A neuromuscular blocking agent
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Pipecuronium (bromide)

Item No. 45701

Technical Information
Formal Name
4,4′-[(2β,3α,5α,16β,17β)-3,17-bis(acetyloxy)androstane-2,16-diyl]bis[1,1-dimethyl-piperazinium, dibromide
CAS Number
52212-02-9
Molecular Formula
C35H62N4O4 • 2Br
Formula Weight
Purity
≥95%
A solid
DMSO: Soluble: ≥ 10 mg/mlEthanol: Soluble: ≥ 10 mg/mlPBS (pH 7.2): Soluble: ≥ 10 mg/ml
SMILES
C[C@@]12[C@](C[C@H](N3CC[N+](C)(CC3)C)[C@@H]2OC(C)=O)([H])[C@@]4([H])[C@@](CC1)([H])[C@@]5([C@@](C[C@@H]([C@@H](N6CC[N+](C)(CC6)C)C5)OC(C)=O)([H])CC4)C.[Br-].[Br-]
InChi Code
InChI=1S/C35H62N4O4.2BrH/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36;;/h26-33H,9-23H2,1-8H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1
InChi Key
TXWBOBJCRVVBJF-YTGGZNJNSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pipecuronium is a steroidal nondepolarizing neuromuscular blocking agent.1 It binds to nicotinic acetylcholine receptors (nAChRs; apparent Kd = 3.06 µM).2 Pipecuronium reverses pilocarpine-induced decreases in electric field stimulation-induced contractions in human bronchial rings, indicating that it acts as a muscarinic AChR (mAChR) antagonist.3 It induces neuromuscular block in pigs (ED95 = 150 µg/kg).4 Formulations containing pipecuronium have previously been used as neuromuscular blocking agents.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mirakhur, R. New developments in nondepolarizing muscle relaxants. Yale J. Biol. Med. 66(5), 463-471 (1994).

    2. Töröcsik, A., Oberfrank, F., Sershen, H., et al. Characterization of somatodendritic neuronal nicotinic receptors located on the myenteric plexus. Eur. J. Pharmacol. 202(3), 297-302 (1991).

    3. Zappi, L., Song, P., Nicosia, S., et al. Do pipecuronium and rocuronium affect human bronchial smooth muscle? Anesthesiology 91(6), 1616-1621 (1999).

    4. Pittet, J.F., Tassonyi, E., Schopfer, C., et al. Dose requirements and plasma concentrations of pipecuronium during bilateral renal exclusion and orthotopic liver transplantation in pigs. Br. J. Anaesth. 65(6), 779-785 (1990).