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SML3224

Sigma-Aldrich

Sugammadex sodium

≥95% (HPLC)

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Synonym(s):
6-Perdeoxy-6-per(2-carboxyethyl)thio-γ-cyclodextrin, sodium Salt, Org 25969, Org-25969, Org25969
Empirical Formula (Hill Notation):
C72H104Na8O48S8
CAS Number:
343306-79-6
Molecular Weight:
2178.01
MDL number:
MFCD09954145

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](CSCCC(O[Na])=O)O[C@H](O[C@@H]3[C@@H](CSCCC(O[Na])=O)O[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@@H]5[C@@H](CSCCC(O[Na])=O)O[C@H](O[C@@H]6[C@@H](CSCCC(O[Na])=O)O[C@H]7[C@H](O)[C@H]6O)[C@H](O)[C@H]5O)O[C@@H]4CSCCC(O[Na])

InChI

1S/C72H112O48S8.8Na/c73-33(74)1-9-121-17-25-57-41(89)49(97)65(105-25)114-58-26(18-122-10-2-34(75)76)107-67(51(99)43(58)91)116-60-28(20-124-12-4-36(79)80)109-69(53(101)45(60)93)118-62-30(22-126-14-6-38(83)84)111-71(55(103)47(62)95)120-64-32(24-128-16-8-40(87)88)112-72(56(104)48(64)96)119-63-31(23-127-15-7-39(85)86)110-70(54(102)46(63)94)117-61-29(21-125-13-5-37(81)82)108-68(52(100)44(61)92)115-59-27(19-123-11-3-35(77)78)106-66(113-57)50(98)42(59)90;;;;;;;;/h25-32,41-72,89-104H,1-24H2,(H,73,74)(H,75,76)(H,77,78)(H,79,80)(H,81,82)(H,83,84)(H,85,86)(H,87,88);;;;;;;;/q;8*+1/p-8/t25-,26-,27-,28-,29-,30-,31-,32-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-;;;;;;;;/m1......../s1

InChI key

KMGKABOMYQLLDJ-VKHHSAQNSA-F

Biochem/physiol Actions

Sugammadex (Org 25969) is a selective relaxant binding agent (SRBA) for complexing aminosteroid nonpolarizing neuromuscular blockers (NMBs), including pipecuronium, rocuronium and vecuronium. Sugammadex effectively recovers muscle twitch blockade in vitro (EC50 = 1.2 μM, Emax = 95.1%; isolated mouse hemi-diaphragm under 90% block by 3.6 μM rocuronium) and reverses neuromuscular blockade in vivo (ED50 = 30 nmol/kg i.v. & Emax = 92.5% with guinea pigs under 90% neuromuscular block by 10 nmol/kg/min rocuronium i.v. infusion; >90% recovery at 1 mg/kg or 0.46 μmol/kg i.v. of M. tibialis contractions of cats under 95% block by 10.24 nmol/kg/min rocuronium i.v. infusion).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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H D de Boer et al.
British journal of anaesthesia, 96(2), 201-206 (2005-12-27)
At present, reversal of neuromuscular block induced by steroidal neuromuscular blocking agents (NMBAs) is achieved by administration of cholinesterase inhibitors. Chemical encapsulation of steroidal NMBAs, such as rocuronium, by a cyclodextrin is a new concept in neuromuscular block reversal. The
Hans D de Boer et al.
Anesthesiology, 104(4), 718-723 (2006-03-31)
Reversal of neuromuscular blockade can be accomplished by chemical encapsulation of rocuronium by sugammadex, a synthetic gamma-cyclodextrin derivative. The current study determined the feasibility of reversal of rocuronium-induced profound neuromuscular blockade with sugammadex in the anesthetized rhesus monkey using train-of-four
Tünay Kandemir et al.
Turkish journal of anaesthesiology and reanimation, 47(5), 392-395 (2019-10-02)
In an in vitro study, lidocaine, remifentanil and methylprednisolone produced inclusion complexes with sugammadex, which lead to a decrease in free and active concentrations of sugammadex. When used concurrently with these drugs, it is likely that the time for sugammadex
Julia M Adam et al.
Journal of medicinal chemistry, 45(9), 1806-1816 (2002-04-19)
A series of mono- and per-6-substituted cyclodextrin derivatives were synthesized as synthetic receptors (or host molecules) of rocuronium bromide, the most widely used neuromuscular blocker in anaesthesia. By forming host-guest complexes with rocuronium, these cyclodextrin derivatives reverse the muscle relaxation
H D de Boer et al.
British journal of anaesthesia, 96(4), 473-479 (2006-02-09)
Binding of the steroidal molecule of rocuronium by a cyclodextrin is a new concept for reversal of neuromuscular block. The present study evaluated the ability of Sugammadex Org 25969, a synthetic gamma-cyclodextrin derivative, to reverse constant neuromuscular block of about
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