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ChemicalBook--->CAS DataBase List--->1198784-97-2

1198784-97-2

1198784-97-2 Structure

1198784-97-2 Structure
IdentificationBack Directory
[Name]

BI 653048)
[CAS]

1198784-97-2
[Synonyms]

BI 653048)
BI 653048 phosphate
BI-653048 (BI653048
[Molecular Formula]

C23H28F4N3O8PS
[MDL Number]

MFCD34469134
[MOL File]

1198784-97-2.mol
[Molecular Weight]

613.52
Hazard InformationBack Directory
[Uses]

BI 653048 phosphate is a selective and orally active nonsteroidal?glucocorticoid (GC)?agonist with an IC50 value of 55 nM[1]. BI 653048 phosphate inhibits CP1A2, CYP2D6, CYP2C9, CYP2C19 and CYP3A4 isoforms’ activity and reduces affinity for the hERG ion channel (IC50>30 μM)[2]. BI 653048 phosphate is extracted from patent WO2005028501A1 (Compound 103), is also a?HCV NS3 protease?inhibitor that can reduce viral loads infected with the?hepatitis C?virus[3].
[in vivo]

BI 653048 phosphate (oral administration; 3, 10, and 30 mg/kg) at 3 mg/kg has nonsignificant decreases for all measured histology parameters (ankle inflammation, pannus formation, cartilage damage, and bone resorption), Mid-dose (10 mg/kg) treatment significantly decreases pannus and bone resorption (33%) as well as summed scores (27%), while at high dose (30 mg/kg), all parameters are significantly decreased (87–96%). The ED50 value for the summed scores is 14 mg/kg[2].

Animal Model:Mice[2]
Dosage:3, 10, and 30 mg/kg
Administration:Oral administration
Result:Exhibited significant decreases for all measured histology parameters at high doses.
[IC 50]

CYP1A2: 50 μM (IC50); CYP2D6: 41 μM (IC50); CYP2C9: 12 μM (IC50); CYP2C19: 9 μM (IC50); CYP3A4: 8 μM (IC50)
[References]

[1] Reeves JT, et al. Development of a large scale asymmetric synthesis of the glucocorticoid agonist BI 653048 BS H3PO4.J Org Chem. 2013 Apr 19;78(8):3616-35. DOI:10.1021/jo400079z
[2] Harcken C, et al. Optimization?of?drug-like?properties?of?nonsteroidal?glucocorticoid?mimetics?and?identification?of a?clinical?candidate.ACS Med Chem Lett.?2014 Nov 20;5(12):1318-23. DOI:10.1021/ml500387y
[3] Montse Llinas-Brunet, et al. Latest bibliographic data on file with the International Bureau
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