3-Methoxyacetaminophen

Base Information

• Chemical Name: 3-Methoxyacetaminophen
• CAS No.: 3251-55-6
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• Hs Code.: 2924299090
• UNII: 0GPW365VZ9
• DSSTox Substance ID: DTXSID40186236
• Nikkaji Number: J354.294G
• Wikidata: Q27236761
• ChEMBL ID: CHEMBL498882
• Mol file: 3251-55-6.mol

Synonyms:3-methoxyacetaminophen

Chemical Property of 3-Methoxyacetaminophen

Chemical Property:

• Vapor Pressure: 7.45E-07mmHg at 25°C
• Melting Point: 118-1220C
• Boiling Point: 396.5°Cat760mmHg
• Flash Point: 193.6°C
• PSA: 58.56000
• Density: 1.25g/cm³
• LogP: 1.43220
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methoxy Acetaminophen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)O)OC
• Uses: A metabolite of Acetaminophen 3-Methoxy Acetaminophen is a metabolite of Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3).

Technology Process of 3-Methoxyacetaminophen

There total 12 articles about 3-Methoxyacetaminophen 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: 68.0%

N-hydroxy-N-(3-methoxyphenyl)acetamide → 3-O-methyl-Acetaminophen (3251-55-6)

Guidance literature:

With Phenylselenyl bromide; In 1,4-dioxane; at 23 ℃; for 18h;

DOI:10.1002/anie.202100801

Reference yield: 41.0%

2-methoxy-4-nitrophenol (3251-56-7) + acetic anhydride (108-24-7) → 3-O-methyl-Acetaminophen (3251-55-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; Inert atmosphere;

DOI:10.1021/jm800807k

Reference yield:

4-amino-2-methoxyphenol (52200-90-5) + acetic anhydride (108-24-7) → 3-O-methyl-Acetaminophen (3251-55-6)

Guidance literature:

With acetic acid;

DOI:10.1345/aph.10120

upstream raw materials:

N-(4-Acetoxy-3-methoxyphenyl)acetamide

4-amino-2-methoxyphenol

acetic anhydride

phenylhydrazine

Downstream raw materials:

N-[3-methoxy-4-(2-morpholin-4-yl-ethoxy)-phenyl]-acetamide

N-[3-(4-chloro-phenyl)-8-methoxy-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl]-acetamide

N-[8-methoxy-3-(4-methoxy-phenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl]-acetamide

N-[3-(4-ethoxy-phenyl)-8-methoxy-3,4-dihydro-2H-benzo[e][1,3]oxazin-6-yl]-acetamide

Refernces

• 1、 Herbert, Mark R.,Siegel, Dana L.,Staszewski, Lena,Cayanan, Charmagne,Banerjee, Urmi,Dhamija, Sangeeta,Anderson, Jennifer,Fan, Amy,Wang, Li,Rix, Peter,Shiau, Andrew K.,Rao, Tadimeti S.,Noble, Stewart A.,Heyman, Richard A.,Bischoff, Eric,Guha, Mausumee,Kabakibi, Ayman,Pinkerton, Anthony B.. "Synthesis and SAR of 2-aryl-3-aminomethylquinolines as agonists of the bile acid receptor TGR5". scheme or table. p. 5718 - 5721. Retrieved 2010/11/05.
• 2、 -. "Production of benzophenone derivatives". . . Retrieved 2008/06/13.