Norfentanyl

Base Information

• Chemical Name: Norfentanyl
• CAS No.: 1609-66-1
• Molecular Formula: C14H20N2O
• Molecular Weight: 232.326
• Hs Code.: 29333990
• European Community (EC) Number: 216-543-3
• NSC Number: 89293
• UNII: 2MK6D8JV6J
• DSSTox Substance ID: DTXSID2057657
• Nikkaji Number: J196.400C
• Wikipedia: Norfentanyl
• Wikidata: Q27132084
• Metabolomics Workbench ID: 62350
• ChEMBL ID: CHEMBL3560524
• Mol file: 1609-66-1.mol

Synonyms:norfentanyl;norfentanyl monohydrochloride

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

Chemical Property of Norfentanyl

Chemical Property:

• Appearance/Colour: a white crystalline powder
• Vapor Pressure: 2.31E-05mmHg at 25°C
• Melting Point: 92℃
• Boiling Point: 359.8 °C at 760 mmHg
• PKA: 9.81±0.10(Predicted)
• Flash Point: 171.4 °C
• PSA: 32.34000
• Density: 1.075g/cm³
• LogP: 2.51040
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.157563266
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

Safty Information:

• Hazard Codes: C,Xn
• Statements: 34-22-36/38
• Safety Statements: 45-36/37/39-26

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)N(C1CCNCC1)C2=CC=CC=C2
• Description: Norfentanyl (Item No. ISO60195) is a certified reference material that is classified as an opioid. It is a thermal degradant and major urinary metabolite of the opioid analgesic, fentanyl (Item Nos. ISO60197 | 14719). This product is intended for forensic and research applications.
• Uses: Norfentanyl is a major urinary metabolite of a narcotic analgesic fentanyl.

Technology Process of Norfentanyl

There total 15 articles about Norfentanyl 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: 96.0%

tert-Butyl 4-(N-Phenylpropionamido)piperidine-1-carboxylate → Norfentanyl (1609-66-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 16h;

Reference yield: 95.0%

N-(1-benzyl-4-piperidinyl)-N-phenylpropionamide (1474-02-8) → Norfentanyl (1609-66-1)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; under 2068.6 Torr;

DOI:10.1002/jhet.5570260329

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → Norfentanyl (1609-66-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 73 percent / AcOH / toluene / 2 h / Heating

2.1: NaBH₄ / methanol / 1 h / Heating

2.2: 81 percent / NaOH / methanol

3.1: 54 percent / TEA / benzene / 24 h

4.1: 61 percent / H₂ / Pd/C / ethanol / 60 h / 20 °C

With sodium tetrahydroborate; TEA; hydrogen; acetic acid; palladium on activated charcoal; In methanol; ethanol; toluene; benzene;

DOI:10.1016/j.bmcl.2007.01.114

upstream raw materials:

N-(1-benzyl-4-piperidinyl)-N-phenylpropionamide

1-phenylmethyl-4-piperidone

bis(2-methoxycarbonylethyl)benzylamine

N-(1-benzylpiperidin-4-ylidene)aniline

Downstream raw materials:

N-Phenyl-N-<1-(2-thienyl)methyl-4-piperidyl>propanamide Hydrochloride

Refernces

• 1、 Qin, Yajuan,Ni, Luofan,Shi, Jiawei,Zhu, Zhiying,Shi, Saijian,Lam, Ai-Leen,Magiera, Julia,Sekar, Sunderajhan,Kuo, Andy,Smith, Maree T.,Li, Tingyou. "Synthesis and Biological Evaluation of Fentanyl Analogues Modified at Phenyl Groups with Alkyls". . p. 201 - 208. Retrieved 2018/09/25.
• 2、 Walz, Andrew J.,Hsu, Fu-Lian. "An Operationally Simple Synthesis of Fentanyl Citrate". . p. 467 - 470. Retrieved 2017/10/06.