Description
Sufentanil is a narcotic analgesic with a greater potency and therapeutic ratio than its structural relative fentanyl. It appears to produce fewer cardiac effects and less respiratory depression than fentanyl, and thus is especially useful as an analgesic/anesthetic in open heart surgery.
Description
Sufentanil (Item No. 15917) is an analytical reference material categorized as an opioid. Sufentanil is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.
Chemical Properties
White or almost white powder.
Originator
Jaassen (Belgium)
Uses
Opioid receptor agonist; analgesic.
Definition
ChEBI: An anilide resulting from the formal condensation of the aryl amino group of 4-(methoxymethyl)-N-phenyl-1-[2-(2-thienyl)ethyl]piperidin-4-amine with propanoic acid.
Manufacturing Process
A mixture of 4.1 parts of N-[4-(methoxymethyl)-4-piperidinyl]-Nphenylpropanamide,
5.3 parts of sodium carbonate and 120 parts of 4-
methyl-2-pentanone is stirred and refluxed with water-separator. Then there
are added 4.1 parts of 2-thiopheneethanol methanesulfonate ester and stirring
at reflux is continued for 18 hours. The reaction mixture is cooled, washed
twice with water and evaporated. The oily residue is purified by columnchromatography
over silica gel, using a mixture of trichloromethane and 5%
of methanol as eluent. The first fraction is collected and the eluent is
evaporated. The oily residue is converted into the hydrochloride salt in 2,2'-
oxybispropane. The free base is liberated again in the conventional manner.
After extraction with 2,2'-oxybispropane, the latter is dried, filtered and
evaporated. The oily residue solidifies on triturating in petroleum-ether. The
solid product is filtered off and crystallized from petroleum-ether at -20°C,
yielding, after drying, N-[4-(methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-
piperidinyl]-N-phenylpropanamide; melting point 98.6°C.
Therapeutic Function
Analgesic
