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MedKoo Cat#: 126229 | Name: Sematilide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sematilide, also known as CK-1752, is a class III antiarrhythmic. It is a selective delayed rectifier K+ current (IKr) channel blocker. It inhibits rapidly activating Ik in guinea pig atrial myocytes, resulting in the prolongation of action potential duration and refractoriness.

Chemical Structure

Sematilide
CAS#101526-83-4 (free base)

Theoretical Analysis

MedKoo Cat#: 126229

Name: Sematilide

CAS#: 101526-83-4 (free base)

Chemical Formula: C14H23N3O3S

Exact Mass: 313.1460

Molecular Weight: 313.42

Elemental Analysis: C, 53.65; H, 7.40; N, 13.41; O, 15.31; S, 10.23

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
101526-83-4 (free base) 101526-62-9 (HCl)
Synonym
Sematilide; CK-1752; CK1752; CK 1752
IUPAC/Chemical Name
N-(2-(diethylamino)ethyl)-4-(methylsulfonamido)benzamide
InChi Key
KHYPYQZQJSBPIX-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H23N3O3S/c1-4-17(5-2)11-10-15-14(18)12-6-8-13(9-7-12)16-21(3,19)20/h6-9,16H,4-5,10-11H2,1-3H3,(H,15,18)
SMILES Code
CCN(CC)CCNC(=O)C1=CC=C(NS(C)(=O)=O)C=C1
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 313.42 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
1: Yoshida H, Sugiyama A, Satoh Y, Ishida Y, Yoneyama M, Kugiyama K, Hashimoto K. Comparison of the in vivo electrophysiological and proarrhythmic effects of amiodarone with those of a selective class III drug, sematilide, using a canine chronic atrioventricular block model. Circ J. 2002 Aug;66(8):758-62. PubMed PMID: 12197602. 2: Sugiyama A, Hashimoto K. Effects of a typical I(Kr) channel blocker sematilide on the relationship between ventricular repolarization, refractoriness and onset of torsades de pointes. Jpn J Pharmacol. 2002 Apr;88(4):414-21. PubMed PMID: 12046984. 3: Sematilide. CK 1752, CK 1752A, ZK 110516. Drugs R D. 1999 Apr;1(4):322-6. PubMed PMID: 10566054. 4: Ishii Y, Muraki K, Kurihara A, Imaizumi Y, Watanabe M. Effects of sematilide, a novel class III antiarrhythmic agent, on membrane currents in rabbit atrial myocytes. Eur J Pharmacol. 1997 Jul 23;331(2-3):295-302. PubMed PMID: 9274992. 5: Takai H, Sato R, Katori R. Sematilide blocks the inward rectifier potassium channel in isolated guinea pig ventricular myocytes. Gen Pharmacol. 1997 May;28(5):665-70. PubMed PMID: 9184799. 6: Beatch GN, Davis DR, Laganière S, Williams BA. Rate-dependent effects of sematilide on ventricular monophasic action potential duration and delayed rectifier K+ current in rabbits. J Cardiovasc Pharmacol. 1996 Nov;28(5):618-30. PubMed PMID: 8945674. 7: Chen J, Komori S, Li B, Tamura K, Hashimoto K. IK independent class III actions of MS-551 compared with sematilide and dofetilide during reperfusion in anaesthetized rats. Br J Pharmacol. 1996 Nov;119(5):937-42. PubMed PMID: 8922743; PubMed Central PMCID: PMC1915953. 8: Ishii Y, Muraki K, Kurihara A, Imaizumi Y, Watanabe M. Effects of sematilide, a novel class III antiarrhythmic agent, on delayed rectifier K+ current in guinea pig atrial myocytes. Jpn J Pharmacol. 1996 Aug;71(4):361-5. PubMed PMID: 8886937. 9: Xue YX, Eto K, Akie Y, Hashimoto K. Antiarrhythmic and proarrhythmic effects of sematilide in canine ventricular arrhythmia models. Jpn J Pharmacol. 1996 Feb;70(2):129-38. PubMed PMID: 8866750. 10: Shi J, Ripley E, Gehr TW, Sica DA, Dandekar KA, Hinderling PH. Pharmacokinetics of sematilide in renal failure. J Clin Pharmacol. 1996 Feb;36(2):131-43. PubMed PMID: 8852389. 11: Yamada A, Motomura S, Hashimoto K. Comparison of direct negative chronotropic and positive inotropic effects of sematilide to those of E-4031 and MS-551 and the reverse frequency-dependent prolongation of cardiac refractoriness of sematilide. J Cardiovasc Pharmacol. 1996 Jan;27(1):159-66. PubMed PMID: 8656651. 12: Stambler BS, Gottlieb SS, Singh BN, Ramanathan KB, Ogilby JD, Ellenbogen KA. Hemodynamic effects of intravenous sematilide in patients with congestive heart failure: a class III antiarrhythmic agent without cardiodepressant effects. J Am Coll Cardiol. 1995 Dec;26(7):1679-84. PubMed PMID: 7594103. 13: Shi J, Lasser T, Koziol T, Hinderling PH. Kinetics and dynamics of sematilide. Ther Drug Monit. 1995 Oct;17(5):437-44. PubMed PMID: 8585104. 14: Ishii Y, Muraki K, Kurihara A, Imaizumi Y, Watanabe M. Effects of sematilide, a novel class III antiarrhythmic agent, on action potential in guinea pig atrium. Jpn J Pharmacol. 1995 Jun;68(2):175-82. PubMed PMID: 7563974. 15: Cui G, Sen L, Sager P, Uppal P, Singh BN. Effects of amiodarone, sematilide, and sotalol on QT dispersion. Am J Cardiol. 1994 Nov 1;74(9):896-900. PubMed PMID: 7526675. 16: Laganière S, Goernert L, Beatch G. High-performance liquid chromatographic assay for sematilide in plasma using solid-phase extraction microcolumn technology. J Chromatogr B Biomed Appl. 1994 Oct 3;660(1):191-5. PubMed PMID: 7858714. 17: Sawanobori T, Adaniya H, Namiki T, Hiraoka M. Rate-dependent effects of sematilide on action potential duration in isolated guinea pig ventricular myocytes. J Pharmacol Exp Ther. 1994 Oct;271(1):302-10. PubMed PMID: 7965729. 18: Sager PT, Follmer C, Uppal P, Pruitt C, Godfrey R. The effects of beta-adrenergic stimulation on the frequency-dependent electrophysiologic actions of amiodarone and sematilide in humans. Circulation. 1994 Oct;90(4):1811-9. PubMed PMID: 7923666. 19: Sager PT, Nademanee K, Antimisiaris M, Pacifico A, Pruitt C, Godfrey R, Singh BN. Antiarrhythmic effects of selective prolongation of refractoriness. Electrophysiologic actions of sematilide HCl in humans. Circulation. 1993 Sep;88(3):1072-82. PubMed PMID: 8353869. 20: Hinderling PH, Dilea C, Koziol T, Millington G. Comparative kinetics of sematilide in four species. Drug Metab Dispos. 1993 Jul-Aug;21(4):662-9. PubMed PMID: 8104126.

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