ChemicalBook > CAS DataBase List > 6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE

6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE

CAS No.545380-34-5
Chemical Name:6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE
CBNumber:CB7500822
Molecular Formula:C22H20N4O
Formula Weight:356.42
MOL File:545380-34-5.mol

6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE Property

Melting point 169-175°C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO: soluble15mg/mL, clear
form powder
color white to beige
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
UNSPSC Code 12352200
NACRES NA.77

Safety

WGK Germany :3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H410
Precautionary statements P264-P270-P301+P312-P330-P501-P273-P391-P501

6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE Price More Price(3)

Brand: Sigma-Aldrich(India)
Product number: SML0579
Product name : EVP4593
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: ₹15795.3
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: SML0579
Product name : EVP4593
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: ₹64224.6
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 481406
Product name : NF-κB Activation Inhibitor - CAS 545380-34-5 - Calbiochem
Purity: The NF-κB Activation Inhibitor, also referenced under CAS 545380-34-5, controls the biological activity of NF-κB. This small molecule/inhibitor is pri
Packaging: 1MG
Price: ₹16250.01
Updated: 2022/06/14
Buy: Buy

6-AMINO-4-(4-PHENOXYPHENYLETHYLAMINO)QUINAZOLINE Chemical Properties,Usage,Production

Description QNZ (545380-34-5) was originally described as a potent inhibitor of NF-κB activation (IC50?= 11 nM) and TNF-α?production (IC50?= 7 nM).1,2?It indirectly inhibits the NF-κB pathway via inhibition of store-operated calcium entry (SOC) and displayed neuroprotective effects in transgenic fly and mouse models of Huntington’s disease.3,4?Its target has been postulated to be heteromeric calcium channels containing TRPC1 as one of the subunits.4?QNZ reduced synaptic neuronal SOC and rescued dendritic spine loss in YAC128 striatal medium spiny neurons.5?QNZ has also been identified as a potent (IC50?= 25 nM complex 1 from?Y.lipolytica; IC50?= 14 nM complex 1 from?Bos Taurus?heart mitochondria) and selective inhibitor of mitochondrial complex I.6?QNZ?decreased PSEN1ΔE9-mediated nSOCE upregulation and rescued mushroom spines in PSEN1ΔE9-expressing neurons, which are linked to familial Alzheimer’s disease.7
Chemical Properties White Solid
Uses QNZ is a novel inhibitor of NFkB which displays potent inhibitory effects on both NFKB transcriptional activation (IC50=11nM) and TNF-a production (IC50=7nM). It dose-dependently inhibited carragenin-induced edema formation in the rat paw model (1m
Uses QNZ is an inhibitor of NF-κB activation with IC50 of 11 nM.
target NF-κB
IC 50 NF-κB: 11 nM (IC₅₀, in human Jurkat cells transfected with pNFκB-Luc)
References 1) Tobe?et al. (2003),?Discovery of quinazolines as a novel structural class of potent inhibitors of NF-kappa B activation; Bioorg. Med. Chem. Lett,?11?383 2) Tobe?et al.?(2003),?A novel structural class of potent inhibitors of NF-kB activation: structure-activity relationships and biological effects of 6-aminoquinazoline derivatives; Bioorg. Med. Chem. Lett,?11?3869 3) Choi?et al.?(2006),?Nuclear factor-kappaB activated by capacitive Ca2+ entry enhances muscarinic receptor-mediated soluble amyloid precursor protein (sAPPalpha) release in SH-SY5Y cells; J. Biol. Chem.,?281?12722 4) Wu?et al.?(2011),?Neuronal Store-Operated Calcium Entry Pathway as a Novel Therapeutic Target for Huntington’s Disease Treatment; Chem. Biol.,?18?777 5) Wu?et al. (2016),?Enhanced Store-Operated Calcium Entry Leads to Striatal Synaptic Loss in a Huntington’s Disease Mouse Model; J. Neurosci.,?36?125 6) Krishnathas?et al. (2017),?Identification of 4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine as a novel, highly potent and specific inhibitor of mitochondrial complex I; Medchemcomm.?8?657 7) Chernyuk?et al. (2019),?Antagonist of neuronal store-operated calcium entry exerts beneficial effects in neurons expressing PSEN1?E9 mutant linked to familial Alzheimer disease;?Neuroscience,?410?118