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VERNAKALANT HYDROCHLORIDE

CAS No.
748810-28-8
Chemical Name:
VERNAKALANT HYDROCHLORIDE
Synonyms
D06665;Vernakalant HCl;RSD1235 hydrochloride;RSD 1235 hydrochloride;RSD-1235 hydrochloride;Mepivacaine Impurity 8;VERNAKALANT HYDROCHLORIDE;Vernakalant hydrochloride (usan);Vernakalant ((3R,1'R,2'R)-Isomer) HCl;RSD1235 HYDROCHLORIDE;RSD 1235 HYDROCHLORIDE;RSD-1235 HYDROCHLORIDE
CBNumber:
CB61011678
Molecular Formula:
C20H32ClNO4
Molecular Weight:
385.93
MDL Number:
MFCD09833303
MOL File:
748810-28-8.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:06

VERNAKALANT HYDROCHLORIDE Properties

Melting point 151-153oC
storage temp. Hygroscopic, Refrigerator, under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Pale Yellow
FDA UNII 7G4J1ZD9UQ

VERNAKALANT HYDROCHLORIDE price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC V128620 VernakalantHydrochloride 748810-28-8 1mg $185 2021-12-16 Buy
ApexBio Technology A3915 VernakalantHydrochloride 748810-28-8 2mg $236 2021-12-16 Buy
ChemScene CS-0799 VernakalantHydrochloride 99.33% 748810-28-8 5mg $276 2021-12-16 Buy
ApexBio Technology A3915 VernakalantHydrochloride 748810-28-8 5mg $362 2021-12-16 Buy
ChemScene CS-0799 VernakalantHydrochloride 99.33% 748810-28-8 10mg $436 2021-12-16 Buy
Product number Packaging Price Buy
V128620 1mg $185 Buy
A3915 2mg $236 Buy
CS-0799 5mg $276 Buy
A3915 5mg $362 Buy
CS-0799 10mg $436 Buy

VERNAKALANT HYDROCHLORIDE Chemical Properties,Uses,Production

Uses

Treatment of patients with atrial fibrillation and atrial flutte.

Uses

Vernakalant Hydrochloride is a novel, relatively atrial-selective antiarrhythmic drug that effectively and rapidly terminates atrial fibrillation (AF).

Clinical Use

Vernakalant is an investigational drug under regulatory review for the acute conversion of atrial fibrillation. The drug was initially developed by Cardiome Pharma under the trade names Kynapid ® and Brinavess ® and its intravenous formulation was further developed by Merck in April 2009. Like other class III antiarrhythmics, vernakalant blocks atrial potassium channels, thereby prolonging repolarization. It differs from typical class III agents by blocking the cardiac transient outward potassium current, with increased potency as the heart rate increases. It also slightly blocks the hERG potassium channel, leading to a prolonged QT interval, which may theoretically increase the risk of ventricular tachycardia.

Synthesis

The preparation of vernakalant entails the union of a prolinol derivative 150 with a 3,4-dimethoxyphenethyl alcohol (148) across a cyclohexanyl lynchpin 152 and is described in the scheme. Decarboxylation of commercially available (2S,4R)-4- hydroxyprolinol (150) was effected using cyclohexanol and cyclohexanone at elevated temperatures. Subsequent protection of the nitrogen atom and the oxygen atom within this system resulted in carbamate 151. Acid-mediated removal of the N-protective functionality preceded nucleophilic attack on epoxide 152 in hot water, and the ensuing mixture of diastereomers was separated by classical resolution via the tartrate salt. O-Benzylated vernakalant 154 was obtained when enantiomerically pure alcohol 153 was subjected to trichloroacetimidate 149 (which arose from the corresponding alcohol 148 under modified Williamson conditions. Acidic hydrogenolysis, which the authors report as separate steps, furnished vernakalant hydrochloride (XIV) in excellent overall yield.

Synthesis_748810-28-8

VERNAKALANT HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 54)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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ShangHai Caerulum Pharma Discovery Co., Ltd. 18149758185 sales-cpd@caerulumpharma.com China 3421 58
RSD 1235 hydrochloride RSD1235 hydrochloride RSD-1235 hydrochloride Vernakalant ((3R,1'R,2'R)-Isomer) HCl Vernakalant HCl VERNAKALANT HYDROCHLORIDE D06665 Vernakalant hydrochloride (usan) (3R)-1-[(1R,2R)-2-[2-(3,4-Dimethoxyphenyl)ethoxy]cyclohexyl]-3-pyrrolidinol monohydrochloride RSD1235 HYDROCHLORIDE;RSD 1235 HYDROCHLORIDE;RSD-1235 HYDROCHLORIDE (3R)-1-{(1R,2R)-2-[2-(3,4-Dimethoxyphenyl)ethoxy]cyclohexyl}-3-py rrolidinol hydrochloride (1:1) (R)-1-((1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexyl)pyrrolidin-3-ol hydrochloride Mepivacaine Impurity 8 748810-28-8 C20H31NO4HCl C20H32ClNO4