SUGAMMADEX Chemical Properties

Melting point:

>208°C (dec.)

Density 

1.559±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Aqueous Acid (Slightly), Water (Slightly, Sonicated)

pka

3.42±0.10(Predicted)

form 

Solid

color 

White to Pale Beige

Stability:

Hygroscopic

InChIKey

WHRODDIHRRDWEW-JLBXVEOTNA-N

SUGAMMADEX Usage And Synthesis

Description

Sugammadex is a selective relaxant binding agent indicated for reversal of neuromuscular blockade induced by rocuronium bromide and vecuronium bromide during surgery in adults. Rocuronium bromide and vecuronium bromide are neuromuscular blocking medications that cause temporary paralysis and are especially useful for general anesthesia, ventilation, or tracheal intubation that patients may require for surgery. Sugammadex provides a new treatment option to reverse the effects of those medications and possibly help patients recover sooner post-surgery. Sugammadex (brand name Bridion) is marketed by Merck Sharp and Dohme, and was approved by the United States FDA on December 15, 2015.

Uses

6A,6B,6C,6D,6E,6F,6G,6H-octakis-S-(2-carboxyethyl)-6A,6B,6C,6D,6E,6F,6G,6H-octathio-γ-Cyclodextrin, also known as Sugammadex, is used to reverse postoperative residual neuromuscular blockade.

Uses

Reversal agent for neuromuscular blocking drugs.

Definition

ChEBI: An octasaccharide derivative that is gamma-cyclodextrin in which all eight primary hydroxy groups are replaced by 2-(carboxyethyl)sulfanyl groups. Used (as the octasodium salt) for reversal of neuromuscular blockade induced by rocuronium and vecuronium in adults undergoing surgery.

Synthesis

Bromination of |?-cyclodexdrin 127 with the Vilsmeier-Haack reagent prepared by reaction of bromine with triphenylphospine in DMF gave the per-6-bromo-|?-cyclodextrin 128 in 95-98% yield. Nucleophilic displacement of the bromines of 128 with methyl 3-mercaptopropionate (129) and cesium carbon-ate at 50??C in DMF gave 6-perdeoxy-6-per(2-methoxycarbonylethyl) thio-|?-cyclodextrin 130 as a white powder. Saponification of the esters of 130 was accomplished by reaction with aqueous sodium hydroxide solution to provide sugammadex (XVII) as a glassy solid in 52% yield for the 2 steps.

in vivo

SUGAMMADEX(343306-71-8)Related Product Information

• Sodium gluconate
• Nisin
• PIERICIDIN A
• CHONDROITIN SULFATE (BOVINE)
• Rivaroxaban
• Artemether
• Rocuronium bromide
• Donepezil
• Sugammadex sodium
• OCTAKIS-6-BROMO-6-DEOXY-GAMMA-CYCLODEXTRIN
• SUGAMMADEX