Compound: Atracurium
SMILES: O=C(OCCCCCOC(=O)CC[N+]1(C(c2c(cc(OC)c(c2)OC)CC1)Cc3cc(OC)c(OC)cc3)C)CC[N+]4(C(c5c(cc(OC)c(c5)OC)CC4)Cc6cc(OC)c(OC)cc6)C
InChIKey: YXSLJKQTIDHPOT-UHFFFAOYSA-N
Synonyms: Atracurium, 64228-79-1, 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, Atracurium ion, Atracurium cation, 2GQ1IRY63P, CHEBI:2914, DTXSID9043726, 1-[(3,4-dimethoxyphenyl)methyl]-2-[3-({5-[(3-{1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-2-yl}propanoyl)oxy]pentyl}oxy)-3-oxopropyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium, 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-, 1-((3,4-dimethoxyphenyl)methyl)-2-(3-((5-((3-(1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium-2-yl)propanoyl)oxy)pentyl)oxy)-3-oxopropyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium, 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, RefChem:56876, DTXCID7023726, 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-, A 74, 33, CHEMBL1360, 2,2'-{pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium], 5-[3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-yl]propanoyloxy]pentyl 3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-yl]propanoate, 2,2'-((Pentane-1,5-diylbis(oxy))bis(3-oxopropane-3,1-diyl))bis(1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium), UNII-2GQ1IRY63P, BRN 1523633, Prestwick1_000005, Prestwick2_000005, Prestwick3_000005, GlyTouCan:G19562RO, BSPBio_000009, SPBio_001930, BPBio1_000011, GTPL9537, orb1982141, SCHEMBL7773510, SCHEMBL29462335, BDBM92478, HMS2090I21, G19562RO, HY-B0292, WDA94649, STL483416, DA-71116, Isoquinolinium, 1,2,3,4-tetrahydro-2,2'-(1,5-pentanediylbis(oxy(3-oxo-3,1-propanediyl)))bis(1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-2-methyl-, AB00514743, CS-0013365, NS00004297, C07548, AB00514743-07, AB00514743_08, AB00514743_09, BRD-A75935363-344-05-8, BRD-A75935363-344-06-6, BRD-A75935363-344-07-4, Q27098039, 2,2'-{Pentane-1,5-diylbis[oxy(3-oxopropane-3,1-diyl)]}bis{1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-2-ium}
Theoretical properties:
molecular_formula: C53H72N2O12+2
molecular_weight: 929.1 g/mol
exact_mass: 928.50852574 g/mol
formal_charge: 2
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 26
heavy_atom_count: 67
topological_polar_surface_area: 126 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 185 - 194 °C
solubility: 2.32e-05 g/L
Descriptions:
pubchem: Atracurium is a diester compound consisting of pentane-1,5-diol with both hydroxyls bearing 3-[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium-2(1H)-yl]propanoyl groups. It has a role as a nicotinic antagonist and a muscle relaxant. It is a quaternary ammonium ion and a diester.
chebi: A diester compound consisting of pentane-1,5-diol with both hydroxyls bearing 3-[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium-2(1<em>H</em>)-yl]propanoyl groups.
chembl: ATRACURIUM is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Atracurium besilate, also known as atracurium besylate, is a medication used in addition to other medications to provide skeletal muscle relaxation during surgery or mechanical ventilation. It can also be used to help with endotracheal intubation but suxamethonium (succinylcholine) is generally preferred if this needs to be done quickly. It is given by injection into a vein. Effects are greatest at about 4 minutes and last for up to an hour.
Common side effects include flushing of the skin and low blood pressure. Serious side effects may include allergic reactions; however, it has not been associated with malignant hyperthermia. Prolonged paralysis may occur in people with conditions like myasthenia gravis. It is unclear if use in pregnancy is safe for the baby. Atracurium is in the neuromuscular-blocker family of medications and is of the non-depolarizing type. It works by blocking the action of acetylcholine on skeletal muscles.
Atracurium was approved for medical use in the United States in 1983. It is on the World Health Organization's List of Essential Medicines. Atracurium is available as a generic medication.