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I2285

Sigma-Aldrich

IPA-3

≥95% (HPLC), powder

Synonym(s):

1,1′-Disulfanediyldinaphthalen-2-ol

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About This Item

Empirical Formula (Hill Notation):
C20H14O2S2
CAS Number:
42521-82-4
Molecular Weight:
350.45
MDL number:
MFCD00388917
UNSPSC Code:
12352200
PubChem Substance ID:
329815364
NACRES:
NA.77

assay

≥95% (HPLC)

form

powder

color

off-white to yellow

solubility

DMSO: >20 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Oc1ccc2ccccc2c1SSc3c(O)ccc4ccccc34

InChI

1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

InChI key

RFAXLXKIAKIUDT-UHFFFAOYSA-N

Biochem/physiol Actions

IPA-3 is an allosteric inhibitor of Pak1. It binds to autoinhibitory domain of Pak1 (p21 activated kinase), highly selective amongst kinases. Pak1 is implicated in tumorigenesis and metastasis.

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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Mathilde Gavillet et al.
American journal of hematology, 93(2), 269-276 (2017-11-11)
NET formation in mice (NETosis) is supported by reactive oxygen species (ROS) production by NADPH oxidase and histone hypercitrullination by peptidylarginine deiminase 4 (PAD4). Rac1 and Rac2, expressed in polymorphonuclear neutrophils (PMNs), regulate the cytoskeleton, cell shape, adhesion, and migration
Kemal Keseroglu et al.
Nature communications, 14(1), 6497-6497 (2023-10-15)
Mutations of several genes cause incomplete penetrance and variable expressivity of phenotypes, which are usually attributed to modifier genes or gene-environment interactions. Here, we show stochastic gene expression underlies the variability of somite segmentation defects in embryos mutant for segmentation
Aniruddha Das et al.
Scientific reports, 7(1), 13930-13930 (2017-10-27)
Fear conditioning, a behavioral model for studying fear-related disorders, is believed to be formed by alterations of synaptic efficacy mediated by changes in synaptic transmission and neuronal morphology in lateral amygdala (LA). Rac GTPase and its downstream effector p21-activated kinase (PAK)
Florian Ingo Schmidt et al.
The EMBO journal, 30(17), 3647-3661 (2011-07-28)
Vaccinia virus (VACV), the model poxvirus, produces two types of infectious particles: mature virions (MVs) and extracellular virions (EVs). EV particles possess two membranes and therefore require an unusual cellular entry mechanism. By a combination of fluorescence and electron microscopy
Elaine Y Chung et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 25(12), 3589-3601 (2019-03-14)
To evaluate therapeutic activity of PAK inhibition in ATLL and to characterize the role of PAK isoforms in cell proliferation, survival, and adhesion of ATLL cells in preclinical models. Frequency and prognostic impact of PAK2 amplification were evaluated in an
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