56030-54-7

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 NO: 56030-54-7
• Molecular Formula: C₂₂H₃₀N₂O₂S
• Molecular Weight: 386.557
• EINECS: 200-659-6
• Mol File: 56030-54-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 103-104℃
• Boiling Point: 493.1°Cat760mmHg
• Flash Point: 9℃
• Appearance: /
• Density: 1.20 g/cm3
• Vapor Pressure: 7.23E-10mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• Solubility: Practically insoluble in water, freely soluble in ethanol (96 per cent) and in methanol.
• PKA: 7.89±0.20(Predicted)
• Water Solubility: 76mg/L(25 oC)
• CAS DataBase Reference: Sufentanil(CAS DataBase Reference)
• NIST Chemistry Reference: Sufentanil(56030-54-7)
• EPA Substance Registry System: Sufentanil(56030-54-7)

Safety Data

• Hazard Codes: F,T
• 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)

Usage

Description

Different sources of media describe the Description of 56030-54-7 differently. You can refer to the following data:
1. 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.
2. 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.

Brand name

SUFENTA

Therapeutic Function

Analgesic

InChI:InChI=1/C22H30N2O2S/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20/h4-10,17H,3,11-16,18H2,1-2H3

Upstream product

• 71195-58-9 alfentanil 
• 79-03-8 propionyl chloride 
• 5402-55-1 2-thiophenethanol 
• 1159835-31-0 1-(tert-butoxycarbonyl)-4-(phenylamino)piperidine-4-carboxylic acid 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 62-53-3 aniline 
• 72996-73-7 4-(Methoxymethyl)-N-phenyl-1-<2-(2-thienyl)ethyl>-4-piperidinamine 
• 61380-07-2 2-(thiophen-2-yl)ethyl methanesulfonate 
• 60561-17-3 sufentanil citrate 
• 191339-42-1 2-(2-thiophenylethyl) 4-nitro-benzene sulfonate 
• 1225323-79-4 4-[(1-oxopropyl)phenylamino]-4-methoxymethyl piperidine nosylate 
• 61086-18-8 N-[4-(methoxymethyl)-4-piperidinyl]-N-phenylpropanamide 

Downstream Products

• 60561-17-3 sufentanil citrate 
• 99759-68-9 desmethylsufentanil 

Relevant articles and documents

Preparation method of alfentanil and sufentan and compounds used for preparation of sufentanil and alfentan

The invention discloses a preparation method of alfentanil and sufentan and compounds used for preparation of sufentanil and alfentan. Specifically, the method for preparation of a compound shown as formula V includes: carrying out BOC reaction on a compound shown as formula IV to obtain the compound shown as formula V in the specification. The method can conveniently, efficiently and safely prepare an intermediate product for synthesis of alfentanil and sufentan, i.e. the compound shown as formula V. And then, the compound shown as formula V can be effectively used for preparation of alfentanil and sufentan.

Process for the Preparation of Sufentanil Base and Related Compounds

The present disclosure generally related to an improved process for the preparation of various piperidine derivatives. More particularly, the present disclosure related to an improved process for preparing sufentanil base (1) and related compounds, which

SUBSTITUTED 4-AMINO-PIPERIDINES

The present invention relates to new substituted 4-amino-piperidine opioid receptor modulators, pharmaceutical compositions thereof, and methods of use thereof