Skip to Content
MilliporeSigma
All Photos(1)

Documents

SML2464

Sigma-Aldrich

KRN2

≥98% (HPLC)

Synonym(s):

KRN2, 13-[(2-Fluorophenyl)methyl]-5,6-dihydro-9,10-dimethoxy-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C27H23FClNO4
CAS Number:
248260-75-5
Molecular Weight:
479.93
MDL number:
MFCD31728343
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

faint yellow to dark orange

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

FC(C=CC=C1)=C1CC2=C([N+](CC3)=CC4=C2C=CC(OC)=C4OC)C5=C3C=C(OCO6)C6=C5.[Cl-]

Biochem/physiol Actions

KRN2 is a specific and potent inhibitor of nuclear factor of activated T cells 5 (NFAT5) that inhibits formation of NF-κB p65-DNA complexes. KRN2 suppresses migration of Fibroblast-like synoviocytes stimulated with TGF-β. KRN2 ameliorates experimental arthritis in mice.
KRN2 or 13-(2-fluorobenzyl)-berberine is a berberine derivative that effectively blocks the invasiveness of fibroblast-like synoviocytes (FLS). It is stable and orally bioavailable. It suppresses the production of proinflammatory cytokines to ameliorate arthritis severity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Naeun Lee et al.
Frontiers in immunology, 10, 270-270 (2019-03-16)
The nuclear factor of activated T cells (NFAT5), also known as a tonicity-responsive enhancer-binding protein, was originally identified as a key transcription factor involved in maintaining cellular homeostasis against hypertonic and hyperosmotic environments. Although NFAT5 has been expressed and studied
Eun-Jin Han et al.
EBioMedicine, 18, 261-273 (2017-04-12)
Nuclear factor of activated T cells 5 (NFAT5) has been implicated in the pathogenesis of various human diseases, including cancer and arthritis. However, therapeutic agents inhibiting NFAT5 activity are currently unavailable. To discover NFAT5 inhibitors, a library of >40,000 chemicals
Inessa Yanovsky et al.
Journal of medicinal chemistry, 55(23), 10700-10715 (2012-11-16)
The cascade of events that occurs in Alzheimer's disease involving oxidative stress and the reduction in cholinergic transmission can be better addressed by multifunctional drugs than cholinesterase inhibitors alone. For this purpose, we prepared a large number of derivatives of

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service