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56030-54-7

56030-54-7 Structure

56030-54-7 Structure
IdentificationBack Directory
[Name]

Sufentanil
[CAS]

56030-54-7
[Synonyms]

R-30730
Sufentanyl
Sulfentanil
Sufentanil (CRM)
Sufentanil-d3?HCl
Sufentanil-D5 solution
SUFENTANIL (D5, 98%) 100 UG/ML IN METHANOL
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
N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide
Propanamide, N-[4-(methoxymethyl)-1-[2-(2-thienyl)ethyl]-4-piperidinyl]-N-phenyl-
1-[Phenyl[1-[2-(2-thienyl)ethyl]-4-(methoxymethyl)-4-piperidinyl]amino]-1-propanone
N-[4-(Methoxymethyl)-1-[2-(thiophen-2-yl)ethyl]piperidin-4-yl]-N-phenylpropionamide
[EINECS(EC#)]

200-659-6
[Molecular Formula]

C22H30N2O2S
[MOL File]

56030-54-7.mol
[Molecular Weight]

386.557
Chemical PropertiesBack Directory
[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.
[Appearance]

White or almost white powder.
[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
[pka]

7.89±0.20(Predicted)
[Water Solubility ]

76mg/L(25 ºC)
Hazard InformationBack Directory
[Chemical Properties]

White or almost white powder.
[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.
[Originator]

Jaassen (Belgium)
[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.
[Brand name]

SUFENTA
[Therapeutic Function]

Analgesic
Safety DataBack Directory
[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 Data]

56030-54-7(Hazardous Substances Data)
[Toxicity]

LD50 i.v. in mice: 18.7 mg/kg (Van Bever)
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