Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H15ClN2O4S2 |
Molecular Weight | 434.916 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCC1=CC2=CC(Cl)=CC=C2N1S(=O)(=O)C3=CC4=C(C=C3)N=CS4
InChI
InChIKey=OQDQIFQRNZIEEJ-UHFFFAOYSA-N
InChI=1S/C19H15ClN2O4S2/c20-13-4-7-17-12(8-13)9-14(2-1-3-19(23)24)22(17)28(25,26)15-5-6-16-18(10-15)27-11-21-16/h4-11H,1-3H2,(H,23,24)
Molecular Formula | C19H15ClN2O4S2 |
Molecular Weight | 434.916 |
Charge | 0 |
Count |
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Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Q07869 Gene ID: 5465.0 Gene Symbol: PPARA Target Organism: Homo sapiens (Human) |
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Target ID: Q03181|||Q9BUD4 Gene ID: 5467.0 Gene Symbol: PPARD Target Organism: Homo sapiens (Human) |
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Target ID: P37231|||Q15179 Gene ID: 5468.0 Gene Symbol: PPARG Target Organism: Homo sapiens (Human) |
PubMed
Title | Date | PubMed |
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Pan PPAR agonist IVA337 is effective in prevention and treatment of experimental skin fibrosis. | 2016 Dec |
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Design, Synthesis, and Evaluation of a Novel Series of Indole Sulfonamide Peroxisome Proliferator Activated Receptor (PPAR) α/γ/δ Triple Activators: Discovery of Lanifibranor, a New Antifibrotic Clinical Candidate. | 2018 Mar 22 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29446942
LANIFIBRANOR (IVA-337) is a pan peroxisome proliferator-activated receptor (PPAR) agonist with EC50s of 1.5, 0.87 and 0.21 uM for human PPARa, PPARb and PPARg, respectively.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 12:04:13 GMT 2023
by
admin
on
Sat Dec 16 12:04:13 GMT 2023
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Record UNII |
28Q8AG0PYL
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Record Status |
Validated (UNII)
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Record Version |
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FDA ORPHAN DRUG |
470315
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EU-Orphan Drug |
EU/3/14/1361
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DB14801
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28Q8AG0PYL
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SUB184623
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EU/3/14/1362(POSITIVE)
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admin on Sat Dec 16 12:04:13 GMT 2023 , Edited by admin on Sat Dec 16 12:04:13 GMT 2023
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PRIMARY | On 19 November 2014, orphan designation (EU/3/14/1362) was granted by the European Commission to Inventiva, France, for 1-(6-benzothiazolylsulfonyl)-5-chloro-1H-indole-2-butanoic acid for the treatment of idiopathic pulmonary fibrosis. | ||
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C166556
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10474
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68677842
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927961-18-0
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100000170566
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Related Record | Type | Details | ||
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TARGET -> AGONIST | |||
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TARGET -> AGONIST |
AGONIST
EC50
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TARGET -> AGONIST |
AGONIST
EC50
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
RESULTS: In mice, IVA337 was associated with decreased extracellular matrix (ECM) deposition and reduced expression of phosphorylated SMAD2/3-intracellular effector of transforming growth factor (TGF)-.BETA.1. Although the antifibrotic effect of pan PPAR was similar to that of PPAR.GAMMA. agonist alone, a significant downregulation of several markers of inflammation was associated with IVA337. Despite its anti-inflammatory and antifibrotic properties, IVA337 did not interfere with wound closure. In vitro effects of IVA337 included attenuation of transcription of ECM genes and alteration of canonical and non-canonical TGF-.BETA. signalling pathways.
CONCLUSIONS: These findings indicate that simultaneous activation of all three PPAR isoforms exerts a dampening effect on inflammation and fibrosis, making IVA337 a potentially effective therapeutic candidate in the treatment of fibrotic diseases including SSc.
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