I2142

KN-62

Name: KN-62
Brand: SIGMA

≥95%, powder

Synonym(s):

(S)-5-Isoquinolinesulfonic acid 4-[2-[(5-isoquinolinylsulfonyl)methylamino]-3-oxo-3-(4-phenyl-1-piperazinyl)propyl]phenyl ester, 1-[N,O-bis(5-Isoquinolinesulfonyl)-N-methyl-L-tyrosyl]-4-phenylpiperazine

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All Photos(1)

About This Item

Empirical Formula (Hill Notation):

C₃₈H₃₅N₅O₆S₂

CAS Number:

127191-97-3

Molecular Weight:

721.84

NACRES:

NA.77

PubChem Substance ID:

24895961

UNSPSC Code:

12352200

MDL number:

MFCD00083180

Product Name

KN-62, ≥95%, powder

InChI

1S/C38H35N5O6S2/c1-41(50(45,46)36-11-5-7-29-26-39-19-17-33(29)36)35(38(44)43-23-21-42(22-24-43)31-9-3-2-4-10-31)25-28-13-15-32(16-14-28)49-51(47,48)37-12-6-8-30-27-40-20-18-34(30)37/h2-20,26-27,35H,21-25H2,1H3/t35-/m0/s1

SMILES string

O=S(OC1=CC=C(C[C@@H](C(N2CCN(C3=CC=CC=C3)CC2)=O)N(C)S(C4=CC=CC5=C4C=CN=C5)(=O)=O)C=C1)(C6=CC=CC7=C6C=CN=C7)=O

InChI key

RJVLFQBBRSMWHX-DHUJRADRSA-N

biological source

synthetic (organic)

assay

≥95%

form

powder

color

yellow

mp

130 °C

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.93 mg/mL
methanol: 10 mg/mL
DMSO: 12 mg/mL
chloroform: 20 mg/mL

storage temp.

−20°C

Quality Level

200

Gene Information

human ... P2RX7(5027)

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Related Categories

Bioactive Small Molecule Inhibitors

Biochem/physiol Actions

Selectively inhibits rat brain Ca²⁺/calmodulin-dependent protein kinase II.

Features and Benefits

This compound is featured on the Ca/CaMKs and P2 Receptors: P2X Ion Channel Family pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Ca(2+)/Calmodulin kinase II and decreases in intracellular pH are required to activate K(+) channels after substantial swelling in villus epithelial cells.

R J MacLeod et al.

The Journal of membrane biology, 172(1), 59-66 (1999-11-07)

To assess the activation of the charybdotoxin-insensitive K(+) channel responsible for Regulatory Volume Decrease (RVD) after substantial volume increases, we measured intracellular pH (pH(i)), intracellular calcium ([Ca(2+)](i)) and inhibitors of kinases and phosphoprotein phosphatases in guinea pig jejunal villus enterocytes

The P2X7 receptor is an upstream regulator of dynamic blebbing and a pluripotency marker in human embryonic stem cells.

Nikki Jo-Hao Weng et al.

Stem cell research, 23, 39-49 (2017-07-04)

New methods are needed to reduce dynamic blebbing which inhibits cell attachment and survival during passaging of pluripotent stem cells. We tested the hypothesis that activation of the P2X7 receptor by extracellular ATP during passaging initiates dynamic blebbing. The P2X7

Antagonists of the P2X(7) receptor. From lead identification to drug development.

Simon D Guile et al.

Journal of medicinal chemistry, 52(10), 3123-3141 (2009-02-05)

Regina Stark et al.

Science immunology, 3(30) (2018-12-16)

Tissue-resident memory T cells (TRM) are noncirculating immune cells that contribute to the first line of local defense against reinfections. Their location at hotspots of pathogen encounter frequently exposes TRM to tissue damage. This history of danger-signal exposure is an

TGF-β1 prevents up-regulation of the P2X7 receptor by IFN-γ and LPS in leukemic THP-1 monocytes.

Safina Gadeock et al.

Biochimica et biophysica acta, 1798(11), 2058-2066 (2010-07-31)

The P2X7 receptor is an extracellular ATP-gated cation channel critical in inflammation and immunity, and can be up-regulated by IFN-γ and LPS. This study aimed to examine the effect of TGF-β1 on the up-regulation of P2X7 function and expression in

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