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
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
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..…
N-Bromosuccinimide Price
- Product number
- V128620
- Product name
- VernakalantHydrochloride
- Packaging
- 1mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- A3915
- Product name
- VernakalantHydrochloride
- Packaging
- 2mg
- Price
- $236
- Updated
- 2021/12/16
- Product number
- CS-0799
- Product name
- VernakalantHydrochloride
- Purity
- 99.33%
- Packaging
- 5mg
- Price
- $276
- Updated
- 2021/12/16
- Product number
- A3915
- Product name
- VernakalantHydrochloride
- Packaging
- 5mg
- Price
- $362
- Updated
- 2021/12/16
- Product number
- CS-0799
- Product name
- VernakalantHydrochloride
- Purity
- 99.33%
- Packaging
- 10mg
- Price
- $436
- Updated
- 2021/12/16
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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