VERNAKALANT HYDROCHLORIDE

VERNAKALANT HYDROCHLORIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

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.

Synthese

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.

VERNAKALANT HYDROCHLORIDE Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

VERNAKALANT HYDROCHLORIDE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Firmenname	Telefon	E-Mail	Land	Produktkatalog	Edge Rate
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21687	55
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49391	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Zhejiang J&C Biological Technology Co.,Limited	+1-2135480471 +1-2135480471	sales@sarms4muscle.com	China	10523	58
Aladdin Scientific	+1-+1(833)-552-7181	sales@aladdinsci.com	United States	57511	58
Amadis Chemical Company Limited	571-89925085	sales@amadischem.com	China	131980	58
BOC Sciences	1-631-485-4226; 16314854226	info@bocsci.com	United States	14059	65
Haoyuan Chemexpress Co., Ltd.	021-58950125	info@chemexpress.com	China	7553	61
MedChemexpress LLC	021-58955995	sales@medchemexpress.cn	United States	4863	58
ShangHai Caerulum Pharma Discovery Co., Ltd.	18149758185	sales-cpd@caerulumpharma.com	China	3427	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
• Vernakalant ((3R,1'R,2'R)-Isomer) HCl
• 748810-28-8
• C20H31NO4HCl
• C20H32ClNO4