Sufentanil citrate

Base Information

• Chemical Name: Sufentanil citrate
• CAS No.: 60561-17-3
• Molecular Formula: C22H30N2O2S•C6H8O7
• Molecular Weight: 578.684
• Hs Code.: 2934910000
• European Community (EC) Number: 262-295-4
• UNII: S9ZFX8403R
• DSSTox Substance ID: DTXSID5048928
• Wikidata: Q27289102
• NCI Thesaurus Code: C47731
• RXCUI: 58964
• ChEMBL ID: CHEMBL1201163
• Mol file: 60561-17-3.mol

Synonyms:Citrate, Sufentanil;Curasan, Sufentanil;R 30730;R-30730;R30730;Sufenta;Sufentanil;Sufentanil Citrate;Sufentanil curasan;Sufentanil Hameln;Sufentanil Ratiopharm;Sufentanil-hameln;Sufentanil-ratiopharm;SufentanilHameln;SufentanilRatiopharm;Sulfentanil;Sulfentanyl

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Sufentanil citrate

Chemical Property:

• Vapor Pressure: 7.23E-10mmHg at 25°C
• Melting Point: 96.60C
• Boiling Point: 493.1°C at 760 mmHg
• Flash Point: 252°C
• PSA: 193.15000
• LogP: 2.90420
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: soluble1mg/mL, clear
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 13
• Exact Mass: 578.22980197
• Heavy Atom Count: 40
• Complexity: 687

Purity/Quality:

Safty Information:

• Hazard Codes: T+,T,F
• Statements: 26/27/28-39/23/24/25-23/24/25-11
• Safety Statements: 26-27-28-36/37/39-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC3=CC=CS3)COC.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Recent ClinicalTrials: Intraoperative Methadone for the Prevention of Postoperative Pain
• Recent EU Clinical Trials: Analgesic Efficacy and Pharmacokinetic-pharmacodynamic Relationship of Intranasally Administered Sufentanil, Ketamine, and CT001 after Impacted Mandibular Third Molar Extraction
• Uses: Potent derivative of Fentanyl. Analgesic (narcotic). Controlled substance (opiate)
• Clinical Use: Addition of the 4-methoxymethyl group and bioisosteric replacement of the phenyl with a 2-thiophenyl on the fentanyl structure results in a 10-fold increase in μ opioid activity. The resultant compound, sufentanil, is 600 to 800 times more potent than morphine. Despite its greater sedative and analgesic potency, sufentanil produces less respiratory depression at effective anesthetic doses. Sufentanil is available in an intravenous dosage form, and it is used for anesthetic procedures. It has a faster onset and shorter duration of action than fentanyl. The short duration is caused by redistribution from brain tissues after intravenous dosage.

Technology Process of Sufentanil citrate

There total 12 articles about Sufentanil citrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.4%

sufentanil (56030-54-7) + citric acid (77-92-9,906507-37-7) → sufentanil citrate (60561-17-3)

Guidance literature:

In butanone; at 20 ℃; Solvent; Temperature;

Reference yield:

aniline (62-53-3) → sufentanil citrate (60561-17-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide / tetrahydrofuran; chloroform / 13 h / 0 - 20 °C

2.1: sodium hydroxide / dimethyl sulfoxide / 1 h / 20 °C

2.2: 12 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 10 °C

4.1: n-butyllithium / toluene; diethyl ether / 1 h / 20 °C

4.2: 3 h / 20 °C

5.1: hydrogenchloride / ethyl acetate; water / 1 h

6.1: triethylamine; potassium iodide / acetonitrile / Inert atmosphere; Reflux

7.1: triethylamine / dichloromethane / 1 h / 0 - 10 °C

8.1: acetonitrile / 4 h / 0 - 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; triethylamine; potassium iodide; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → sufentanil citrate (60561-17-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydroxide / tetrahydrofuran; chloroform / 13 h / 0 - 20 °C

2.1: sodium hydroxide / dimethyl sulfoxide / 1 h / 20 °C

2.2: 12 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 10 °C

4.1: n-butyllithium / toluene; diethyl ether / 1 h / 20 °C

4.2: 3 h / 20 °C

5.1: hydrogenchloride / ethyl acetate; water / 1 h

6.1: triethylamine; potassium iodide / acetonitrile / Inert atmosphere; Reflux

7.1: triethylamine / dichloromethane / 1 h / 0 - 10 °C

8.1: acetonitrile / 4 h / 0 - 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; triethylamine; potassium iodide; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;

upstream raw materials:

sufentanil

citric acid

2-(thiophen-2-yl)ethyl methanesulfonate

4-(Methoxymethyl)-N-phenyl-1-<2-(2-thienyl)ethyl>-4-piperidinamine

Downstream raw materials:

sufentanil

Refernces

• 1、 -. "PREPARATION OF SUFENTANIL CITRATE AND SUFENTANIL BASE". Paragraph 0108. . Retrieved 2016/12/16.
• 2、 -. "IMPROVED METHOD OF MAKING SUFENTANIL". Page/Page column 11-12. . Retrieved 2010/11/29.