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Evp4593

HCID 509554
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
545380-34-5
Standard SMILES
Nc1ccc2ncnc(NCCc3ccc(Oc4ccccc4)cc3)c2c1
InChIKey
IBAKVEUZKHOWNG-UHFFFAOYSA-N
Molecular formula
C22H20N4O
Average molar mass
356.4 g/mol
Monoisotopic mass
356.16371127

Overview

EVP4593 is a member of the class of quinazolines that is quinazoline substituted by [2-(4-phenoxyphenyl)ethyl]amino and amino groups at positions 4 and 6, respectively. It is an inhibitor of NF-B signal transduction pathway and exhibits protective effects in oncology, cardiovascular disease and parasite invasion. It has a role as an antiparasitic agent, an antineoplastic agent, an EC 1.6.5.3 [NADH:ubiquinone reductase (H(+)-translocating)] inhibitor, an anti-inflammatory agent, an apoptosis inducer and a NF-kappaB inhibitor. It is a member of benzenes, an aromatic ether, a member of quinazolines, a primary amino compound and a secondary amino compound.

Names & identifiers

Preferred name
Evp4593
IUPAC
4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine
English name
6-Amino-4-(4-phenoxyphenylethylamino)quinazoline
Molecular formula
C22H20N4O
Molecular weight
356.42

Names & synonyms

EVP4593EVP-4593EVP 4593QNZ quinazolinediamineRefChem:921403545380-34-56-Amino-4-(4-phenoxyphenylethylamino)quinazolineQNZN4-(4-phenoxyphenethyl)quinazoline-4,6-diamineQNZ (EVP4593)4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamineNF-kB activation inhibitor
Show more names
CS-902CAY10470CAY10470|||EVP4593QNZ, 10 mM in DMSOQNZ, NF-kB inhibitor
Curator_000005MFCD06411436AG-F-89549N4-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamineGTPL6012QNZ(EVP4593)DTXSID00333507HMS3652J12

Database identifiers

CAS
545380-34-5
PubChem CID
509554
DTXSID
DTXSID00333507
ChEMBL
CHEMBL522502
ChEBI
CHEBI:232358
Nikkaji
J2.655.679A

Properties

Computed structural properties

XLogP
4.7
Topological polar surface area
73.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
5
Rotatable bonds
6
Heavy atoms
27
Formal charge
0
Complexity
434

Physicochemical properties

Melting point
169 · 169-175°C
Boiling point
601.999 · 601.999±55.00 °C(Press: 760.00 Torr)(predicted)
Density
1.275 · 1.275±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.
2 · Keep in dark place,Inert atmosphere,2-8°C
solubility
15 mg/mL, · DMSO: soluble15mg/mL, clear
form
powder
pka
7.219 · 7.219±0.10(predicted)
color
white to beige
Stability
1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
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)
InChIKey
IBAKVEUZKHOWNG-UHFFFAOYSA-N
SMILES
NC1=CC(C(NCCC2=CC=C(OC3=CC=CC=C3)C=C2)=NC=N4)=C4C=C1
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
3
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
Storage Class
11 - Combustible Solids
Hazard statements
H302-H410
Precautionary statements
P264-P270-P301+P312-P330-P501-P273-P391-P501

Chemistry & industry

Applications · 3 items

DescriptionQNZ (545380-34-5) was originally described as a potent inhibitor of NF-κB activation (IC50= 11 nM) and TNF-αproduction (IC50= 7 nM).1,2It 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.3,4Its target has been postulated to be heteromeric calcium channels containing TRPC1 as one of the subunits.4QNZ reduced synaptic neuronal SOC and rescued dendritic spine loss in YAC128 striatal medium spiny neurons.5QNZ has also been identified as a potent (IC50= 25 nM complex 1 fromY.lipolytica; IC50= 14 nM complex 1 fromBos Taurusheart mitochondria) and selective inhibitor of mitochondrial complex I.6QNZdecreased PSEN1ΔE9-mediated nSOCE upregulation and rescued mushroom spines in PSEN1ΔE9-expressing neurons, which are linked to familial Alzheimer’s disease.7

UsesQNZ 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

UsesQNZ is an inhibitor of NF-κB activation with IC50 of 11 nM.

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海麦克林生化科技股份有限公司

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
302 · H302-H410
Precautionary statements
264 · P264-P270-P301+P312-P330-P501-P273-P391-P501
WGK Germany
3 · 3
Storage Class
11 · 11 - Combustible Solids
021-50706066 15221275939 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
Shaanxi Haibo Biotechnology Co., Ltd+86-18629295024 · [email protected]
上海冬洋生物科技有限公司0512-13601744364 13601744364 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
郑州鸿晟医药科技有限公司0371-55695890 15637198702 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
怀化市冰峰化工有限公司0745-2866851 17711757908 · [email protected]
学研惠(武汉)科技有限公司15727060112 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
上海瀚香生物科技有限公司177-54423994 17754423994 · [email protected]
济南精合医药科技有限公司0531-88811783 · [email protected]
ChemeGen 中国18818260767 · [email protected]
赛纳斯特化学(欢迎点击联系)021-60343070
郑州安步防护用具有限公司+86-0371-88006763; +86-15988602810 · [email protected]
上海昶衍化工科技有限公司021-20242659 18930833303 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
Wuhan Jingkang en Biomedical Technology Co., Ltd+86-0086-13720134139 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
凯试(上海)科技有限公司021-50135380 · [email protected]
上海泽涵生物医药科技有限公司021-61350663 13052117465 · [email protected]
上海东苍生物科技有限公司+86-21-58447131 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
斯派螺(武汉)药物研发有限公司[email protected]
上海锌果科技有限公司13120711461 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
广州市齐云生物技术有限公司020-61288194 61288195 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
深圳市创鑫生物科技有限公司13417589054 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]