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587841-73-4

587841-73-4 Structure

587841-73-4 Structure
IdentificationBack Directory
[Name]

2-(4-broMo-2-chlorophenoxy)-N-(4-(N-(4,6-diMethylpyriMidin-2-yl)sulfaMoyl)phenylcarbaMothioyl)acetaMide
[CAS]

587841-73-4
[Synonyms]

278
CS-912
ZCL 278
ZCL278, >95%
ZCL278, >=98%
ZCL278; ZCL-278
CDC42 Inhibitor III, ZCL278 - CAS 587841-73-4 - Calbiochem
2-(4-Bromo-2-chlorophenoxy)-N-((4-(N-(4,6-dimethylpyrimidin-2-yl)sulfamoyl)phenyl)carbAmothioy
2-(4-broMo-2-chlorophenoxy)-N-(4-(N-(4,6-diMethylpyriMidin-2-yl)sulfaMoyl)phenylcarbaMothioyl)acetaMide
2-(4-broMo-2-chlorophenoxy)-N-(4-(N-(4,6-diMethylpyriMidin-2-yl)sulfaMoyl)phenylcarbaMothioyl)acetaMide USP/EP/BP
2-(4-Bromo-2-chlorophenoxy)-N-[[[4-[[(4,6-dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]amino]thioxomethyl]acetamide
Acetamide, 2-(4-bromo-2-chlorophenoxy)-N-[[[4-[[(4,6-dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]amino]thioxomethyl]-
2-(4-Bromo-2-chlorophenoxy)-N-[[[4-[[(4,6-dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]amino]thioxomethyl]acetamide ZCL278
ZCL 278 2-(4-Bromo-2-chlorophenoxy)-N-[[[4-[[(4,6-dimethyl-2-pyrimidinyl)amino]sulfonyl]phenyl]amino]thioxomethyl]acetamide
[EINECS(EC#)]

200-256-5
[Molecular Formula]

C21H19BrClN5O4S2
[MDL Number]

MFCD03623090
[MOL File]

587841-73-4.mol
[Molecular Weight]

584.894
Chemical PropertiesBack Directory
[storage temp. ]

+2C to +8C
[solubility ]

≥29.25 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH
[form ]

Light beige solid
[color ]

White to light yellow
[InChIKey]

XKZDWYDHEBCGCG-UHFFFAOYSA-N
[SMILES]

[S](=O)(=O)(Nc3nc(cc(n3)C)C)c1ccc(cc1)NC(=S)NC(=O)COc2c(cc(cc2)Br)Cl
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H410-H372
[Precautionary statements ]

P260-P264-P273-P501
[WGK Germany ]

WGK 2
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

ZCL 278, is a selective inhibitor of Cdc42, and effectively inhibits EGF-stimulated Cdc42 activity including microspike formation in 3T3 fibroblasts and neuronal branching in primary neonatal cortical neurons.
[Biological Activity]

zcl278 is a selective inhibitor of cdc42 with kd value of 11.4 μm [1].cell division control protein 42 homolog (cdc42) is a small gtpase that belongs to the rho family and plays an important role in regulating diverse cellular functions including cell morphology, endocytosis, migration, and cell cycle progression [2].zcl278 is a potent cdc42 inhibitor and has a different selectivity with the reported cdc42 inhibitor ml141. when tested with human metastatic prostate cancer pc-3 cells, zcl278 showed inhibitory function on rac/cdc42 phosphorylation and the function increasing as the more-treated time. in cortical neurons, zcl278 treatment suppressed neuronal branch number and inhibited growth cone motility at the dose of 50 μm for 5 or 10 min. treated serum-starved swiss 3t3 fibroblasts cdc42 activator following administration of zcl278 at the dose of 50 μm for 1 h exhibited a significant decrease (nearly 80%) in gtp-cdc42 and disrupted perinuclear distribution of active cdc42. [1]. when tested with rat cerebellar granule neurons (cgns), pre-treated with zcl278 before exposed to naaso2 increased cell viability in a dose-dependent manner (20, 50 and 100μm) [3].
[in vivo]

ZCL278 reduces the JUNV RNA load in the spleen more than 33-fold, with JUNV RNA being undetectable in 5 out of 8 mice. These results are similar to those seen in Gabapentin-treated mice, demonstrating that ZCL278 can abrogate JUNV replication[2].

[References]

[1]. friesland, a., et al., small molecule targeting cdc42-intersectin interaction disrupts golgi organization and suppresses cell motility. proc natl acad sci u s a, 2013. 110(4): p. 1261-6.
[2]. selamat, w., et al., the cdc42 effector kinase pak4 localizes to cell-cell junctions and contributes to establishing cell polarity. plos one, 2015. 10(6): p. e0129634.
[3]. liu, x., et al., neuroglobin plays a protective role in arsenite-induced cytotoxicity by inhibition of cdc42 and rac1gtpases in rat cerebellar granule neurons. cell physiol biochem, 2015. 36(4): p. 1613-1627.
Spectrum DetailBack Directory
[Spectrum Detail]

2-(4-broMo-2-chlorophenoxy)-N-(4-(N-(4,6-diMethylpyriMidin-2-yl)sulfaMoyl)phenylcarbaMothioyl)acetaMide(587841-73-4)MS
2-(4-broMo-2-chlorophenoxy)-N-(4-(N-(4,6-diMethylpyriMidin-2-yl)sulfaMoyl)phenylcarbaMothioyl)acetaMide(587841-73-4)1HNMR
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