KN-92 hydrochloride | CAS#1431698-47-3 (HCl) | KN-93 derivative

KN-92 hydrochloride
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 462558

CAS#: 1431698-47-3 (HCl)

Description: KN-92 hydrochloride is an inactive derivative of KN-93.

Chemical Structure

KN-92 hydrochloride

CAS# 1431698-47-3 (HCl)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 462558
Name: KN-92 hydrochloride
CAS#: 1431698-47-3 (HCl)
Chemical Formula: C24H26Cl2N2
Exact Mass: 492.10
Molecular Weight: 493.443
Elemental Analysis: C, 58.42; H, 5.31; Cl, 14.37; N, 5.68; O, 9.73; S, 6.50

Price and Availability

Size	Price	Availability
2mg	USD 300	2 Weeks
5mg	USD 510	2 Weeks
10mg	USD 880	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: KN-92 HCl; KN 92 HCl; KN92 HCl; KN-92 hydrochloride

IUPAC/Chemical Name: (E)-N-(2-(((3-(4-chlorophenyl)allyl)(methyl)amino)methyl)phenyl)-4-methoxybenzenesulfonamide hydrochloride

InChi Key: SHDNWBMPAAXAHM-IPZCTEOASA-N

InChi Code: InChI=1S/C24H25ClN2O3S.ClH/c1-27(17-5-6-19-9-11-21(25)12-10-19)18-20-7-3-4-8-24(20)26-31(28,29)23-15-13-22(30-2)14-16-23;/h3-16,26H,17-18H2,1-2H3;1H/b6-5+;

SMILES Code: O=S(C1=CC=C(OC)C=C1)(NC2=CC=CC=C2CN(C/C=C/C3=CC=C(Cl)C=C3)C)=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: >3 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:

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Biological target:	KN-92 hydrochloride is an inactive derivative of KN-93, without CaM kinase inhibitory activity.
In vitro activity:	However, KN-92, an inactive derivative of KN-93, did not inhibit cell proliferation effectively. Moreover, analysis of cell cycle regulator expression revealed that KN-93 rather than KN-92 reduced the expression of p53 and p21. Reference: World J Gastroenterol. 2007 Mar 7;13(9):1445-8. https://pubmed.ncbi.nlm.nih.gov/17457979/
In vivo activity:	KN-93 treatment preserved rat normal myocyte contraction, relaxation, [Ca2+]iT, and β-adrenergic reserve, whereas KN-92 treatment failed to improve LV and myocyte function, and plasma norepinephrine remained high in CHF. Reference: J Pharmacol Exp Ther. 2021 Jun;377(3):316-325. https://pubmed.ncbi.nlm.nih.gov/33722881/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	10.0	20.27
	DMSO	30.0	60.80

Preparing Stock Solutions

The following data is based on the product molecular weight 493.44 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.

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. 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. 2. 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. 3. Liu Y, Shao Q, Cheng HJ, Li T, Zhang X, Callahan MF, Herrington D, Kitzman D, Zhao D, Cheng CP. Chronic Ca2+/Calmodulin-Dependent Protein Kinase II Inhibition Rescues Advanced Heart Failure. J Pharmacol Exp Ther. 2021 Jun;377(3):316-325. doi: 10.1124/jpet.120.000361. Epub 2021 Mar 15. PMID: 33722881; PMCID: PMC8140392. 4. Kong L, Xiong F, Sun N, Xu C, Chen Y, Yang J, Su X. CaMKIIδ inhibition protects against myocardial ischemia/reperfusion injury: Role of Beclin-1-dependent autophagy. Eur J Pharmacol. 2020 Nov 5;886:173539. doi: 10.1016/j.ejphar.2020.173539. Epub 2020 Sep 9. PMID: 32918874.
In vitro protocol:	1. 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. 2. 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.
In vivo protocol:	1. Liu Y, Shao Q, Cheng HJ, Li T, Zhang X, Callahan MF, Herrington D, Kitzman D, Zhao D, Cheng CP. Chronic Ca2+/Calmodulin-Dependent Protein Kinase II Inhibition Rescues Advanced Heart Failure. J Pharmacol Exp Ther. 2021 Jun;377(3):316-325. doi: 10.1124/jpet.120.000361. Epub 2021 Mar 15. PMID: 33722881; PMCID: PMC8140392. 2. Kong L, Xiong F, Sun N, Xu C, Chen Y, Yang J, Su X. CaMKIIδ inhibition protects against myocardial ischemia/reperfusion injury: Role of Beclin-1-dependent autophagy. Eur J Pharmacol. 2020 Nov 5;886:173539. doi: 10.1016/j.ejphar.2020.173539. Epub 2020 Sep 9. PMID: 32918874.

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1: 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;9(3):224-235. doi:10.4161/cbt.9.3.10747

2: An P, Zhu JY, Yang Y, et al. KN-93, a specific inhibitor of CaMKII inhibits human hepatic stellate cell proliferation in vitro. World J Gastroenterol. 2007;13(9):1445-1448. doi:10.3748/wjg.v13.i9.1445

3: Gao L, Blair LA, Marshall J. CaMKII-independent effects of KN93 and its inactive analog KN92: reversible inhibition of L-type calcium channels. Biochem Biophys Res Commun. 2006;345(4):1606-1610. doi:10.1016/j.bbrc.2006.05.066

4: Rezazadeh S, Claydon TW, Fedida D. KN-93 (2-[N-(2-hydroxyethyl)]-N-(4-methoxybenzenesulfonyl)]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;317(1):292-299. doi:10.1124/jpet.105.097618

5: Anderson ME, Braun AP, Wu Y, et al. KN-93, an inhibitor of multifunctional Ca++/calmodulin-dependent protein kinase, decreases early afterdepolarizations in rabbit heart. J Pharmacol Exp Ther. 1998;287(3):996-1006.

6: Sumi M, Kiuchi K, Ishikawa T, et al. The newly synthesized selective Ca2+/calmodulin dependent protein kinase II inhibitor KN-93 reduces dopamine contents in PC12h cells. Biochem Biophys Res Commun. 1991;181(3):968-975. doi:10.1016/0006-291x(91)92031-e

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