Sufentanil

Sufentanil Basic information
Product Name:Sufentanil
Synonyms:1-[Phenyl[1-[2-(2-thienyl)ethyl]-4-(methoxymethyl)-4-piperidinyl]amino]-1-propanone;N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidyl]-N-phenylpropionamide;N-[4-(Methoxymethyl)-1-[2-(2-thienyl)ethyl]piperidin-4-yl]-N-phenylpropionamide;R-30730;Sulfentanil;Sufentanyl;N-[4-(Methoxymethyl)-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl]-N-phenylpropionamide;Sufentanil-D5 solution
CAS:56030-54-7
MF:C22H30N2O2S
MW:386.55
EINECS:641-081-8
Product Categories:
Mol File:56030-54-7.mol
Sufentanil Structure
Sufentanil Chemical Properties
Melting point 103-104℃
Boiling point 493.1±40.0 °C(Predicted)
density 1.20 g/cm3
Fp 9℃
storage temp. 2-8°C
solubility Practically insoluble in water, freely soluble in ethanol (96 per cent) and in methanol.
form A neat solid
pka7.89±0.20(Predicted)
Water Solubility 76mg/L(25 ºC)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 7-16-36/37-45
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 1
Hazardous Substances Data56030-54-7(Hazardous Substances Data)
ToxicityLD50 i.v. in mice: 18.7 mg/kg (Van Bever)
MSDS Information
Sufentanil Usage And Synthesis
DescriptionSufentanil 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.
DescriptionSufentanil (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 PropertiesWhite or almost white powder.
OriginatorJaassen (Belgium)
UsesOpioid receptor agonist; analgesic.
DefinitionChEBI: 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 ProcessA 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.
Brand nameSUFENTA
Therapeutic FunctionAnalgesic
Sufentanil Preparation Products And Raw materials
Raw materialsN-[4-(methoxymethyl)piperidin-4-yl]-N-phenylpropionamide-->2-Thiopheneethanol
Thiofentanil SUFENTANIL CITRATE N-Phenyl-N-(4-piperidinyl)propanamide admixture with HCl salt Sufentanil

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