Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H13F3N2O2 |
Molecular Weight | 310.2711 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC(NC(=O)C(\C#N)=C(/O)C2CC2)=CC=C1C(F)(F)F
InChI
InChIKey=GDHFOVCRYCPOTK-QBFSEMIESA-N
InChI=1S/C15H13F3N2O2/c1-8-6-10(4-5-12(8)15(16,17)18)20-14(22)11(7-19)13(21)9-2-3-9/h4-6,9,21H,2-3H2,1H3,(H,20,22)/b13-11-
Molecular Formula | C15H13F3N2O2 |
Molecular Weight | 310.2711 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
LAFLUNIMUS is an immunomodulator with anti-inflammatory activities. It inhibits prostaglandin endoperoxide H synthases 1 and 2 in vitro and in vivo. It also acts as an immunosuppressive agent being an inhibitor of mitochondrial dihydroorotate dehydrogenase and concomitant reducing agent of pyrimidine nucleotide pools.
Approval Year
PubMed
Title | Date | PubMed |
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Immunosuppressant HR-325 attenuates progression of malignant arteritis in the kidney of Dahl salt-sensitive rats. | 1997 Jun |
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Species-related inhibition of human and rat dihydroorotate dehydrogenase by immunosuppressive isoxazol and cinchoninic acid derivatives. | 1998 Nov 1 |
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Structural and functional comparison of agents interfering with dihydroorotate, succinate and NADH oxidation of rat liver mitochondria. | 1998 Oct 15 |
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In vitro and in Vivo inhibition of immunoglobulin secretion by the immunosuppressive compound HR325 is reversed by exogenous uridine. | 2002 Jul |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9223572
LAFLUNIMUS (HR325) was a potent inhibitor of PGHS in guinea pig polymorphonuclear leukocytes (IC50 = 415 nM) and isolated ovine PGHS-1 (IC50 = 64 microM) and PGHS-2 (IC50 = 100 microM). In vivo, in rat carrageenan air pouch inflammation, HR325 at 25 mg/kg inhibited accumulation of leukocytes (48%) and prostaglandin E2 (PGE2) (61%). HR325 was also active against human peripheral blood mononuclear cell PGHS-1 [IC50 = 1.6 microM (thromboxane B2 production) or 1.1 microM (PGE2 production)] and lipopolysaccharide-induced PGHS-2 in human adherent peripheral blood mononuclear cells (IC50 = 435 nM) and peripheral blood polymorphonuclear leukocytes (IC50 = 91 nM microM).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:30:47 GMT 2023
by
admin
on
Fri Dec 15 16:30:47 GMT 2023
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Record UNII |
44EH625IUS
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Record Status |
Validated (UNII)
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Record Version |
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Common Name | English | ||
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Common Name | English |
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NCI_THESAURUS |
C574
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EU-Orphan Drug |
EU/3/12/1050
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CHEMBL142218
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147076-36-6
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C81163
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44EH625IUS
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7159
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100000083081
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54684599
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SUB08387MIG
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Related Record | Type | Details | ||
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ACTIVE MOIETY |