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SML0579

Sigma-Aldrich

EVP4593

≥98% (HPLC)

Synonym(s):

4-N-[2-(4-Phenoxyphenyl)ethyl]quinazoline-4,6-diamine, N4-[2-(4-Phenoxyphenyl)ethyl]-4,6-quinazolinediamine, QNZ

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About This Item

Empirical Formula (Hill Notation):
C22H20N4O
CAS Number:
545380-34-5
Molecular Weight:
356.42
MDL number:
MFCD06411436
UNSPSC Code:
12352200
PubChem Substance ID:
329825563
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC1=CC(C(NCCC2=CC=C(OC3=CC=CC=C3)C=C2)=NC=N4)=C4C=C1

InChI

1S/C22H20N4O/c23-17-8-11-21-20(14-17)22(26-15-25-21)24-13-12-16-6-9-19(10-7-16)27-18-4-2-1-3-5-18/h1-11,14-15H,12-13,23H2,(H,24,25,26)

InChI key

IBAKVEUZKHOWNG-UHFFFAOYSA-N

Biochem/physiol Actions

EVP4593 is a high affinity partial antagonist of NF-KB pathway activation acting by inhibiting store-operated calcium (Ca2+) entry (SOC). It appears that EVP4593 targets heteromeric channels containing TRPC1 as one of the subunits in HD neurons. EVP4593 exhibits neuroprotective effects from glutamate toxicity in nanomolar concentrations.

Features and Benefits

This compound is featured on the Calcium Channels, Cytokine Receptors (Interleukin-1 Receptor/TIR Family) and Cytokine Receptors (Tumor Necrosis Receptor Family) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Other Notes

Air sensitive

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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Jianhua Zhu et al.
Biochemical and biophysical research communications, 480(4), 522-527 (2016-10-23)
High mobility group box 1 (HMGB1) is a ubiquitous nuclear protein with multi-functions and plays an important role in tumorigenesis and metastasis in various human cancers. In the present study, we found that HMGB1 induced migration of in human non-small
Monica De Luise et al.
Scientific reports, 12(1), 8020-8020 (2022-05-17)
Anticancer strategies aimed at inhibiting Complex I of the mitochondrial respiratory chain are increasingly being attempted in solid tumors, as functional oxidative phosphorylation is vital for cancer cells. Using ovarian cancer as a model, we show that a compensatory response
Yu-Chang Liu et al.
Oncology letters, 14(1), 461-467 (2017-07-12)
The aim of the present study was to investigate the effects of regorafenib on the nuclear factor κ-light-chain-enhancer of activated B cells (NF)-κB-modulated expression of angiogenesis- and metastasis-associated proteins and cell invasion in human hepatocellular carcinoma SK-Hep1 cells. The SK-Hep1
Qingan Jia et al.
Scientific reports, 7(1), 13846-13846 (2017-10-25)
The general prognosis of patients with hepatocellular carcinoma (HCC) remains extremely dismal, due to the high frequency of metastasis. Since 2003, our research group has explored the gene expression profiles of metastasized HCC tissue samples and identified a significant upregulation
K D Sluzalska et al.
Osteoarthritis and cartilage, 25(11), 1890-1899 (2017-07-25)
Phospholipids (PLs), together with hyaluronan and lubricin, are involved in boundary lubrication within human articular joints. Levels of lubricants in synovial fluid (SF) have been found to be associated with the health status of the joint. However, the biosynthesis and
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