Meclofenoxate

Base Information

• Chemical Name: Meclofenoxate
• CAS No.: 51-68-3
• Molecular Formula: C12H16ClNO3
• Molecular Weight: 257.717
• Hs Code.: 2922509090
• European Community (EC) Number: 200-116-3
• NSC Number: 169411
• UNII: C76QQ2I0RG
• DSSTox Substance ID: DTXSID9046940
• Nikkaji Number: J4.124F
• Wikipedia: Meclofenoxate
• Wikidata: Q421147
• NCI Thesaurus Code: C174654
• Metabolomics Workbench ID: 67470
• ChEMBL ID: CHEMBL64545
• Mol file: 51-68-3.mol

Synonyms:Atsefen;Centrophenoxine;Cerutil;Cetrexin;Helfergin;Meclofenoxate;Meclofenoxate Hydrochloride

Chemical Property of Meclofenoxate

Chemical Property:

• Vapor Pressure: 5.95E-05mmHg at 25°C
• Melting Point: 138-140 °C
• Refractive Index: 1.52
• Boiling Point: 345.941 °C at 760 mmHg
• PKA: 8.17±0.28(Predicted)
• Flash Point: 163.019 °C
• PSA: 38.77000
• Density: 1.179 g/cm³
• LogP: 1.82360
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 257.0818711
• Heavy Atom Count: 17
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

MECLOFENOXATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC(=O)COC1=CC=C(C=C1)Cl
• Recent ClinicalTrials: Coenzyme Q10 and Meclofenoxate in Hepatic Encephalopathy
• Use Description: 2-(Dimethylamino)ethyl (4-chlorophenoxy)acetate is a chemical compound with diverse applications in different fields. In the agrochemical industry, it serves as a key ingredient in the formulation of herbicides, contributing to weed control in agriculture. Its role is vital in protecting crops and improving agricultural yields. Additionally, in the pharmaceutical sector, this compound can be employed as an intermediate in the synthesis of pharmaceuticals and organic molecules, offering versatility in drug discovery and development. Moreover, in academic research and organic chemistry, it functions as a building block for the creation of complex molecules, facilitating studies in chemical synthesis and the exploration of new chemical reactions. Its multifaceted applications highlight its significance in agriculture, pharmaceuticals, and chemical research, contributing to crop protection, drug development, and the advancement of chemical science.

Technology Process of Meclofenoxate

There total 13 articles about Meclofenoxate 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: 78.0%

meclofenoxate hydrochloride (3685-84-5) → meclofenoxate (51-68-3)

Guidance literature:

With triethylamine; In chloroform;

DOI:10.1039/c8nj01239c

Reference yield: 52.0%

2-(dimethylamino)ethyl phenoxyacetate (50837-15-5) → meclofenoxate (51-68-3)

Guidance literature:

With tetraethylammonium chloride; trichloroacetonitrile; In acetonitrile; at 23 ℃; for 2h; Electrochemical reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00704

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → meclofenoxate (51-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOEt / 1.) EtOH, 40 deg C, 10 min, 2.) 40 - 50 deg C, 9 h

2: NaH / toluene / 10 h / Heating

With sodium ethanolate; sodium hydride; In toluene;

upstream raw materials:

2-(N,N-dimethylamino)ethanol

4-chlorophenyloxyacetyl chloride

2-(4-chlorophenoxy)-1,3-propanedioic acid diethyl ester

(4-chlorophenoxy)malonic acid

Downstream raw materials:

4-Chlorophenoxyacetic acid

(4-chloro-phenoxy)-acetic acid methyl ester

Refernces

• 1、 Syguda, Anna,Gielnik, Anna,Borkowski, Andrzej,Wo?niak-Karczewska, Marta,Parus, Anna,Piechalak, Aneta,Olejnik, Anna,Marecik, Roman,?awniczak, ?ukasz,Chrzanowski, ?ukasz. "Esterquat herbicidal ionic liquids (HILs) with two different herbicides: Evaluation of activity and phytotoxicity". . p. 9819 - 9827. Retrieved 2018/06/18.