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R6152

Sigma-Aldrich

Ranolazine dihydrochloride

≥98% (HPLC), powder, Na⁺-current blocker

Sinonimo/i:

(±) -4-[2-Hydroxy-3-(o-methoxyphenoxy)propyl]-1-piperazineaceto-2′,6′-xylidide dihydrochloride, N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazineacetamide dihydrochloride

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About This Item

Formula empirica (notazione di Hill):
C24H33N3O4 · 2HCl
Numero CAS:
95635-56-6
Peso molecolare:
500.46
Numero MDL:
MFCD03788770
Codice UNSPSC:
12352200
ID PubChem:
24278795
NACRES:
NA.77

Nome del prodotto

Ranolazine dihydrochloride, ≥98% (HPLC), powder

Saggio

≥98% (HPLC)

Stato

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Punto di fusione

222-229.5 °C (lit.)

Solubilità

H2O: soluble ≥10 mg/mL

Ideatore

Gilead

Stringa SMILE

Cl.Cl.COc1ccccc1OCC(O)CN2CCN(CC2)CC(=O)Nc3c(C)cccc3C

InChI

1S/C24H33N3O4.2ClH/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3;;/h4-10,20,28H,11-17H2,1-3H3,(H,25,29);2*1H
RJNSNFZXAZXOFX-UHFFFAOYSA-N

Informazioni sul gene

human ... SCN4A(6329) , SCN5A(6331)

Applicazioni

Ranolazine dihydrochloride has been used:
  • as a low Torsades-de-pointes (TdP) risk drug to study its effects on QTc prolongation, electrocardiographic (PR and QRS) intervals in dog cardiovascular model
  • as a partial fatty acid oxidation (FAO) inhibitor to study its effects on glioblastoma cells
  • as a late sodium(Na+)-current (INaL) inhibitor to study its effects on atrial tachycardia in rabbit heart

Azioni biochim/fisiol

Ranolazine is a derivative of anti-ischemic piperazine and acts as sodium (Na+)-current inhibitor. It has the potential to treat diastolic heart failure and helps in ameliorating myocardial diastolic function.
pFOX (partial fatty acid oxidation) inhibitor, a new class of anti-anginal drugs, which inhibit fatty acid beta-oxidation and activates pyruvate dehydrogenase, thereby diverting the heart′s energy source from lipids to glucose, which requires less oxygen and helps maintain myocardiac function at times of ischemia

Caratteristiche e vantaggi

This compound was developed by Gilead. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
106M4746V
125M4738V
114M4743V
093M4708V
012M4727V

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Trimetazidine for system suitability European Pharmacopoeia (EP) Reference Standard

Y0000093

Trimetazidine for system suitability

USP

USP

1598777

Ranolazine Related Compound C

Cisapride monohydrate ≥98% (HPLC), solid

Sigma-Aldrich

C4740

Cisapride monohydrate

Quinidine sulfate salt dihydrate

Sigma-Aldrich

Q0875

Quinidine sulfate salt dihydrate

Metoclopramide VETRANAL®, analytical standard

Supelco

32473

Metoclopramide

SEA0400 ≥98% (HPLC)

Sigma-Aldrich

SML2054

SEA0400

9-Phenanthrol technical grade

Sigma-Aldrich

211281

9-Phenanthrol

Gemifloxacin mesylate ≥98% (HPLC)

Sigma-Aldrich

SML1625

Gemifloxacin mesylate

Irene Del-Canto et al.
Frontiers in physiology, 11, 922-922 (2020-08-28)
Mechanical stretch increases Na+ inflow into myocytes, related to mechanisms including stretch-activated channels or Na+/H+ exchanger activation, involving Ca2+ increase that leads to changes in electrophysiological properties favoring arrhythmia induction. Ranolazine is an antianginal drug with confirmed beneficial effects against
Leigh D Plant et al.
Cell reports, 30(7), 2225-2236 (2020-02-23)
Acute cardiac hypoxia produces life-threatening elevations in late sodium current (ILATE) in the human heart. Here, we show the underlying mechanism: hypoxia induces rapid SUMOylation of NaV1.5 channels so they reopen when normally inactive, late in the action potential. NaV1.5
Isaac Aidonidis et al.
The Journal of innovations in cardiac rhythm management, 12(3), 4421-4427 (2021-03-30)
Ranolazine (RAN) has previously been shown to lower the onset of cholinergic atrial fibrillation in intact animals; however, its efficacy in the setting of atrial tachycardia (AT) is unknown. The purpose of this study was to investigate the effects of
Aya Nagaoka et al.
The Journal of biological chemistry, 290(52), 30910-30923 (2015-11-01)
Regulation of hyaluronan (HA) synthesis and degradation is essential to maintenance of extracellular matrix homeostasis. We recently reported that HYBID (HYaluronan-Binding protein Involved in hyaluronan Depolymerization), also called KIAA1199, plays a key role in HA depolymerization in skin and arthritic
Kelly J McKelvey et al.
Frontiers in oncology, 11, 633210-633210 (2021-04-16)
Glioblastoma (GBM) is the most aggressive adult glioma with a median survival of 14 months. While standard treatments (safe maximal resection, radiation, and temozolomide chemotherapy) have increased the median survival in favorable O(6)-methylguanine-DNA methyltransferase (MGMT)-methylated GBM (~21 months), a large
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