstituted furanone as a highly selective COX-2 inhibitor. Br J Pharmacol. 1997 May;121(1):105-17.

Title: Ito S, Tajima K, Nogawa M et al. Etodolac, a cyclooxygenase-2 inhibitor, attenuates paclitaxel-induced peripheral neuropathy in a mouse model of mechanical allodynia. J Pharmacol Exp Ther. 2012 Jul;342(1):53-60.

Title: Yanaoka K, Oka M, Yoshimura N et al. Preventive effects of etodolac, a selective cyclooxygenase-2 inhibitor, on cancer development in extensive metaplastic gastritis, a Helicobacter pylori-negative precancerous lesion. Int J Cancer. 2010 Mar 15;126(6):1467-73.

Title: Matsuyama M, Yoshimura R, Hase T et al. Administration of the selective cyclooxygenase (COX)-2 inhibitor etodolac prolongs cardiac allograft survival in a mouse model. Mol Med Report. 2010 Sep-Oct;3(5):771-4.

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Tags:41340-25-4 Molecular Formula|41340-25-4 MDL|41340-25-4 SMILES|41340-25-4 2-{1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl}acetic acid |Heterocyclic_Building_Blocks