Noroxycodone

Base Information

• Chemical Name: Noroxycodone
• CAS No.: 57664-96-7
• Molecular Formula: C17H19 N O4
• Molecular Weight: 301.342
• European Community (EC) Number: 260-887-7
• UNII: 95Q949779D
• DSSTox Substance ID: DTXSID60973261
• Nikkaji Number: J296.760J
• Wikipedia: Noroxycodone
• Wikidata: Q27271817
• Metabolomics Workbench ID: 49663
• ChEMBL ID: CHEMBL3527426
• Mol file: 57664-96-7.mol

Synonyms:noroxycodone

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Chemical Property of Noroxycodone

Chemical Property:

• Melting Point: 166-168°C
• Boiling Point: 528.4°Cat760mmHg
• PKA: 13.21±0.20(Predicted)
• Flash Point: 273.4°C
• PSA: 67.79000
• Density: 1.43g/cm³
• LogP: 1.74310
• Storage Temp.: Controlled Substance, -20°C Freezer
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 525

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C3=C(CC4C5(C3(CCN4)C(O2)C(=O)CC5)O)C=C1
• Isomeric SMILES: COC1=C2C3=C(C[C@@H]4[C@]5([C@]3(CCN4)[C@@H](O2)C(=O)CC5)O)C=C1
• Uses: A metabolite of Oxycodone (O870600). Controlled substance.

Technology Process of Noroxycodone

There total 38 articles about Noroxycodone 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: 88.0%

N-(ethoxycarbonyl)noroxycodone (79683-69-5) → noroxycodone (57664-96-7)

Guidance literature:

With sulfuric acid; for 12h; Heating;

DOI:10.1021/jm00144a032

Reference yield: 86.0%

C19H21NO5*(x)ClH → noroxycodone (57664-96-7)

Guidance literature:

C₁₉H₂₁NO₅*(x)ClH; With hydrogenchloride; In water; for 6h; Reflux;

With sodium hydroxide; pH=10;

DOI:10.3390/molecules25174009

Reference yield: 74.8%

Oxycodone (76-42-6) → noroxycodone (57664-96-7)

Guidance literature:

Oxycodone; With carbonochloridic acid 1-chloro-ethyl ester; sodium hydrogencarbonate; In chloroform; for 25h; Reflux;

With methanol; In chloroform; at 20 ℃; for 6h;

upstream raw materials:

14-acetoxy-N-cyano-7,8-dihydronorcodeinone

C₁₉H₂₁NO₅*ClH

N-(ethoxycarbonyl)noroxycodone

4,5α-epoxy-14-hydroxy-3-methoxy-17-[(2,2,2-trichloroethoxy)carbonyl]morphinan-6-one

Downstream raw materials:

naltrexone methyl ether

noroxyoxycodone hydrochloride

Naltrexone

(4bR,7S,8aS,9R)-7-(2-(benzyloxy)ethyl)-11-(cyclopropylmethyl)-8a-hydroxy-3-methoxy-8,8a9,10-tetrahydro-5H-9,4b-(epiminoethano)phenanthren-6(7H)-one

Refernces

• 1、 Cheng, Chen-Yu,Hsin, Ling-Wei,Lin, Yen-Pin,Tao, Pao-Luh,Jong, Ting-Ting. "N-Cubylmethyl substituted morphinoids as novel narcotic antagonists". . p. 73 - 80. Retrieved 1996.
• 2、 Currie,A.C. et al.. "-". . p. 4693 - 4700. Retrieved 1961.
• 3、 Iwamatsu, Chiharu,Hayakawa, Daichi,Kono, Tomomi,Honjo, Ayaka,Ishizaki, Saki,Hirayama, Shigeto,Gouda, Hiroaki,Fujii, Hideaki. "Effects of N-substituents on the functional activities of naltrindole derivatives for the δ opioid receptor: Synthesis and evaluation of sulfonamide derivatives". supporting information. . Retrieved 2020/09/04.
• 4、 -. "ANTI-OPIOID VACCINES". Page/Page column 12-13. . Retrieved 2018/05/24.