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Atracurium besylate

Atracurium besylate structure

CAS No:
64228-81-5
Formula:
C53H72N2O12.2C6H5O3S
Chemical Name:
Atracurium besylate
Synonyms:
Isoquinolinium,2,2′-[1,5-pentanediylbis[oxy(3-oxo-3,1-propanediyl)]]bis[1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-,benzenesulfonate (1:2);Isoquinolinium,2,2′-[1,5-pentanediylbis[oxy(3-oxo-3,1-propanediyl)]]bis[1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-,dibenzenesulfonate;Atracurium besylate;BW 33A;Atracurium dibesylate;Tracrium;Atracurium besilate;Atracurium dibesilate;Wellcome 33A74;Tracur
Categories:
Chemical Reagents > Organic Reagents

Description

Atracurium Besylate is a neuromuscular blocking agent with ED95 of 0.2 mg/kg. Target: nAChRAtracurium besylate is a neuromuscular-blocking drug or skeletal muscle relaxant in the category of non-depolarizing neuromuscular-blocking drugs, used adjunctively in anesthesia to facilitate endotracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical ventilation. Atracurium is classified as an intermediate-duration non-depolarizing neuromuscular-blocking agent [

Atracurium besylate is the bisbenzenesulfonate salt of atracurium. It has a role as a nicotinic antagonist and a muscle relaxant. It is a quaternary ammonium salt and an organosulfonate salt. It contains an atracurium.|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.|Atracurium Besylate is a synthetic dibenzensulfonate derivative muscle relaxant, Atracurium Besylate acts as a non-depolarizing neuromuscular blocking agent, with short to intermediary duration of action and no significant cardiovascular effects. Not dependent on kidney function for elimination, it provides clinical advantages over other non-depolarizing, neuromuscular blocking agents. (NCI04)

Atracurium besylate Basic Attributes

Molecular Weight：

1243.48

Exact Mass：

1242.500366

EC Number：

264-743-4

NSC Number：

760047

DSSTox ID：

DTXSID6022630

NCI Thesaurus Code：

C28839

HScode：

29334900

Characteristics

PSA：

257.60000

XLogP3：

11.32610

Appearance：

white powder

Melting Point：

85-90 °C

Water Solubility：

H2O: ~27 mg/mL

Storage Conditions：

2-8°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

24/25

Precautionary statement(s)：

P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, P501

Hazard Statements：

H300

GHS Classification：

|Danger|H300 (23.61%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 72 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301 (95.79%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P280, P301+P310, P305+P351+P338, P321, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 95 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity Summary：

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

Drug Information

Drug Indication：

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

Pharmacology：

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.

MeSH：

Drugs that interrupt transmission at the skeletal neuromuscular junction without causing depolarization of the motor end plate. They prevent acetylcholine from triggering muscle contraction and are used as muscle relaxants during electroshock treatments, in convulsive states, and as anesthesia adjuvants. (See all compounds classified as Neuromuscular Nondepolarizing Agents.)|Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses. (See all compounds classified as Nicotinic Antagonists.)

Biological Half-Life：

The elimination half-life is approximately 20 minutes.

Mechanism of Action：

Atracurium antagonizes the neurotransmitter action of acetylcholine by binding competitively with cholinergic receptor sites on the motor end-plate. This antagonism is inhibited, and neuromuscular block reversed, by acetylcholinesterase inhibitors such as neostigmine, edrophonium, and pyridostigmine.

MeSH Entry Terms：

33 A 74

Atracurium besylate Use and Manufacturing

Uses

Non-depolarizing muscle relaxants are 2.5 times more effective than myostatin, but the duration of action is shorter. Used for various surgical operations, especially tracheal intubation and caesarean section. Skeletal muscle relaxant for general anesthesia

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:1243.5
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:26
Exact Mass:1242.50040612
Monoisotopic Mass:1242.50040612
Topological Polar Surface Area:258
Heavy Atom Count:87
Complexity:1560
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Material

1,5-Pentanediol

Triethylamine, hydrochloride

Drug Function and Efficacy

This product is a highly selective, competitive (non-depolarizing) neuromuscular junction blocker. It works mainly by competing for cholinergic receptors and blocking the transmission of acetylcholine. It undergoes Hofmann elimination and naturally degrades at plasma pH and body temperature.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Atracurium Besylate for Injection
Ingredients	The main ingredient of this product is atracurium besylate. Chemical name: 2,2'-(3,11-dioxo-4,10-dioxa-1,13-tridecylene)bis{6,7-dimethoxy-1-(3,4-dimethoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinolinium}dibenzenesulfonate. Chemical structure: Molecular formula: C53H72N2012·2C6H503S Molecular weight: 1243.49 All auxiliary materials of this product: lactose, citric acid, disodium hydrogen phosphate.
Indication	When used in combination with inhaled anesthetics such as halothaneisoflurane and ethrane, the neuromuscular blocking effect of this product will be increased; when used in combination with aminoglycosides, polypeptide antibiotics, lithirrn, magnesium salts, procainamide and quinidine, the neuroblocking effect of this product will be increased. Depolarizing skeletal muscle relaxants such as suxamethonium chloride should not be used to prolong the effect of non-depolarizing skeletal muscle relaxants such as atracurium, because they will produce long and complex blocking effects, which are difficult to recover with anticholi-nescerase drugs.
Specifications	25mg

Registered Holders

GLAND PHARMA LTD

India
Active
TAPI NL B.V.

France
Active
Beijing Ansenbo Pharmaceutical Technology Co., Ltd.

China
Active

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