Details
Stereochemistry | ACHIRAL |
Molecular Formula | C29H38O7S |
Molecular Weight | 530.673 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC1=C(SCCCOC2=CC=C(C(C)=O)C(OCCCC(O)=O)=C2CCC)C=CC(C(C)=O)=C1O
InChI
InChIKey=KPWYNAGOBXLMSE-UHFFFAOYSA-N
InChI=1S/C29H38O7S/c1-5-9-23-25(14-12-22(20(4)31)29(23)36-16-7-11-27(32)33)35-17-8-18-37-26-15-13-21(19(3)30)28(34)24(26)10-6-2/h12-15,34H,5-11,16-18H2,1-4H3,(H,32,33)
Tioxaprofen is a sulfidopeptide leukotriene receptor antagonist. It is an orally bioavailable anti-inflammatory agent, originated by Kyorin Pharmaceutical, which is being developed in clinical trials by the US company MediciNova for the treatment of interstitial cystitis and asthma. The actions of the drug are described by MediciNova as consisting of eosinophil migration inhibition, leukotriene antagonism, and phosphodiesterase IV inhibition. Other mechanisms described for Tioxaprofen include the inhibition of phosphodiesterases III, 5-lipoxygenase, phospholipase C as well as thromboxane A2. Tioxaprofen in doses of 1 and 5 mg/kg inhibits bronchoconstriction induced by inhalation of antigen and propranolol in a dose-dependent manner. Tioxaprofen was in phase III clinical trial for the treatment of asthma. However, this development was discontinued. It is under investigation for the treatment of idiopathic pulmonary fibrosis and Non-alcoholic steatohepatitis.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q9Y271 Gene ID: 10800.0 Gene Symbol: CYSLTR1 Target Organism: Homo sapiens (Human) |
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Target ID: P09917 Gene ID: 240.0 Gene Symbol: ALOX5 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27807356 |
1.11 µM [IC50] | ||
Target ID: CHEMBL2094125 |
0.567 µM [IC50] | ||
Target ID: CHEMBL2093863 |
0.639 µM [IC50] |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17963431
750 mg twice daily, 500 mg three times daily
Route of Administration:
Oral
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NCI_THESAURUS |
C29712
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FDA ORPHAN DRUG |
448914
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08379P260O
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CHEMBL2104988
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DB12435
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8741
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300000034380
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9893228
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RR-119
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C74581
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DTXSID00925325
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125961-82-2
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ACTIVE MOIETY