Norketamine

Base Information

• Chemical Name: Norketamine
• CAS No.: 35211-10-0
• Molecular Formula: C12H14ClNO
• Molecular Weight: 223.702
• Hs Code.: 2922399090
• UNII: XQY6JVF94X
• DSSTox Substance ID: DTXSID40891434
• Nikkaji Number: J397.916D
• Wikipedia: Norketamine
• Wikidata: Q20164391
• ChEMBL ID: CHEMBL1039
• Mol file: 35211-10-0.mol

Synonyms:(+--)-norketamine;2-amino-2-(o-chlorophenyl)cyclohexanone;dehydronorketamine;DHNK;N-demethylketamine;N-desmethylketamine;norketamine;norketamine, (+-)-isomer

Chemical Property of Norketamine

Chemical Property:

• Vapor Pressure: 1.26E-05mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 368.6 °C at 760 mmHg
• PKA: pKa 6.7 (Uncertain)
• Flash Point: 176.7 °C
• PSA: 43.09000
• Density: 1.208 g/cm³
• LogP: 4.13940
• Storage Temp.: Desiccate at RT
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 223.0763918
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

Norketaminehydrochloride ≥99%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(=O)C1)(C2=CC=CC=C2Cl)N
• Uses: A metabolite of Ketamine (K165300).

Technology Process of Norketamine

There total 18 articles about Norketamine 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: 95.0%

2-o-chlorophenyl-2-azidocyclohexanone → norketamine (35211-10-0,83777-65-5)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 65 ℃; for 12h;

Reference yield: 89.0%

2-(2-chlorophenyl)-2-nitrocyclohexan-1-one (2079878-75-2) → norketamine (35211-10-0,83777-65-5)

Guidance literature:

With acetic acid; zinc; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00040

Reference yield: 89.0%

(±)-1-((2-chlorophenyl)(imino)methyl)cyclopentan-1-ol (79499-57-3) → norketamine (35211-10-0,83777-65-5)

Guidance literature:

In isopropyl alcohol; for 120h; Reflux;

DOI:10.1124/dmd.113.051631

upstream raw materials:

ketamine

1-<(2-Chlorophenyl)iminomethyl>cyclopentanol hydrochloride

(±)-1-((2-chlorophenyl)(imino)methyl)cyclopentan-1-ol

(1-Bromocyclopentyl)(2-chlorophenyl)methanone

Downstream raw materials:

3-(o-Chlorophenyl)-2-hydroxycyclohex-2-enone

6-amino-6-(2-chlorophenyl)-2-cyclohexen-1-one

2-Hydroxy-Norketamine

2-Bromo-6-amino-6-(2-chlorophenyl)cyclohexanone

Refernces

• 1、 Fakhri, Ali,Nejad, Pedram Afshar. "Antimicrobial, antioxidant and cytotoxic effect of Molybdenum trioxide nanoparticles and application of this for degradation of ketamine under different light illumination". . p. 211 - 217. Retrieved 2016.
• 2、 Kyzer, Jillian L.,Wenthur, Cody J.,Worob, Adam,Zheng, Zhen. "Family of Structurally Related Bioconjugates Yields Antibodies with Differential Selectivity against Ketamine and 6-Hydroxynorketamine". . p. 4113 - 4122. Retrieved 2021/11/01.
• 3、 -. "Delivery Of Esketamine For The Treatment Of Depression". . . Retrieved 2020/01/24.