CAS 57469-78-0|Ketoprofen lysinate

Introduction:Basic information about CAS 57469-78-0|Ketoprofen lysinate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameKetoprofen lysinate
CAS Number57469-78-0Molecular Weight400.46800
Density1.198g/cm3Boiling Point431.3ºC at 760mmHg
Molecular FormulaC22H28N2O5Melting Point/
MSDS/Flash Point228.8ºC

Names

NameKetoprofen lysinate
SynonymMore Synonyms

Ketoprofen lysinate BiologicalActivity

DescriptionKetoprofen (RP-19583) lysinate is a non-steroidal anti-inflammatory agent. Ketoprofen lysinate can inhibit the activity of cyclooxygenase with IC50 values of 2 nM (COX-1) and 26 nM (COX-2). which is potential in the research of inflammation, immunology, and metabolic disease such as obesity[1][2][3].
Related CatalogResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Immunology/Inflammation >>COXResearch Areas >>Metabolic Disease
Target

COX-1:2 nM (IC50)

COX-2:26 nM (IC50)

In VitroKetoprofen lysinate inhibits COX in LPS-stimulated monocytes isolated from human blood, with IC50 values of 2 nM (COX-1) and 26 nM (COX-2)[1]. Ketoprofen lysinate (2.5 mg /mL, 3-24h) decreases the mRNA level of immune factors (TNFα, IL-8, SAA and COX-2) and PTGES in LPS-stimulated bovine mammary epithelial cells[3]. RT-PCR[3] Cell Line: LPS (0.2 μg/mL)-stimulated bovine mammary epithelial cells Concentration: 2.5 mg /mL Incubation Time: 3, 6, 24 h Result: Decreased the mRNA level of TNFα, IL-8, SAA, COX-2 and PTGES.
In VivoKetoprofen lysinate (Oral administration, 10 mg/kg, three times a week for 10 weeks, HFD-induced obese C57BL/6 mice) decreases in relative body weight (15.41%), the iWAT mass (approximately 41%), and leptin (58.68%) and resistin (12.88%)[2]. Ketoprofen lysinate (50 mg/kg, LPS-treated dairy cows) lowers the increase of somatic cell count (SCC), serum albumin (SA), IgG and lactate dehydrogenase (LDH) activity in milk induced by LPS[3]. Animal Model: HFD-induced obese C57BL/6 mice[2] Dosage: 10 mg/kg Administration: Oral administration, three times a week for 10 weeks Result: Decreased in relative body weight, the iWAT mass, and the level of leptin and resistin. Animal Model: LPS (0.2 μg/mL)-treated dairy cows [3] Dosage: 50 mg/kg Administration: Injection (Milk samples were taken every 30 min until 6 and 9 h) Result: Lowered the increase of somatic cell count (SCC), serum albumin (SA), IgG and lactate dehydrogenase (LDH) activity in milk.
References

[1]. Palomer A, et al. Structure-based design of cyclooxygenase-2 selectivity into ketoprofen. Bioorg Med Chem Lett. 2002 Feb 25;12(4):533-7.

[2]. NamHyeon Kang Ketoprofen alleviates diet-induced obesity and promotes white fat browning in mice via the activation of COX-2 through mTORC1-p38 signaling pathway. Pflugers Arch. 2020 May;472(5):583-596.

[3]. Denisa Dan, et al. Ketoprofen affects the mammary immune response in dairy cows in vivo and in vitro. J Dairy Sci. 2018 Dec;101(12):11321-11329.

Chemical & Physical Properties

Density1.198g/cm3
Boiling Point431.3ºC at 760mmHg
Molecular FormulaC22H28N2O5
Molecular Weight400.46800
Flash Point228.8ºC
Exact Mass400.20000
PSA143.71000
LogP4.03360
InChIKeyVHIORVCHBUEWEP-ZSCHJXSPSA-N
SMILESCC(C(=O)O)c1cccc(C(=O)c2ccccc2)c1.NCCCCC(N)C(=O)O

Synonyms

ketoprofen lysine salt
Lysyl-ketoprofen
lysine-ketoprofen
ketoprofen lysine
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