Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listAtracurium besylate

Atracurium besylate

  • CAS NO.:64228-81-5
  • Empirical Formula: C65H82N2O18S2
  • Molecular Weight: 1243.48
  • MDL number: MFCD00797403
  • EINECS: 264-743-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 18:15:48
Atracurium besylate  Structural

What is Atracurium besylate ?

Toxicity

Excessive doses can be expected to produce enhanced pharmacological effects. Overdosage may increase the risk of histamine release and cardiovascular effects, especially hypotension.

Chemical properties

White to yellowish-white powder, slightly hygroscopic

Originator

Tracrium,Burroughs-Wellcome,US,1983

The Uses of Atracurium besylate

A neuromuscular blocking agent

Indications

For use, as an adjunct to general anesthesia, to facilitate endotracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical ventilation.

What are the applications of Application

Atracurium Besylate is a neuromuscular blocking agent

Background

A non-depolarizing neuromuscular blocking agent with short duration of action. Its lack of significant cardiovascular effects and its lack of dependence on good kidney function for elimination provide clinical advantage over alternate non-depolarizing neuromuscular blocking agents.

Definition

ChEBI: The bisbenzenesulfonate salt of atracurium.

Manufacturing Process

Acryloyl chloride (0.2 mol) in dry benzene (60 ml) was added over 0.5 hour with mechanical stirring to pentane-1,5-diol (0.1 mol), triethylamine (0.2 mol) and pyrogallol (0.1 g) in dry benzene (100 ml). Further dry benzene (ca 100 ml) was added followed by triethylamine (10 ml), and the mixture stirred at 50°C for 0.5 hour. The triethylamine hydrochloride was filtered off and the solvent removed in vacuum to leave a yellow oil which was distilled in the presence of a trace of p-methoxyphenol, excluding light, to give 1,5- pentamethylenediacrylate (12.9 g, 61%, BP 90° to 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 vacuum 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- dioxotridecylene-1,13-bis-tetrahydropapaverine dioxalate as a white powder (3.5 g, 51%, MP 117° to 121°C).
The free base, N,N'-14,10-dioxa-3,11-dioxotridecylene-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 (0.5 g) in spectroscopically pure acetonitrile (8 ml) was treated with methyl benzene sulfonate at room temperature for 22 hours. The filtered reaction mixture was added dropwise to mechanically stirred, filtered, dry ether (ca 450 ml). The flocculent white precipitate was filtered off, washed with dry ether, and dried in vacuum over P2O5 at 50°C to yield the product, an off-white powder melting at 85° to 90°C.
In practice it is usually used as dibenzenesulfonate.

brand name

Tracrium (Hospira).

Therapeutic Function

Neuromuscular blocker

Biological Functions

Atracurium besylate (Tracrium) is a benzylisoquinolinium compound like d-tubocurarine. Its actions are similar to those of d-tubocurarine, but its duration of action is shorter (45 minutes) because of spontaneous degradation of the molecule (Hofmann elimination). Because of this, atracurium is useful in patients with low or atypical plasma cholinesterase and in patients with renal or hepatic impairment.

General Description

Atracurium besylate, 2-(2-carboxyethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratrylisoquinolinium benzenesulfonate pentamethyleneester (Tracrium), is a nondepolarizing neuromuscular blockingagent that is approximately 2.5 times more potent thand-tubocurarine. Its duration of action (half-life, 0.33 hours)is much shorter than that of d-tubocurarine.

Biochem/physiol Actions

Nicotinic acetylcholine receptor antagonist.

Pharmacokinetics

Atracurium is a nondepolarizing skeletal muscle relaxant. Atracurium can be used most advantageously if muscle twitch response to peripheral nerve stimulation is monitored to assess degree of muscle relaxation. The duration of neuromuscular block produced by Atracurium is approximately one third to one half the duration of block by d-tubocurarine, metocurine, and pancuronium at initially equipotent doses. As with other nondepolarizing neuromuscular blockers, the time to onset of paralysis decreases and the duration of maximum effect increases with increasing doses of Atracurium. Repeated administration of maintenance doses of Atracurium has no cumulative effect on the duration of neuromuscular block if recovery is allowed to begin prior to repeat dosing. Moreover, the time needed to recover from repeat doses does not change with additional doses. Repeat doses can therefore be administered at relatively regular intervals with predictable results.

Clinical Use

Atracurium Besylate is metabolized rapidly and nonenzymatically to yield laudanosineand a smaller quaternary compound ,which do not have neuromuscular blocking activity. In vitroexperiments show that atracurium besylate breaks down atpH 7.4 and 37°C by a Hoffman elimination reaction.Atracurium besylate undergoes enzymatic decompositionof its ester function to yield an inactive quaternary alcoholand quaternary acid. AChE inhibitors such as neostigmine,edrophonium, and pyridostigmine antagonize paralysis byatracurium besylate.

Veterinary Drugs and Treatments

Atracurium is indicated as an adjunct to general anesthesia to produce muscle relaxation during surgical procedures or mechanical ventilation and also to facilitate endotracheal intubation. Atracurium can be used in patients with significant renal or hepatic disease.

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: effects enhanced by ketamine; enhanced effect with volatile liquid general anaesthetics.
Anti-arrhythmics: procainamide enhances muscle relaxant effect.
Antibacterials: aminoglycosides, clindamycin, polymyxin and piperacillin enhance effect of atracurium.
Antiepileptics: muscle relaxant effects antagonised by carbamazepine; effects reduced by long-term use of phenytoin but might be increased by acute use.
Atracurium enhances the neuromuscular block produced by botulinum toxin (risk of toxicity)

Metabolism

Not Available

Metabolism

Atracurium besilate undergoes spontaneous degradation via Hofmann elimination (a non-enzymatic breakdown process occurring at physiological pH and temperature) to produce laudanosine and other metabolites. There is also ester hydrolysis by non-specific plasma esterases. The metabolites have no neuromuscular blocking activity. Excretion of atracurium is in urine and bile, mostly as metabolites.

Properties of Atracurium besylate

Melting point: 85-90°C
storage temp.  Inert atmosphere,2-8°C
solubility  H2O: ~27 mg/mL
form  powder
color  white
CAS DataBase Reference 64228-81-5(CAS DataBase Reference)

Safety information for Atracurium besylate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Atracurium besylate

InChIKey YXSLJKQTIDHPOT-UHFFFAOYSA-N

Abamectin manufacturer

Global Calcium Pvt Ltd

1Y
Phone:+91-8040554500
Whatsapp: +91 8040554500
product: 64228-81-5 99%
Inquiry

Gland Chemicals Pvt Ltd

1Y
Phone:+91-9346729196
Whatsapp: +91 9346729196
product: Atracurium besylate 99%
Inquiry

Ralington Pharma

1Y
Phone:+91-9687771722
Whatsapp: +91- 9687771722
product: Atracurium besylate 64228-81-5 98%
Inquiry

Gland Pharma Ltd

1Y
Phone:+91-9700602423
Whatsapp: +91-9700602423
product: 64228-81-5 Atracurium besylate 98%
Inquiry

BDR Pharmaceuticals International Pvt Ltd

1Y
Phone:+917718884418
Whatsapp: +91-7718884418
product: 64228-81-5 98%
Inquiry

Synnat Pharma Pvt Ltd

1Y
Phone:+919989984964
Whatsapp: +91- 9989984964
product: 64228-81-5 98%
Inquiry

SETV ASRV LLP

1Y
Phone:+91-9731133411
Whatsapp: +91- 9731133411
product: ATRACURIUM BESYLATE 95-99%
Inquiry

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.