Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C38H35N5O6S2 |
| Molecular Weight | 721.844 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN([C@@H](CC1=CC=C(OS(=O)(=O)C2=CC=CC3=C2C=CN=C3)C=C1)C(=O)N4CCN(CC4)C5=CC=CC=C5)S(=O)(=O)C6=CC=CC7=C6C=CN=C7
InChI
InChIKey=RJVLFQBBRSMWHX-DHUJRADRSA-N
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
| Molecular Formula | C38H35N5O6S2 |
| Molecular Weight | 721.844 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| KN-62, 1-[N,O-bis(5-isoquinolinesulfonyl)-N-methyl-L-tyrosyl]-4-phenylpiperazi ne, a specific inhibitor of Ca2+/calmodulin-dependent protein kinase II. | 1990 Mar 15 |
|
| The isoquinoline derivative KN-62 a potent antagonist of the P2Z-receptor of human lymphocytes. | 1997 Apr |
|
| Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds. | 1997 Sep-Oct |
|
| Effects of antagonists at the human recombinant P2X7 receptor. | 1998 Jul |
|
| Signal-dependent activation of the MEF2 transcription factor by dissociation from histone deacetylases. | 2000 Apr 11 |
|
| Estrogen activation of the nuclear orphan receptor CAR (constitutive active receptor) in induction of the mouse Cyp2b10 gene. | 2000 Nov |
|
| CaMKII regulates amphetamine-induced ERK1/2 phosphorylation in striatal neurons. | 2002 Jun 12 |
|
| Synthesis and biological activity of N-arylpiperazine-modified analogues of KN-62, a potent antagonist of the purinergic P2X7 receptor. | 2003 Apr 10 |
|
| Ameliorative effect of NC-1900, a new AVP4-9 analog, through vasopressin V1A receptor on scopolamine-induced impairments of spatial memory in the eight-arm radial maze. | 2003 Mar |
|
| Dopamine D1 receptors mediate CREB phosphorylation via phosphorylation of the NMDA receptor at Ser897-NR1. | 2003 Nov |
|
| Signalling pathways involved in the sensitisation of mouse nociceptive neurones by nerve growth factor. | 2003 Sep 1 |
|
| c-IAP1 is overexpressed in HL-60 cells selected for doxorubicin resistance: effects on etoposide-induced apoptosis. | 2003 Sep-Oct |
|
| Chelerythrine and other benzophenanthridine alkaloids block the human P2X7 receptor. | 2004 Jul |
|
| Nuclear Ca2+ and CaM kinase IV specify hormonal- and Notch-responsiveness. | 2005 Apr |
|
| Cocaine inhibition of GABA(A) current: role of dephosphorylation. | 2006 |
|
| Multiple P2X receptors are involved in the modulation of apoptosis in human mesangial cells: evidence for a role of P2X4. | 2007 May |
|
| Induction of nuclear receptors and drug resistance in the brain microvascular endothelial cells treated with antiepileptic drugs. | 2008 May |
|
| Receptor-mediated tobacco toxicity: acceleration of sequential expression of alpha5 and alpha7 nicotinic receptor subunits in oral keratinocytes exposed to cigarette smoke. | 2008 May |
|
| Activation of ROS/NF-kappaB and Ca2+/CaM kinase II are necessary for VCAM-1 induction in IL-1beta-treated human tracheal smooth muscle cells. | 2009 May 15 |
|
| Characterization of protoberberine analogs employed as novel human P2X7 receptor antagonists. | 2011 Apr 15 |
|
| Involvement of histaminergic receptor mechanisms in the stimulation of NT-3 synthesis in astrocytes. | 2011 Jun |
|
| Exocrine pancreatic carcinogenesis and autotaxin expression. | 2012 |
|
| Neuroprotective effect of resveratrol on ischemia/reperfusion injury in rats through TRPC6/CREB pathways. | 2013 Jul |
|
| Involvement of CaM-CaMKII-ERK in bisphenol A-induced Sertoli cell apoptosis. | 2014 Oct 3 |
|
| Plasticizer DBP Activates NLRP3 Inflammasome through the P2X7 Receptor in HepG2 and L02 Cells. | 2016 Apr |
Sample Use Guides
In hepatoma cells 1-5 uM KN-62 substantially reduced HIF-1α levels in a dose-dependent manner. In contrast to hepatoma cells, MCF7 (breast cancer) and SK-N-MC (neuroblastoma) cells did not respond to KN-62, even at high concentrations, which suggests that HIF-1α suppression by KN-62 is cancer type-dependent.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:05:06 GMT 2023
by
admin
on
Fri Dec 15 18:05:06 GMT 2023
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| Record UNII |
63HM46XPOW
|
| Record Status |
Validated (UNII)
|
| Record Version |
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-
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63HM46XPOW
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5312126
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DTXSID70925812
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127191-97-3
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KN-62
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