Cisatracurium besylate
Synonym(s):Cisatracurium besylate
- CAS NO.:96946-42-8
- Empirical Formula: C53H72N2O12.2C6H5O3S
- Molecular Weight: 1243.49
- MDL number: MFCD00871018
- EINECS: 620-579-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-11 20:33:26
What is Cisatracurium besylate ?
Description
Cisatracurium besylate is a new intermediate-duration non-depolarizing muscle relaxant launched in the U.S.A. for intubation and maintenance of muscle relaxation during surgery and intensive care. Cisatracurium besylate is the single 1 R cis-1'R cis isomer of the commercial preparation of atracurium, a mixture of 10 isomers. It is 3 to 5 times more potent than the mixture with similar onset and duration of action. The single isomer was also reported to have reduced propensity to release histamine and have a stable cardiovascular profile. Similar to structurally related mivacurium, cisatracurium has distinct advantages of rapid degradation, enzymatic metabolism that is independent of liver or kidney resulting in short duration of action and fast, complete recovery.
Chemical properties
White Solid
Originator
Glaxo Wellcome (United Kingdom)
The Uses of Cisatracurium besylate
Cisatracurium Besylate is a nondepolarizing neuromuscular blocking agent, antagonizing the action of acetylcholine by inhibiting neuromuscular transmission.
The Uses of Cisatracurium besylate
An enantiomer of Atracurium Besylate (A794500). A neuromuscular blocking agent. It could be used in liver transplant patient with safety.
What are the applications of Application
Cisatracurium besylate is a neuromuscular blocking agent
Definition
ChEBI: The (1R,1'R,2R,2'R)-diastereoisomer of atracurium besylate. Commercial preparations of atracurium are mixtures of 10 stereoisomers, of which cisatracurium generally constitutes about 15%. isatracurium besylate is about 3 times more potent than the mixture of atracurium isomers as a neuromuscular blocking agent, and is used as a muscle relaxant for endotracheal intubation, to aid controlled ventilation, and in general anaesthesia.
Manufacturing Process
Acryloyl chloride (0.2 mole) in dry benzene (60 ml) was added over 0.5 hour
to pentane-1,5-diol (0.1 mole), triehylamine (0.2 mole) and pyrogallol (0.1 g)
in dry benzene (100 ml). Further dry benzene (100 ml) was added followed by
triehylamine (10 ml), and the mixture stirred at 50°C for 0.5 hour. The
triehylamine hydrochloride was filtered off and the solvent removed in vacuo
to leave yellow oil which was distilled in the presence of a trace of pmethoxyphenol, excluding light, to give 1,5-pentamethylene diacrylate (12.9
g, 61%, b.p. 90-95°C/0.01 mm Hg).
A solution of tetrahydropapaverine (4.43 g) and 1,5-pentamethylene
diacrylate (1.30 g) in dry benzene (15 ml) was stirred under reflux for 48
hours, excluding light. The solvent was removed in vacuo and the residual
pale red oil dissolved in chloroform (10 ml). Addition of ether (ca. 400 ml),
followed by saturated ethereal oxalic acid solution (ca. 500 ml) gave a
flocculent white precipitate, which was filtered off, washed with ether and
dried. Crystallization (twice) from ethanol gave N,N'-4,10-dioxa-3,11-
dioxodecylene-1,13-bis-tetrahydropapaverine dioxalate as a white powder (3.5
g, 51%, m.p. 117-121°C).
The free base N,N'-4,10-dioxa-3,11-dioxodecylene-1,13-bistetrahydropapaverine was obtained by basifying an aqueous solution of the
dioxalate with sodium bicarbonate solution, followed by extraction with
toluene and evaporation of the solvent, to give a colorless viscous oil.
Scrupulously dried base in spectroscopically pure acetonitrile was treated with
benzenesulfonic acid at room temperature for 22 hours. The filtered reaction
mixture was added dropwise to dry ether (ca. 450 ml). The flocculent white
precipitate was filtered off, washed with dry ether, and dried in vacuo over
P2O5 at 50°C to yield N,N'-4,10-dioxa-3,11-dioxodecylene-1,13-bistetrahydropapaverine dimesylate, a white powder with m.p. 104-112°C.
brand name
Nimbex (Abbott).
Therapeutic Function
Neuromuscular blocker
Properties of Cisatracurium besylate
Melting point: | 90-93°C |
storage temp. | Sealed in dry,Store in freezer, under -20°C |
solubility | H2O: soluble1mg/mL |
form | Powder |
color | white |
Safety information for Cisatracurium besylate
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H301:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for Cisatracurium besylate
InChIKey | XXZSQOVSEBAPGS-UHFFFAOYSA-L |
Abamectin manufacturer
Gland Pharma Ltd
Synnat Pharma Pvt Ltd
Archerchem Healthcare Pvt., Ltd. (part of Archerchem Group)
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