An antagonist of nAChRs and muscarinic M2 and M3 receptors
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Mivacurium (chloride)

Item No. 23610

Technical Information
Formal Name
(1R,1’R)-2,2’-[[(4E)-1,8-dioxo-4-octene-1,8-diyl]bis(oxy-3,1-propanediyl)]bis[1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-[(3,4,5-trimethoxyphenyl)methyl] isoquinolinium, dichloride
CAS Number
106861-44-3
Molecular Formula
C58H80N2O14 • 2Cl
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: SolubleWater: Soluble
SMILES
O=C(OCCC[N+]1(C)CCC(C=C(OC)C(OC)=C2)=C2[C@H]1CC3=CC(OC)=C(OC)C(OC)=C3)CC/C=C/CCC(OCCC[N+]4(C)[C@H](CC5=CC(OC)=C(OC)C(OC)=C5)C(C=C(OC)C(OC)=C6)=C6CC4)=O.[Cl-].[Cl-]
InChi Code
InChI=1S/C58H80N2O14.2ClH/c1-59(25-21-41-35-47(63-3)49(65-5)37-43(41)45(59)29-39-31-51(67-7)57(71-11)52(32-39)68-8)23-17-27-73-55(61)19-15-13-14-16-20-56(62)74-28-18-24-60(2)26-22-42-36-48(64-4)50(66-6)38-44(42)46(60)30-40-33-53(69-9)58(72-12)54(34-40)70-10;;/h13-14,31-38,45-46H,15-30H2,1-12H3;2*1H/q+2;;/p-2/b14-13+;;/t45-,46-,59?,60?;;/m1../s1
InChi Key
WMSYWJSZGVOIJW-ONUALHDOSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Mivacurium is an antagonist of nicotinic acetylcholine receptors (nAChRs) and muscarinic M2 and M3 receptors (ED50s = 0.08, 0.3, and 0.1 mg/kg for ex vivo human skeletal muscle nAChRs, guinea pig cardiac M2 receptors, and guinea pig bronchial M3 receptors, respectively).1 It inhibits acetylcholine-induced activation of neuronal nAChRs (IC50s = 69.04, 3.71, 1.52, and 2.90 for human α3β2-, α3β4-, α4β2-, and α7-containing nAChRs expressed in Xenopus oocytes).2 Mivacurium also inhibits adult human muscular α1β1εδ-containing nAChRs (IC50 = 3.69 nM in Xenopus oocytes expressing the human recombinant receptor). In vivo, mivacurium inhibits bradycardia and bronchoconstriction induced by vagal stimulation or acetylcholine in guinea pigs.1 It also induces neuromuscular blockade (ED95 = 80 μg/kg) in sheep with a more rapid onset time than atracurium (Item No. 17796) and vecuronium (Item No. 15603).3 Formulations containing mivacurium have been used for pediatric anesthesia.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Okanlami, O.A., Fryer, A.D., and Hirshman, C. Interaction of nondepolarizing muscle relaxants with M2 and M3 muscarinic receptors in guinea pig lung and heart. Anesthesiology 84(1), 155-161 (1996).

    2. Johnsson, M., Gurley, D., Dabrowski, M., et alDistinct pharmacologic properties of neuromuscular blocking agents on human neuronal nicotinic acetylcholine receptors: A possible explanation for the train-of-four fade. Anesthesiology 105(3), 521-533 (2006).

    3. Clutton, R.E., and Glasby, M.A. A comparison of the neuromuscular and cardiovascular effects of vecuronium, atracurium and mivacurium in sheep. Res. Vet. Sci. 64(3), 233-237 (1998).

    4. Zeng, R., Liu, X., Zhang, J., et alThe efficacy and safety of mivacurium in pediatric patients. BMC Anesthesiol. 17(1), 58 (2017).