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Atracuriumbesilat

Atracurium Besylate

HCID 47320
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TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
64228-81-5
Standard-SMILES
COc1ccc(CC2c3cc(OC)c(OC)cc3CC[N+]2(C)CCC(=O)OCCCCCOC(=O)CC[N+]2(C)CCc3cc(OC)c(OC)cc3C2Cc2ccc(OC)c(OC)c2)cc1OC.O=S(=O)([O-])c1ccccc1.O=S(=O)([O-])c1ccccc1
InChIKey
XXZSQOVSEBAPGS-UHFFFAOYSA-L
Summenformel
C65H82N2O18S2
Durchschnittliche Molmasse
1.243,5 g/mol
Monoisotopische Masse
1.242,50040612

Namen und Bezeichner

Bevorzugter Name
Atracurium Besylate
IUPAC
benzenesulfonate;5-[3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoyloxy]pentyl 3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoate
Lokaler Name
Atracuriumbesilat
Englischer Name
Atracurium besylate
Summenformel
C65H82N2O18S2
Molmasse
1243.48

Namen und Synonyme

Atracurium besylate64228-81-5Atracurium besilateAtracurium DibesylateBesilato de atracurioAtracurii besilasBesilate d'atracuriumBW 33ABW-33ATracrium Preservative FreeAtracurium Besylate Preservative FreeDTXSID6022630
Weitere Namen anzeigen
Atracurim besylate51W89TracurTRACRIUM51W-89:NimbexWellcome 33A74Atracurium BesyLtracurium Besylate
benzenesulfonate;5-[3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoyloxy]pentyl 3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]propanoateNSC-760047WELLCOME 33-A-74CHEBI:2915DTXCID30263040AX66P76Patracurio besilatobenzenesulfonate;5-(3-(1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl)propanoyloxy)pentyl 3-(1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl)propanoate

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
258 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
18
Frei drehbare Bindungen
26
Schwere Atome
87
Formalladung
0
Komplexität
1.560

Experimentelle und physikochemische Eigenschaften

SolubilityMiscible
Melting Point85-90

Physikochemische Eigenschaften

Schmelzpunkt
85 · 85-90°C
storage temp.
2 · Inert atmosphere,2-8°C
Löslichkeit
2 O: · H2O: ~27 mg/mL
Aggregatzustand
powder
Farbe
white
Major Application
pharmaceutical (small molecule)
InChIKey
YXSLJKQTIDHPOT-UHFFFAOYSA-N
SMILES
[O-]S(=O)(=O)c1ccccc1.[O-]S(=O)(=O)c2ccccc2.COc3ccc(CC4c5cc(OC)c(OC)cc5CC[N+]4(C)CCC(=O)OCCCCCOC(=O)CC[N+]6(C)CCc7cc(OC)c(OC)cc7C6Cc8ccc(OC)c(OC)c8)cc3OC
CAS Datenbank
64228 · 64228-81-5(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

Danger

H300 (24.3%): Fatal if swallowed [Danger Acute toxicity, oral];H301 (70.3%): Toxic if swallowed [Danger Acute toxicity, oral];H310 (25.7%): Fatal in contact with skin [Danger Acute toxicity, dermal];H330 (25.7%): Fatal if inhaled [Danger Acute toxicity, inhalation]

P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 74 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 2 (24.3%);Acute Tox. 3 (70.3%);Acute Tox. 2 (25.7%);Acute Tox. 2 (25.7%)

Toxikologische Informationen

Effects During Pregnancy and Lactation · 1 Eintrag

◉ Summary of Use during Lactation;No information is available on the use of atracurium during breastfeeding. Because it is short acting, highly polar and poorly absorbed orally, it is not likely to reach the breastmilk in high concentration or to reach the bloodstream of the infant. When a combination of anesthetic agents is used for a procedure, follow the recommendations for the most problematic medication used during the procedure. Consider using an atracurium product that has no benzyl alcohol preservative.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.

Chemie und Industrie

Pharmakologische Informationen

Pharmacodynamics · 1 Eintrag

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.

Mechanism of Action · 1 Eintrag

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.

Biological Half-LifeThe elimination half-life is approximately 20 minutes.
FDA Pharmacological Classification · 2 Einträge

ATRACURIUM BESYLATE

Neuromuscular Nondepolarizing Blockade [PE]; Nondepolarizing Neuromuscular Blocker [EPC]

MeSH Pharmacological Classification · 2 Einträge

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.

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.

Zugehörige Reaktionen

2
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1808316
HRID 1808316als Eduktuspto-grants-2013_01
Reaktionsgleichung von HRID 2067921
HRID 2067921als Eduktuspto-grants-2012_10

Notizen zur Verbindung

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Datenbank-Bezeichner

CAS
64228-81-5
PubChem CID
47320
DTXSID
DTXSID6022630
ChEMBL
CHEMBL1200527
ChEBI
CHEBI:2915
EC Number
264-743-4

Sicherheitsdaten

wgk
3
hs_code
29334900
safety_code
24/25
Speicherklasse
11 - Combustible Solids

Verwendung und Herstellung

Uses · 2 Einträge

Use (kg; approx.) in Germany (2009): >75;Consumption (g per capita; approx.) in Germany (2009): 0.000916;Calculated removal (%): 99.7

Use (kg; approx.) in Germany (2009): >10;Consumption (g per capita; approx.) in Germany (2009): 0.000122;Calculated removal (%): 99.7

Anwendungen

VerwendenA neuromuscular blocking agent

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

TriethylammoniumchloridMethylbenzolsulfonatSalmeterol xinafoateAnhydrous benzenePapaverinAcryloylchlorid1,2,3-TrihydroxybenzolPentan-1,5-diolBenzyl(purin-6-yl)aminspectrum1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisochinolin(1R,2R,3aS,9aS)-2,3,3a,4,9,9a-Hexahydro-1-[(3S)-3-hydroxyoctyl]-1H-benz[f]indene-2,5-diolN,N'-Pentan-1,5-diyldiammoniumdichlorid

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Ergänzende Hinweise

DefinitionChEBI: The bisbenzenesulfonate salt of atracurium.