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SML1866

Sigma-Aldrich

KIN1408

≥98% (HPLC)

Synonym(s):

7-((4-(Difluoromethoxy)phenyl)(5-methoxybenzo[d]thiazol-2-ylamino)methyl)quinolin-8-ol, 7-[[4-(Difluoromethoxy)phenyl][(5-methoxy-2-benzothiazolyl)amino]methyl]-8-quinolinol

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About This Item

Empirical Formula (Hill Notation):
C25H19F2N3O3S
CAS Number:
1903800-11-2
Molecular Weight:
479.50
MDL number:
MFCD29924731
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 30 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(C(N=CC=C1)=C1C=C2)=C2C(C3=CC=C(OC(F)F)C=C3)NC4=NC5=C(S4)C=CC(OC)=C5

Biochem/physiol Actions

KIN1408 is a small molecule that targets factors at or above the level of MAVS in the RLR signaling pathway to drive IRF3 activation (IRF3 nuclear translocation ECmax = 5 μM in 20 h; Huh7 cells) without significant cytotoxicity (50 μM/20 h in Huh7 or 20 μM/36 h in HEK293 cultures). KIN1408 induces cellular transcription of innate immune genes (Eff. conc. 1.25-20 μM in 20 h; PMA-differentiated THP-1 cells) in a MAVS- and IRF3-dependent manner and exhibits broad-spectrum anti-viral activity (Eff. conc. 1-5 μM), including dengue virus 2 (DV2; Huh7), influenza A (IAV H3N2; HEK293), RSV (A2 strain; HeLa), Ebola (EBOV strain Zaire; HUVECs), Nipah virus (NiV; HUVECs), and Lassa virus (LASV; HUVECs). MAVS signaling activation upon Zika virus infection or KIN1408 treatment is reported to result in pTBK1 mitochondria relocalization and caspase 3-mediated apoptosis in human neuroepithelial stem (NES) cells.

Hazard Statements

H413

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

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’.

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Marco Onorati et al.
Cell reports, 16(10), 2576-2592 (2016-08-29)
The mechanisms underlying Zika virus (ZIKV)-related microcephaly and other neurodevelopment defects remain poorly understood. Here, we describe the derivation and characterization, including single-cell RNA-seq, of neocortical and spinal cord neuroepithelial stem (NES) cells to model early human neurodevelopment and ZIKV-related
R R Green et al.
Genomics data, 7, 290-292 (2016-03-17)
The recognition of pathogen associated molecular patterns (PAMPs) by pattern recognition receptors (PRR) during viral infection initiates the induction of antiviral signaling pathways, including activation of the Interferon Regulator Factor 3 (IRF3). We identified small molecule compounds that activate IRF3
Sowmya Pattabhi et al.
Journal of virology, 90(5), 2372-2387 (2015-12-18)
The cellular response to virus infection is initiated when pathogen recognition receptors (PRR) engage viral pathogen-associated molecular patterns (PAMPs). This process results in induction of downstream signaling pathways that activate the transcription factor interferon regulatory factor 3 (IRF3). IRF3 plays

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