| Identification | More | [Name]
Nifekalant hydrochloride | [CAS]
130656-51-8 | [Synonyms]
NIFEKALANT
NIFEKALANT HCL
NIFEKALANT HYDROCHLORIDE
ms551
Nifekalant 130636-43-0 /
1,3-Dimethyl-6-[2-(N-(2-hydroxyethyl)-3-(4-nitrophenyl)propylamino)ethylamino]-2,4(1H,3H)-pyrimidinedione hydrochloride | [EINECS(EC#)]
1533716-785-6 | [Molecular Formula]
C19H28ClN5O5 | [MDL Number]
MFCD00892243 | [Molecular Weight]
441.91 | [MOL File]
130656-51-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
172-174° | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly, Heated), Methanol (Slightly, Heated), Water (Slightly) | [form ]
Solid | [pka]
7.05(at 25℃) | [color ]
Light Yellow to Yellow | [InChI]
InChI=1S/C19H27N5O5.ClH/c1-21-17(14-18(26)22(2)19(21)27)20-9-11-23(12-13-25)10-3-4-15-5-7-16(8-6-15)24(28)29;/h5-8,14,20,25H,3-4,9-13H2,1-2H3;1H | [InChIKey]
YPVGGQKNWAKOPX-UHFFFAOYSA-N | [SMILES]
N(C1=CC(=O)N(C)C(=O)N1C)CCN(CCO)CCCC1C=CC(N(=O)=O)=CC=1.Cl | [CAS DataBase Reference]
130656-51-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Nifekalant is a novel and pure class III anti-arrhythmic agent introduced
in Japan as Shinbit injection for the treatment of serious ventricular arrhythmias.
It can be synthesized in 3 steps with a final assembly of two ethanolamine
blocks. Nifekalant is a non-selective blocker of myocardial repolarizing
potassium currents and is completely devoid of any β-adrenergic blocking effect .
In hearts from different species, Nifekalant significantly prolonged action
potential duration, atrial and ventricular refractory periods in in situ and in
isolation studies. In intact animals, hemodynamic parameters were not affected
by doses up to 1 mg/kg. The specific characteristics of its voltage- and timedependent
K+ current blockade might differentiate Nifekalant from other class III
agents currently in use. | [Chemical Properties]
Yellow Solid | [Originator]
Mitsui (Japan) | [Uses]
Nifekalant Hydrochloride is a class III antiarrhythmic agent. Nifekalant Hydrochloride is used in the treatment of patients with extensive anterior infarction and severe ventricular dysfunction. | [Definition]
ChEBI: Nifekalant hydrochloride is an amine. It contains a Nifekalant. | [Brand name]
Shinbit | [References]
[1] TSUTOMU KATAKAMI. Synthesis and pharmacological studies of N-substituted 6-[(2-aminoethyl)amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinediones, novel class III antiarrhythmic agents[J]. Journal of Medicinal Chemistry, 1992, 35 18: 3325-3330. DOI: 10.1021/jm00096a003
[2] J KAMIYA T K M Ishii. Antiarrhythmic effects of MS-551, a new class III antiarrhythmic agent, on canine models of ventricular arrhythmia.[J]. Japanese journal of pharmacology, 1992, 58 2: 107-115. DOI: 10.1254/jjp.58.107
[3] JOJI KAMIYA. MS-551: Pharmacological profile of a novel class III antiarrhythmic agent[J]. Drug Development Research, 1993, 30 1: 37-44. DOI: 10.1002/ddr.430300106
[4] MATTHIAS B. WITTWER. Discovery of Potent, Selective Multidrug and Toxin Extrusion Transporter 1 (MATE1, SLC47A1) Inhibitors Through Prescription Drug Profiling and Computational Modeling[J]. Journal of Medicinal Chemistry, 2012, 56 3: 781-795. DOI: 10.1021/jm301302s |
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