KN-93 (HCI)
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MedKoo CAT#: 581036

CAS#: 1956426-56-4 (HCl)

Description: KN-93 is an inhibitor of Ca2+/calmodulin-dependent protein kinase II (CaMK-II). It inhibits fibroblast CaMK-II activity and cell growth in a dose-dependent manner, reversibly arrests cells in G1 and induces apoptosis.

Chemical Structure

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KN-93 (HCI)
CAS# 1956426-56-4 (HCl)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 581036
Name: KN-93 (HCI)
CAS#: 1956426-56-4 (HCl)
Chemical Formula: C26H30Cl2N2O4S
Exact Mass: 536.13
Molecular Weight: 537.496
Elemental Analysis: C, 58.10; H, 5.63; Cl, 13.19; N, 5.21; O, 11.91; S, 5.96

Price and Availability

Size Price Availability Quantity
25mg USD 250 2 Weeks
50mg USD 450 2 Weeks
100mg USD 800 2 Weeks
200mg USD 1350 2 Weeks
500mg USD 2250 2 Weeks
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Related CAS #: 1188890-41-6 (phosphate),139298-40-1 (free base)   1956426-56-4 (HCl)    

Synonym: KN-93 Hydrochloride; KN-93 (HCI); KN-93 HCI; KN-93-HCI; KN93 (HCI); KN93 Hydrochloride; KN 93 Hydrochloride; KN-93(Hydrochloride).

IUPAC/Chemical Name: N-[2-[N-(4-Chlorocinnamyl)-N-methylaminomethyl]phenyl]-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamide hydrochloride

InChi Key: ATHMCQDBXQEIOK-IPZCTEOASA-N

InChi Code: InChI=1S/C26H29ClN2O4S.ClH/c1-28(17-5-6-21-9-11-23(27)12-10-21)20-22-7-3-4-8-26(22)29(18-19-30)34(31,32)25-15-13-24(33-2)14-16-25;/h3-16,30H,17-20H2,1-2H3;1H/b6-5+;

SMILES Code: O=S(C1=CC=C(OC)C=C1)(N(C2=CC=CC=C2CN(C/C=C/C3=CC=C(Cl)C=C3)C)CCO)=O.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: KN-93 hydrochloride is a cell-permeable, reversible and competitive inhibitor calmodulin-dependent kinase type II (CaMKII) with a Ki of 370 nM.
In vitro activity: KN-93 also blocked cell growth stimulated by basic fibroblast growth factor, platelet-derived growth factor-BB, epidermal growth factor, and insulin-like growth factor-1. After 3 days of KN-93-induced G1 arrest, cell size and viability decreased and DNA fragmented, indicating apoptosis. Reference: Cell Growth Differ. 1995 Sep;6(9):1063-70. https://pubmed.ncbi.nlm.nih.gov/8519682/
In vivo activity: Curcumin and KN93 significantly inhibited the activation of CaMKII/NF-κB signaling induced by diabetes or elevated glucose, and subsequently decreased the expression of VEGF, iNOS and ICAM-1. These changes were associated with a decrease of diabetes-induced retinal vascular leakage in experimental rats. Reference: Cell Physiol Biochem. 2016;39(3):1196-208. https://pubmed.ncbi.nlm.nih.gov/27595397/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 10.0 18.60
DMSO 20.5 38.14
Water 0.5 0.84

Preparing Stock Solutions

The following data is based on the product molecular weight 537.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Tombes RM, Grant S, Westin EH, Krystal G. G1 cell cycle arrest and apoptosis are induced in NIH 3T3 cells by KN-93, an inhibitor of CaMK-II (the multifunctional Ca2+/CaM kinase). Cell Growth Differ. 1995 Sep;6(9):1063-70. PMID: 8519682. 2. Mamiya N, Goldenring JR, Tsunoda Y, Modlin IM, Yasui K, Usuda N, Ishikawa T, Natsume A, Hidaka H. Inhibition of acid secretion in gastric parietal cells by the Ca2+/calmodulin-dependent protein kinase II inhibitor KN-93. Biochem Biophys Res Commun. 1993 Sep 15;195(2):608-15. doi: 10.1006/bbrc.1993.2089. PMID: 7690557. 3. Li J, Wang P, Ying J, Chen Z, Yu S. Curcumin Attenuates Retinal Vascular Leakage by Inhibiting Calcium/Calmodulin-Dependent Protein Kinase II Activity in Streptozotocin-Induced Diabetes. Cell Physiol Biochem. 2016;39(3):1196-208. doi: 10.1159/000447826. Epub 2016 Sep 5. PMID: 27595397. 4. Anderson ME, Braun AP, Wu Y, Lu T, Wu Y, Schulman H, Sung RJ. KN-93, an inhibitor of multifunctional Ca++/calmodulin-dependent protein kinase, decreases early afterdepolarizations in rabbit heart. J Pharmacol Exp Ther. 1998 Dec;287(3):996-1006. PMID: 9864285.
In vitro protocol: 1. Tombes RM, Grant S, Westin EH, Krystal G. G1 cell cycle arrest and apoptosis are induced in NIH 3T3 cells by KN-93, an inhibitor of CaMK-II (the multifunctional Ca2+/CaM kinase). Cell Growth Differ. 1995 Sep;6(9):1063-70. PMID: 8519682. 2. Mamiya N, Goldenring JR, Tsunoda Y, Modlin IM, Yasui K, Usuda N, Ishikawa T, Natsume A, Hidaka H. Inhibition of acid secretion in gastric parietal cells by the Ca2+/calmodulin-dependent protein kinase II inhibitor KN-93. Biochem Biophys Res Commun. 1993 Sep 15;195(2):608-15. doi: 10.1006/bbrc.1993.2089. PMID: 7690557.
In vivo protocol: 1. Li J, Wang P, Ying J, Chen Z, Yu S. Curcumin Attenuates Retinal Vascular Leakage by Inhibiting Calcium/Calmodulin-Dependent Protein Kinase II Activity in Streptozotocin-Induced Diabetes. Cell Physiol Biochem. 2016;39(3):1196-208. doi: 10.1159/000447826. Epub 2016 Sep 5. PMID: 27595397. 2. Anderson ME, Braun AP, Wu Y, Lu T, Wu Y, Schulman H, Sung RJ. KN-93, an inhibitor of multifunctional Ca++/calmodulin-dependent protein kinase, decreases early afterdepolarizations in rabbit heart. J Pharmacol Exp Ther. 1998 Dec;287(3):996-1006. PMID: 9864285.

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This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message

Sent On: Fri Oct 16 13:36:34 2020

Search: KN-93 [title]

20 selected items


PubMed Results
Items 1-20 of 20 (Display the 20 citations in PubMed)

1: Ebrahimi F, Sadr SS, Roghani M, Khamse S, Mohammadian Haftcheshmeh S, Navid Hamidi M, Mohseni-Moghaddam P, Zamani E. Assessment of the protective effect of KN-93 drug in systemic epilepsy disorders induced by pilocarpine in male rat. J Cell Biochem. 2019 Sep;120(9):15906-15914. doi: 10.1002/jcb.28864. Epub 2019 May 9. PMID: 31074121.


2: Wong MH, Samal AB, Lee M, Vlach J, Novikov N, Niedziela-Majka A, Feng JY, Koltun DO, Brendza KM, Kwon HJ, Schultz BE, Sakowicz R, Saad JS, Papalia GA. The KN-93 Molecule Inhibits Calcium/Calmodulin-Dependent Protein Kinase II (CaMKII) Activity by Binding to Ca2+/CaM. J Mol Biol. 2019 Mar 29;431(7):1440-1459. doi: 10.1016/j.jmb.2019.02.001. Epub 2019 Feb 10. PMID: 30753871.


3: Hegyi B, Chen-Izu Y, Jian Z, Shimkunas R, Izu LT, Banyasz T. KN-93 inhibits IKr in mammalian cardiomyocytes. J Mol Cell Cardiol. 2015 Dec;89(Pt B):173-6. doi: 10.1016/j.yjmcc.2015.10.012. Epub 2015 Oct 14. PMID: 26463508; PMCID: PMC4689637.


4: Takeuchi M, Yamamoto T. Apoptosis induced by NAD depletion is inhibited by KN-93 in a CaMKII-independent manner. Exp Cell Res. 2015 Jul 1;335(1):62-7. doi: 10.1016/j.yexcr.2015.05.019. Epub 2015 May 27. PMID: 26024774.


5: Koga T, Mizui M, Yoshida N, Otomo K, Lieberman LA, Crispín JC, Tsokos GC. KN-93, an inhibitor of calcium/calmodulin-dependent protein kinase IV, promotes generation and function of Foxp3⁺ regulatory T cells in MRL/lpr mice. Autoimmunity. 2014 Nov;47(7):445-50. doi: 10.3109/08916934.2014.915954. Epub 2014 May 15. PMID: 24829059; PMCID: PMC4341833.


6: Wang WL, Zhang SS, Deng J, Zhao JY, Zhao CQ, Lin L, Zhang CT, Lv JG. KN-93, A CaMKII inhibitor, suppresses ventricular arrhythmia induced by LQT2 without decreasing TDR. J Huazhong Univ Sci Technolog Med Sci. 2013 Oct;33(5):636-639. doi: 10.1007/s11596-013-1172-1. Epub 2013 Oct 20. PMID: 24142712.


7: Yang X, Wu N, Song L, Liu Z. Intrastriatal injections of KN-93 ameliorates levodopa-induced dyskinesia in a rat model of Parkinson's disease. Neuropsychiatr Dis Treat. 2013;9:1213-20. doi: 10.2147/NDT.S45422. Epub 2013 Aug 19. PMID: 23983471; PMCID: PMC3751461.


8: Liu X, Ma C, Xing R, Zhang W, Tian B, Li X, Li Q, Zhang Y. The calmodulin- dependent protein kinase II inhibitor KN-93 protects rat cerebral cortical neurons from N-methyl-D-aspartic acid-induced injury. Neural Regen Res. 2013 Jan 15;8(2):111-20. doi: 10.3969/j.issn.1673-5374.2013.02.002. PMID: 25206480; PMCID: PMC4107511.


9: Ke J, Chen F, Zhang C, Xiao X, Tu J, Dai M, Wang X, Chen B, Chen M. Effects of calmodulin-dependent protein kinase II inhibitor, KN-93, on electrophysiological features of rabbit hypertrophic cardiac myocytes. J Huazhong Univ Sci Technolog Med Sci. 2012 Aug;32(4):485-489. doi: 10.1007/s11596-012-0084-9. Epub 2012 Aug 11. PMID: 22886958.


10: Rokhlin OW, Guseva NV, Taghiyev AF, Glover RA, Cohen MB. KN-93 inhibits androgen receptor activity and induces cell death irrespective of p53 and Akt status in prostate cancer. Cancer Biol Ther. 2010 Feb;9(3):224-35. doi: 10.4161/cbt.9.3.10747. Epub 2010 Feb 25. PMID: 20023417.


11: Yang BF, Xiao C, Li H, Yang SJ. Resistance to Fas-mediated apoptosis in malignant tumours is rescued by KN-93 and cisplatin via downregulation of c-FLIP expression and phosphorylation. Clin Exp Pharmacol Physiol. 2007 Dec;34(12):1245-51. doi: 10.1111/j.1440-1681.2007.04711.x. PMID: 17973862.


12: An P, Zhu JY, Yang Y, Lv P, Tian YH, Chen MK, Luo HS. KN-93, a specific inhibitor of CaMKII inhibits human hepatic stellate cell proliferation in vitro. World J Gastroenterol. 2007 Mar 7;13(9):1445-8. doi: 10.3748/wjg.v13.i9.1445. PMID: 17457979; PMCID: PMC4146932.


13: Rezazadeh S, Claydon TW, Fedida D. KN-93 (2-[N-(2-hydroxyethyl)]-N-(4-methox ybenzenesulfonyl)]amino-N-(4-chlorocinnamyl)-N-methylbenzylamine), a calcium/calmodulin-dependent protein kinase II inhibitor, is a direct extracellular blocker of voltage-gated potassium channels. J Pharmacol Exp Ther. 2006 Apr;317(1):292-9. doi: 10.1124/jpet.105.097618. Epub 2005 Dec 20. PMID: 16368898.


14: Smyth JT, Abbott AL, Lee B, Sienaert I, Kasri NN, De Smedt H, Ducibella T, Missiaen L, Parys JB, Fissore RA. Inhibition of the inositol trisphosphate receptor of mouse eggs and A7r5 cells by KN-93 via a mechanism unrelated to Ca2+/calmodulin-dependent protein kinase II antagonism. J Biol Chem. 2002 Sep 20;277(38):35061-70. doi: 10.1074/jbc.M202928200. Epub 2002 Jul 16. PMID: 12121980.


15: Ansari HR, Husain S, Abdel-Latif AA. Activation of p42/p44 mitogen-activated protein kinase and contraction by prostaglandin F2alpha, ionomycin, and thapsigargin in cat iris sphincter smooth muscle: inhibition by PD98059, KN-93, and isoproterenol. J Pharmacol Exp Ther. 2001 Oct;299(1):178-86. PMID: 11561078.


16: Yue C, Sanborn BM. KN-93 inhibition of G protein signaling is independent of the ability of Ca2+/calmodulin-dependent protein kinase II to phosphorylate phospholipase Cbeta3 on 537-Ser. Mol Cell Endocrinol. 2001 Apr 25;175(1-2):149-56. doi: 10.1016/s0303-7207(01)00383-5. PMID: 11325525.


17: Rokolya A, Singer HA. Inhibition of CaM kinase II activation and force maintenance by KN-93 in arterial smooth muscle. Am J Physiol Cell Physiol. 2000 Mar;278(3):C537-45. doi: 10.1152/ajpcell.2000.278.3.C537. PMID: 10712242.


18: Tatone C, Iorio R, Francione A, Gioia L, Colonna R. Biochemical and biological effects of KN-93, an inhibitor of calmodulin-dependent protein kinase II, on the initial events of mouse egg activation induced by ethanol. J Reprod Fertil. 1999 Jan;115(1):151-7. doi: 10.1530/jrf.0.1150151. PMID: 10341733.


19: Anderson ME, Braun AP, Wu Y, Lu T, Wu Y, Schulman H, Sung RJ. KN-93, an inhibitor of multifunctional Ca++/calmodulin-dependent protein kinase, decreases early afterdepolarizations in rabbit heart. J Pharmacol Exp Ther. 1998 Dec;287(3):996-1006. PMID: 9864285.


20: Tombes RM, Grant S, Westin EH, Krystal G. G1 cell cycle arrest and apoptosis are induced in NIH 3T3 cells by KN-93, an inhibitor of CaMK-II (the multifunctional Ca2+/CaM kinase). Cell Growth Differ. 1995 Sep;6(9):1063-70. PMID: 8519682.