Fentanyl hydrochloride

Base Information

• Chemical Name: Fentanyl hydrochloride
• CAS No.: 1443-54-5
• Deprecated CAS: 137102-75-1
• Molecular Formula: C22H28N2O·ClH
• Molecular Weight: 372.938
• Hs Code.: 2933399090
• European Community (EC) Number: 685-598-7
• UNII: 59H156XY46
• DSSTox Substance ID: DTXSID90162666
• Wikidata: Q27261701
• NCI Thesaurus Code: C61762
• ChEMBL ID: CHEMBL1201159
• Mol file: 1443-54-5.mol

Synonyms:Fentanyl hydrochloride;Fentanyl HCl;1443-54-5;UNII-59H156XY46;59H156XY46;N-(1-Phenethyl-4-piperidyl)propionanilide hydrochloride;Fentanyl hydrochloride (JAN);Propionanilide, N-(1-phenethyl-4-piperidyl)-, hydrochloride;FENTANYL HYDROCHLORIDE [JAN];N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide;hydrochloride;Ionsys (TN);C22H28N2O.ClH;MLS002320669;SCHEMBL242876;CHEMBL1201159;DTXSID90162666;FENTANYL HYDROCHLORIDE [MART.];FENTANYL HYDROCHLORIDE [WHO-DD];FENTANYL HYDROCHLORIDE [EMA EPAR];SMR001338815;FENTANYL HYDROCHLORIDE [ORANGE BOOK];LS-124440;D10811;Q27261701;PROPANAMIDE, N-PHENYL-N-(1-(2-PHENYLETHYL)-4-PIPERIDINYL)-, MONOHYDROCHLORIDE

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

Chemical Property of Fentanyl hydrochloride

Chemical Property:

• Vapor Pressure: 7.25E-09mmHg at 25°C
• Boiling Point: 466.2 °C at 760 mmHg
• Flash Point: 185.8 °C
• PSA: 23.55000
• LogP: 4.87660
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 372.1968412
• Heavy Atom Count: 26
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3.Cl
• Recent ClinicalTrials: Comparison of the Time to the First Rescue Analgesic Among Parturients Receiving Intrathecal Additive Fentanyl or Intrathecal Fentanyl With TAP Block or TAP Block Alone for Elective Cesarean Sections Under Hyperbaric Bupivacaine Spinal Anesthesia
• Recent EU Clinical Trials: An Open-Label Evaluation of Safety of the IONSYS? System [Fentanyl
• Description: Fentanyl (hydrochloride) (CRM) (Item No. ISO60197) is a certified reference material categorized as an opioid. It is more effective than morphine at reducing pain but is also more lethal. Fentanyl is highly abused and is associated with many fatal overdoses. Fentanyl is regulated as a Schedule II compound in the United States. Fentanyl (hydrochloride) (CRM) (Item No. ISO60197) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

Technology Process of Fentanyl hydrochloride

There total 7 articles about Fentanyl hydrochloride 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: 97.0%

N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]propanamide (437-38-7) → fentanyl hydrochloride (1443-54-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 20 ℃; for 2h;

DOI:10.1371/journal.pone.0108250

Reference yield: 33.0%

propionyl chloride (79-03-8) + (1-Phenethyl-piperidin-4-yl)-phenyl-amine (21409-26-7) → fentanyl hydrochloride (1443-54-5)

Guidance literature:

propionyl chloride; (1-Phenethyl-piperidin-4-yl)-phenyl-amine; With triethylamine;

With hydrogenchloride;

DOI:10.1002/open.201900273

Reference yield:

1-(2-phenylethyl)-4-piperidinone (39742-60-4) → fentanyl hydrochloride (1443-54-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C / Cooling with ice

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C

3: hydrogenchloride / diethyl ether; water / 2 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; water;

DOI:10.1371/journal.pone.0108250

upstream raw materials:

4-piperidone hydrochloride

1-phenyl-2-bromoethane

1-(2-phenylethyl)-4-piperidinone

(1-Phenethyl-piperidin-4-yl)-phenyl-amine

Refernces

• 1、 Valdez, Carlos A.,Leif, Roald N.,Mayer, Brian P.. "An efficient, optimized synthesis of fentanyl and related analogs". . . Retrieved 2015/02/19.