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VERNAKALANT HYDROCHLORIDE

Product Name
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;Vernakalant ((3R,1'R,2'R)-Isomer) HCl
CBNumber
CB61011678
Molecular Formula
C20H32ClNO4
Formula Weight
385.93
MOL File
748810-28-8.mol
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VERNAKALANT HYDROCHLORIDE Property

Melting point:
151-153oC
storage temp. 
Hygroscopic, Refrigerator, under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Pale Yellow
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
V128620
Product name
VernakalantHydrochloride
Packaging
1mg
Price
$185
Updated
2021/12/16
ApexBio Technology
Product number
A3915
Product name
VernakalantHydrochloride
Packaging
2mg
Price
$236
Updated
2021/12/16
ChemScene
Product number
CS-0799
Product name
VernakalantHydrochloride
Purity
99.33%
Packaging
5mg
Price
$276
Updated
2021/12/16
ApexBio Technology
Product number
A3915
Product name
VernakalantHydrochloride
Packaging
5mg
Price
$362
Updated
2021/12/16
ChemScene
Product number
CS-0799
Product name
VernakalantHydrochloride
Purity
99.33%
Packaging
10mg
Price
$436
Updated
2021/12/16
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VERNAKALANT HYDROCHLORIDE Chemical Properties,Usage,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.

VERNAKALANT HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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VERNAKALANT HYDROCHLORIDE Suppliers

BOC Sciences
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1-631-485-4226; 16314854226
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United States
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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info@chemexpress.com
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China
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MedChemexpress LLC
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021-58955995
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609-228-5909
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sales@medchemexpress.cn
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United States
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ShangHai Caerulum Pharma Discovery Co., Ltd.
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ChemStrong Scientific Co.,Ltd
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LETOPHARM LIMITED
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Guangzhou QiYun Biotechnology Co., Ltd.
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Shanghai Rechem science Co., Ltd.
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Amadis Chemical Company Limited
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748810-28-8, VERNAKALANT HYDROCHLORIDERelated Search:


  • 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
  • Vernakalant ((3R,1'R,2'R)-Isomer) HCl
  • Mepivacaine Impurity 8
  • 748810-28-8
  • C20H31NO4HCl
  • C20H32ClNO4